- Welcome to the Blue Canoe Lakeside Cabin! There is so much happening in Montgomery County, Texas, that I decided to create a calendar listing all of the "don't want to miss" events! Here is my Calendar of Events for May 2026!
- MAY THINGS TO DO IN MONTGOMERY COUNTY
- (Please double-check all activities with the venue. Some activities require payment; some are free)
- May 1, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with David Austin!
- May 1, 9:30PM- Corner Pub, 302 N Main St, Conroe, (936)788-2390- Live music with Mary Charlotte Young!
- May 1, 8, 15, 22, 29, 6-9PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Open Mic Night!
- May 1, (several times available)- Shear Joy Alpaca Farm, 4308 FM 149W, Anderson- Farm & Mill Tours! Get up close with our friendly alpacas and llamas on this unforgettable farm & mill tour! You'll learn all about these amazing creatures, feed and pet them, and even make your own souvenir from their fleece! After, you'll get to peek inside our fiber mill, where we create beautiful yarns and wool products.
- May 1, Dinner 6:30PM, Concert 8:30PM- Dosey Does, 25911 I-45N, Spring- Live music with The Bellamy Brothers! (Tickets required).
- y – Saturday Night
- May 1, 9:30-11:30AM- Martha’s Bloomers, 8101 Hwy 6, Navasota.- Barre, Blooms and Brunch- Join us for a 40-minute outdoor Pure Barre Class, presented by Pure Barre • College Station. You will be shown low impact movements to get you moving more with intention! Come dressed to work out comfortably and learn movement techniques. The workout will be followed by an indoor brunch and short lecture, discussion, and Q&A on the "Benefits of Intentional Movement."
- May 1, 7:30-10PM- Table at Madeley, 316 Madeley St, Conroe, (936)760-9000.- Live music with Matt Hillyer!
- May 1, 6-9PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Open Mic Night!
- May 1, 7PM- Copperhead Brewery, 822 N Frazier St, Conroe- Trivia Night! It's Trivia Night! Trent, our host, has some amazing rounds set up for tonight. Bring your best and come play some challenging trivia. We give away 3 free bonus round beers, and we give away a free 4 pack to the 1st, 2nd, and 3rd place teams. Come join us for a truly fun evening of trivia, have a couple of amazing beers, and we hope to see y'all tonight!
- May 1,7-10PM- Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with Madsen!
- May 1- The 2026 Flower Moon will peak on Friday, May 1, 2026, at 1:23 p.m. EDT. As the first of two full moons in May (the second being a Blue Moon), this "Full Flower Moon" is best viewed at moonrise on May Day evening, appearing low on the eastern horizon.
- May 1, 2, 8, 10, 15, 16, 22, 23, 30, 7PM- Southern Empress Cruise Line, 7035 Kingston Cove Ln, Willis, (936) 588-3000 - Sunset cruise on Lake Conroe! The Southern Empress offers a delightful experience for those looking to explore the beautiful Lake Conroe in Texas.
- May 1, 7PM & May 2, 2PM- Crighton Theatre, 234 N Main St, Conroe- Bravo Company presents “Law & Order: C-Rhyme and Punishment” In the nursery rhyme justice system, the people are represented by two separate yet equally important groups — the detectives, who investigate the crime, and the magistrates, who prosecute the defenders. These are their rhymes.
- May 1,2,- Guadalaharrys/ Riot Comedy, 219 Simonton St, Conroe, (936)701-5168- Live Stand-up Comedy! Can't-miss comedy show featuring the funnest Texas comedians at GuadalaHARRY's in downtown Conroe with tasty food, cold drinks, fun vibes! (check with venue for starting times)
- May 1-10, The Owen Theater, 225 Metcalfe St, Conroe, (936)539-4090- The Players Theater Company presents “Potato Gumbo” A touchingly honest and, sometimes, zany look at the challenges of aging, Potato Gumbo tells the poignant story of Gretchen and Thomas, her dream, ill-gotten handcuffs, a diagnosis, and the adult children who must walk the fine line of parenting their parents. (Check with theater for performance times).
- .
- May 2-3, 10AM-5PM- P-6 Farms, 9963 Pooles Rd, Montgomery- Cinco de Mayo Fiestaval! Food, music, dancing, drinks & family fun! Admission Pass Includes: Ferris Wheel, Live Bands, Roller Coaster, Vintage Rides, Jumping Pillow, Photo Ops, Cow Train, Giant Slide, Antique Tractors, Fun House, Animal Barn... and MORE!
- May 2&3, 9&10, 16&17, 23&24, 30&31 (several times available daily)- Jolly Pirate Ship @ 1097 Watersports, 14970 Hwy 105W, Montgomery- Embark on the adventure of a lifetime aboard the Jolly Pirate Ship! Entertainment and interaction create an experience, excitement, and merriment for the young and young heart (or those who want to channel their inner pirate).
- May 2, 11AM-2PM- Mitchell Library, 1506 I-45N, Conroe- “Latino Journey of Montgomery County” This special exhibit welcomes all families to explore the rich roots of the Latino community in our Texas region featuring an interactive artist sculpture by local Conroe artist, Janice Vasquez. Also food, music, children’s activities and curator chat.
- May 2, 7-10PM- Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with RL Bell!
- May 2, 12PM- Copperhead Brewery, 822 N Frazier St, Conroe- Crawfish Boil and Duck Derby with vendor market supporting the Caney Creek cheerleaders!
- May 2, 9, 16, 23, 30, 9AM-12PM- Montgomery Farmer’s Market, 107 Fish Creek Thoroughfare, Montgomery. Montgomery Farmers Market brings together a select group of naturally-oriented farmers, ranchers, and food manufacturers from all over the North Houston region into a collective of vendors that are intent on one thing - providing the purest and most nutritious foods possible to our local community.
- May 2, 6-9PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Live music with Brylie Renea!
- May 2, 9, 10, 16, 23, 24, 30, 2PM- East Texas Elephant Experience, 14041 Hwy 105, Cut and Shoot, (936)264-6262- The East Texas Elephant Experience lasts up to 1.5 hours and is one of the only places in the United States that offers the opportunity to experience the amazing African elephant up close and personal.
- May 2, Dinner 6:30PM, Concert 8PM- Dosey Does, 25911 I-45N, Spring- Live music with Back in Black, AC/DC Tribute Band (Tickets required).
- May 2, 12PM- Wildflyer Mead & Beer Co, 16481 CR319, Navasota (Farm location)- Mayfest! Celebrating a season of sunshine - our first ever Maifest will be a truly colorful and magical experience! Bringing the tradition of a German Maifest to Navasota: Live Polka Band, German Fare: Think bratwurst, pretzels, and more! Beer Garden Under the Tent, including our special Maibock beer - brewed right here in Navasota! The Maifest Pole! We'll have a traditional Maibaum decorated for the season, a true symbol of the spring festivities Flower crowns, official WildFlyer stein release and more!
- May 2, 10AM- Texas Pickers First Saturday Market, 2241 FM 2988, Navasota- Only open on the 1st Sat of every month. WhiteHall Antique store is open every weekend!
- Country Antique Flea Market featuring Texas Pickers who bring their monthly finds to market.
- May 2, 7:30-10PM- Table at Madeley, 316 Madeley St, Conroe, (936)760-9000.- Live music with Cole Stephens!
- May 2, 7:30-9:30PM- Deep Roots Vineyard, 18444 State Highway 249, Plantersville, Texas 77363- Live music with Fleetwood X, a Fleetwood Mac tribute band!
- May 2, 10AM- TMR Donkey Rescue, 9977 CR 302, Plantersville- Monthly donkey walk! We enjoy offering this opportunity to participate in one of our special donkey walks, giving you the chance to enjoy this one of a kind experience. Walking our donkeys helps prepare them for adoption. Training them, loving on them, and getting them moving improves quality of life for you and the donkey!
- May 2, 8PM- Crazy Train Bar, 38925 FM1774, Magnolia- live music with Fired up, Pat Benatar tribute band!
- May 2, 12-4PM, Bernhardt Winery, 9043 CR204, Plantersville, (936) 894-9829- Join us for an unforgettable Derby Day at Bernhardt Winery, where classic Southern charm meets Texas wine country elegance. Dress in your finest and enter our Best-Dressed Competition, sip on our special Port Julep cocktail, and be among the first 100 guests to receive a beautiful rose. Stroll the winery grounds as you enjoy wine tastings, explore behind-the-scenes with a cellar tour, a charming petting zoo, and savor delicious bites from a variety of food trucks. Discover unique finds from artisan vendors, get creative in a hands-on fascinator hat workshop, and relax to the sounds of live music throughout the day.
- May 2, 6:30 PM- Jolly Pirate Ship, 14970 Hwy 105W, Montgomery- Pirate Sunset Cruise! Ditch the usual dinner and bar scene! Enjoy a fun night out with adults only- sunset views on Lake Conroe! Good drinks to toast with friends! Join our Pirate Cruise for a unique adventure! Enjoy dancing to the beats of the Jolly Pirate Ship!
- May 2, 7-9PM, Bernhardt Winery, 9043 CR204, Plantersville, (936) 894-9829- Live music with Queen Legacy, a Queen tribute band!
- May 2, 7:30PM- Cynthia Woods Mitchell Pavilion, 2005 Lake Robbins Dr, The Woodlands, (281)364-3010- Stand-up comedy show featuring Jim Gaffigan!
- May 3, 3-5PM- Whitley Vineyards, 27014 FM 1097, Montgomery- Live music with Holt Lawless!
- May 3, 6, 10, 13, 17, 20, 24, 28, 31, 7PM- Guadalaharrys, 219 Simonton St, Conroe- Karaoke Night! Are you ready to unleash your inner ROCKSTAR? Every Wednesday & Sunday Night, KARAOKE kicks off @ 6:30PM! It’s ALWAYS a Blast with Friends and Family when you take CENTER STAGE like a SUPERSTAR! Enjoy FUN Tunes, Delicious Food, Yummy Cocktails, Spot-on Service, and ZERO JUDGEMENT at Harry’s Place! Home to GREAT Food, GOOD Times, and Legally the Most FUN you can have right next to a Courthouse!
- May 3, Dinner 5:30PM, Concert 7:30PM- Dosey Does, 25911 I-45N, Spring- Live music with Mark Broussard (Tickets required).
- May 3, 7-8PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Live music with Cypress Union!
- May 3, 6-8PM- Bernhardt Winery, 9043 CR 204, Plantersville, (936)894-9829- Live music with Texas Flood, a Stevie Ray Vaughn tribute band!
- May 3, 10, 17, 24, 31, 8AM-3PM- Madame Brioche, 2400 FM 1488, Conroe- Sunday brunch! Chef Suzanne Partouche is known for her homemade brioche bread, croissants, authentic French pastries and savory items, offering a "magnifique" taste of France in Montgomery County.
- May 3, 10, 17, 24, 31- Classic Rock Cafe, 129 E Washington Ave, Navasota, (936)727-5613- Classic Rock Sunday is a weekly event held at Classic Rock Coffee Co. & Kitchen in downtown Navasota, featuring live music from 12:30 PM to 2:30 PM.
- May 3, 10, 17, 14, 31, 11:30AM- Red Brick Tavern, 119 Simonton St, Conroe- Gospel Sunday Brunch!
- May 4, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Zach Johnson!
- May 5, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Nate Nelson!
- May 5, (several times available)- Shear Joy Alpaca Farm, 4308 FM 149W, Anderson- Farm & Mill Tours! Get up close with our friendly alpacas and llamas on this unforgettable farm & mill tour! You'll learn all about these amazing creatures, feed and pet them, and even make your own souvenir from their fleece! After, you'll get to peek inside our fiber mill, where we create beautiful yarns and wool products.
- May 5, 6-9PM- Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with George & Grace Acoustic Jukebox!
- May 5, 12, 19, 26, 7 PM- Marshall’s Tavern, 1717 N Frazier, Conroe- Live music with Nate Nelson!
- May 5, 12, 19, 26, 7PM- Guadalaharrys, 219 Simonton St, Conroe- Trivia night! Trivia
- Time at Harry’s Place is the place to be for FUN, FAIR, and FREE Trivia – PLUS a chance to WIN Harry’s Treasure and of course BRAGGING RIGHTS! Easily Hard but Hardly Easy trivia worth $110.00 in PRIZES for the top 3 teams!
- May 6, 10, 13, 17, 20, 24, 28, 31, 7PM- Guadalaharrys, 219 Simonton St, Conroe- Karaoke Night! Are you ready to unleash your inner ROCKSTAR? Every Wednesday & Sunday Night, KARAOKE kicks off @ 6:30PM! It’s ALWAYS a Blast with Friends and Family when you take CENTER STAGE like a SUPERSTAR! Enjoy FUN Tunes, Delicious Food, Yummy Cocktails, Spot-on Service, and ZERO JUDGEMENT at Harry’s Place! Home to GREAT Food, GOOD Times, and Legally the Most FUN you can have right next to a Courthouse!
- May 6, Dinner 6:30PM, Concert 8PM- Dosey Does, 25911 I-45N, Spring- Live music with Kyle Hutton (Tickets required).
- May 6, 6-8PM- Crazy Train Bar, 38925 FM1774, Magnolia- Bluebonnets and Bees! Paint & Sip party- Come and paint the beauty of Texas springtime with us!
- May 6, 13, 20, 27, 6-9PM- Frankenboltzzz Brewing Co, 173 N FM 1486, Montgomery, 936-242-4208- Jukebox Bingo! Looking for the perfect midweek fun? Join us every Wednesday night for Jukebox Bingo at Frankenboltzzzz Brewing Co.!
- May 7, 7:30-10PM- Table at Madeley, 316 Madeley St, Conroe, (936)760-9000- Live music with John Baumann!
- May 7, 6-9PM- Whitley Vineyards, 27014 FM 1097W, Montgomery- Karaoke!
- May 7, Dinner 6:30PM, Concert 8:30PM- Dosey Does, 25911 I-45N, Spring- Live music with Wesley Hanna (Tickets required).
- May 7, 7PM- Copperhead Brewery, 822 N Frazier St, Conroe- Music Bingo! Looking for an excellent Thursday night vibe? Come kick back in our comfortable taproom, test your music knowledge, and it's a fun twist on bingo!
- May 7, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Zach Jones!
- May 7, (several times available)- Shear Joy Alpaca Farm, 4308 FM 149W, Anderson- Farm & Mill Tours! Get up close with our friendly alpacas and llamas on this unforgettable farm & mill tour! You'll learn all about these amazing creatures, feed and pet them, and even make your own souvenir from their fleece! After, you'll get to peek inside our fiber mill, where we create beautiful yarns and wool products.
- May 7,8,9,- Guadalaharrys/ Riot Comedy, 219 Simonton St, Conroe, (936)701-5168- Live Stand-up Comedy! Can't-miss comedy show featuring the funnest Texas comedians at GuadalaHARRY's in downtown Conroe with tasty food, cold drinks, fun vibes! (check with venue for starting times)
- May 7, 7PM- Heritage Place, 500 Metcalfe St, Conroe- Live music featuring Texas Eagles, an Eagles tribute band! The 2026 Free Concert Series at Heritage Place in Conroe, Texas features live music, food trucks, and family-friendly fun on select evenings at 7:00 PM.
- .
- May 8, 9:30PM- Corner Pub, 302 N Main St, Conroe, (936)788-2390- Live music with Brandon Hodde!
- May 8, 15, 22, 29, 6-9PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Open Mic Night!
- May 8, Dinner 6:30PM, Concert 8:30PM- Dosey Does, 25911 I-45N, Spring- Live music with Silverada (Tickets required).
- May 8, 7PM- Copperhead Brewery, 822 N Frazier St, Conroe- Trivia Night! It's Trivia Night! Trent, our host, has some amazing rounds set up for tonight. Bring your best and come play some challenging trivia. We give away 3 free bonus round beers, and we give away a free 4 pack to the 1st, 2nd, and 3rd place teams. Come join us for a truly fun evening of trivia, have a couple of amazing beers, and we hope to see y'all tonight!
- May 8, 7-10PM- Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with Buck Yeager!
- May 8, 10, 15, 16, 22, 23, 30, 7PM- Southern Empress Cruise Line, 7035 Kingston Cove Ln, Willis, (936)588-3000 - Sunset cruise on Lake Conroe! The Southern Empress offers a delightful experience for those looking to explore the beautiful Lake Conroe in Texas.
- .
- May 8, 8:45-10:15PM- Table at Madeley, 316 Madeley St, Conroe, (936)760-9000.- Live music with Cory Morrow!
- May 8, 7:30-9:30PM- Deep Roots Vineyard, 18444 Hwy 249, Plantersville- Live music with Mr Wonderful, an 80s rock experience!
- May 8, 7:30PM- Cynthia Woods Mitchell Pavilion, 2005 Lake Robbins Dr, The Woodlands, (281)364-3010- Live music concert with Dave Matthews Band! (purchased tickets required).
- May 8, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with MUTLO!
- May 9, 6-9PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Live music with Josh Brown outdoor stage (weather permitting).
- May 9, Dinner 6:30PM, Concert 8PM- Dosey Does, 25911 I-45N, Spring- Live music with Hayden Baker (Tickets required).
- May 9, 7-10PM- Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with Piggott Music!
- May 9, 1-3PM- Bernhardt Winery, 9043 CR 204, Plantersville- Sourdough Bread Class- Learn the art of sourdough baking in our Beginners Sourdough Class. This workshop provides hands-on experience and expert guidance for mastering the sourdough process.
- May 9, 9:30PM- Corner Pub, 302 N Main St, Conroe, (936)788-2390- Live music with John Creighton Trio!
- May 9, 12-5PM- Boho Market, 26400 Kuykendahl Rd, The Woodlands- We’re starting our series off in May with a market you don’t want to miss. Shop all of your favorite small businesses, artisans, makers, and entrepreneurs while enjoying live music, and local eateries.
- May 9, (several times available)- Shear Joy Alpaca Farm, 4308 FM 149W, Anderson- Farm & Mill Tours! Get up close with our friendly alpacas and llamas on this unforgettable farm & mill tour! You'll learn all about these amazing creatures, feed and pet them, and even make your own souvenir from their fleece! After, you'll get to peek inside our fiber mill, where we create beautiful yarns and wool products.
- May 9, 10, 16, 23, 24, 30, 2PM- East Texas Elephant Experience, 14041 Hwy 105, Cut and Shoot, (936)264-6262- The East Texas Elephant Experience lasts up to 1.5 hours and is one of the only places in the United States that offers the opportunity to experience the amazing African elephant up close and personal.
- May 9, 7:30PM- Bernhardt Winery, 9043 CR 204, Plantersville, (936)894-9829- live music with Poison & Cheap Trick tribute bands!
- May 9, 7:30-9PM- Table at Madeley, 316 Madeley St, Conroe, (936)760-9000- Live music with Peyton Riley!
- May 9, 7:30-9:30PM- Deep Roots Vineyard, 18444 Hwy 249, Plantersville- Live music with Desert Highway, an Eagles Tribute band!
- May 9&10, 16&17, 23&24, 30&31 (several times available daily)- Jolly Pirate Ship, 14970 Hwy 105W, Montgomery- Embark on the adventure of a lifetime aboard the Jolly Pirate Ship! Entertainment and interaction create an experience, excitement, and merriment for the young and young heart (or those who want to channel their inner pirate).
- May 9, 7PM- Crazy Train Bar, 38925 FM1774, Magnolia- live music with The Skittlez Band! The Skittlez Band, live In Concert, simply THE Best Special Needs Rock Band In Texas. We have booked a treat for you Crazy Train concert goers, your not going to want to miss this one. These guys have infectious energy, a great sense of humor and some amazing music.This show is free, bring your chair, the kids and the dogs and come have a nice evening.
- May 9, 16, 23, 30, 9AM-12PM- Montgomery Farmer’s Market, 107 Fish Creek Thoroughfare, Montgomery. Montgomery Farmers Market brings together a select group of naturally-oriented farmers, ranchers, and food manufacturers from all over the North Houston region into a collective of vendors that are intent on one thing - providing the purest and most nutritious foods possible to our local community.
- May 9, 7PM- Lamplight Ghost Tours, 14343 Liberty St, Montgomery- Founded in the late 1800s during the booming lumber and oil days, Conroe grew from a rugged frontier town into a thriving city. Its historic downtown still carries echoes of that past—where tales of prosperity, tragedy, and restless spirits linger in the shadows.
- May 9, 11AM-3PM- Blossom House, 800 N Pacific St, Conroe- Pretty Things Market! The prettiest market of the season is almost here! Join us for a one-day-only shopping experience at Blossom House featuring handpicked vendors, unique finds, and the sweetest atmosphere.
- May 9, 1-3PM- Bernhardt Winery, 9043 CR 204, Plantersville, (936)894-9829- Learn the art of sourdough baking in our Beginners Sourdough Class. This workshop provides hands-on experience and expert guidance for mastering the sourdough process.
- May 10, 17, 24, 31 Madame Brioche, 2400 FM 1488, Conroe- Sunday brunch! Chef Suzanne Partouche is known for her homemade brioche bread, croissants, authentic French pastries and savory items, offering a "magnifique" taste of France in Montgomery County.
- May 10, Dinner 5:30PM, Concert 7:30PM- Dosey Does, 25911 I-45N, Spring- Live music with Leslie Mendelson (Tickets required).
- May 10, 6-9PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Live music with Holt Lawless outdoor stage (weather permitting).
- May 10, 13, 17, 20, 24, 28, 31, 7PM- Guadalaharrys, 219 Simonton St, Conroe- Karaoke Night! Are you ready to unleash your inner ROCKSTAR? Every Wednesday & Sunday Night, KARAOKE kicks off @ 6:30PM! It’s ALWAYS a Blast with Friends and Family when you take CENTER STAGE like a SUPERSTAR! Enjoy FUN Tunes, Delicious Food, Yummy Cocktails, Spot-on Service, and ZERO JUDGEMENT at Harry’s Place! Home to GREAT Food, GOOD Times, and Legally the Most FUN you can have right next to a Courthouse!
- May 10, 17, 24, 31- Classic Rock Cafe, 129 E Washington Ave, Navasota, (936)727-5613- Classic Rock Sunday is a weekly event held at Classic Rock Coffee Co. & Kitchen in downtown Navasota, featuring live music from 12:30 PM to 2:30 PM.
- May 10, 3-5:30PM- Whitley Vineyards, 27014 FM 1097W, Montgomery- Live music with Charlie Fenn!
- May 10, 17, 14, 31, 11:30AM- Red Brick Tavern, 119 Simonton St, Conroe- Gospel Sunday Brunch!
- May 10, 1-5:30PM- Deep Roots Vineyard, 18444 Hwy 249, Plantersville- Mother’s Day Experience! Wine flights, craft beer, and live music by Paul Byron. Plus a petting zoo and Highland Cow photo opportunity. --at DeepRoots Vineyards!
- May 10 Mother’s Day!
- May 10, 6-8PM- Bernhardt Winery, 9043 CR 204, Plantersville, (936)894-9829- Live music with Shake it For Me, a Luke Bryan tribute band!
- May 11, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Zach Johnson!
- May 12, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Nate Nelson!
- May 12, 19, 26, 7 PM- Marshall’s Tavern, 1717 N Frazier, Conroe- Live music with Nate Nalson!
- May 12, 19, 26, 7PM- Guadalaharrys, 219 Simonton St, Conroe- Trivia night! Trivia
- Time at Harry’s Place is the place to be for FUN, FAIR, and FREE Trivia – PLUS a chance to WIN Harry’s Treasure and of course BRAGGING RIGHTS! Easily Hard but Hardly Easy trivia worth $110.00 in PRIZES for the top 3 teams!
- May 13, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Kevin Lamar!
- May 13, Dinner 5:30PM, Magic Show 7:30PM- Pallotta’s I
- Italian Grill, 27607 I-45, Oak Ridge North- An evening of magic with Mark Kalin!
- May 13, 8PMCynthia Woods Mitchell Pavilion, 2005 Lake Robbins Dr, The Woodlands, (281)364-3010- Live music concert with Sting! (purchased tickets required).
- May 13, 20, 27, 6-9PM- Frankenboltzzz Brewing Co, 173 N FM 1486, Montgomery, 936-242-4208- Jukebox Bingo! Looking for the perfect midweek fun? Join us every Wednesday night for Jukebox Bingo at Frankenboltzzzz Brewing Co.!
- May 13, 8PM- Cynthia Woods Mitchell Pavilion, 2005 Lake Robbins Dr, The Woodlands, (281)364-3010- Live music concert with Sting! (purchased tickets required).
- May 13, 17, 20, 24, 28, 31, 7PM- Guadalaharrys, 219 Simonton St, Conroe- Karaoke Night! Are you ready to unleash your inner ROCKSTAR? Every Wednesday & Sunday Night, KARAOKE kicks off @ 6:30PM! It’s ALWAYS a Blast with Friends and Family when you take CENTER STAGE like a SUPERSTAR! Enjoy FUN Tunes, Delicious Food, Yummy Cocktails, Spot-on Service, and ZERO JUDGEMENT at Harry’s Place! Home to GREAT Food, GOOD Times, and Legally the Most FUN you can have right next to a Courthouse!
- May 14, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Buck Yeager!
- May 14, Dinner 6:30PM, Concert 8:30PM- Dosey Does, 25911 I-45N, Spring- Live music with Sara Evans (Tickets required).
- May 14, 7:30-9PM- Table at Madeley, 316 Madeley St, Conroe, (936)760-9000- Live music with Dustin Perkins!
- May 14, 7PM- Copperhead Brewery, 822 N Frazier St, Conroe- Music Bingo! Looking for an excellent Thursday night vibe? Come kick back in our comfortable taproom, test your music knowledge, and it's a fun twist on bingo!
- May 14, 6-8:30PM- Whitley Vineyards, 27014 FM 1097W, Montgomery- Live music with Caitlin Chaney!
- May 14, 15, 16,- Guadalaharrys/ Riot Comedy, 219 Simonton St, Conroe, (936)701-5168- Live Stand-up Comedy! Can't-miss comedy show featuring the funnest Texas comedians at GuadalaHARRY's in downtown Conroe with tasty food, cold drinks, fun vibes! (check with venue for starting times)
- May 15, 7:30PM- The Owen Theater, 225 Metcalfe St, Conroe, (936)539-4090- Conroe Conjuring featuring magician Mark Kalin! Join us each month for another remarkable evening of Magic presented by "Masters of Magic" in the historic 250 seat Owen Theatre located in downtown Conroe, Texas!
- May 15, Dinner 6:30PM, Concert 8PM- Dosey Does, 25911 I-45N, Spring- Live music with Hamilton Loomis! (Tickets required).
- May 15, 16, 22, 23, 30, 7PM- Southern Empress Cruise Line, 7035 Kingston Cove Ln, Willis, (936)588-3000 - Sunset cruise on Lake Conroe! The Southern Empress offers a delightful experience for those looking to explore the beautiful Lake Conroe in Texas.
- May 15, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Mississippi Smile!
- May 15, 7:30-9PM- Table at Madeley, 316 Madeley St, Conroe, (936)760-9000- Live music with Max Stalling!
- May 15, 7-10PM- Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with Ludwig Madsen!
- May 15, 22, 29, 6-9PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Open Mic Night!
- May 15, 7:30-9:30PM- Deep Roots Vineyard, 18444 Hwy 249, Plantersville- Live music with Blood Red Sky, a U2 tribute band!
- May 15, 6:30PM, May 16, 11AM, - LTD Farm, 8583 CR 192, Anderson, 281-624-7760- Goat Yoga Class! Get outside. Get active. Get happy. This beginner-level class is open to the public (ages 8-100). This one-hour fun-filled session includes: A guided tour of our family farm (bottle feed baby goats if in season). Hand feeding our alpacas. Basic yoga and stretches with baby goats (mats provided). Hand feeding treats to the goats. Time for social media worthy pictures. Shopping at our farm’s mercantile.
- May 15, 9:30PM- Corner Pub, 302 N Main St, Conroe, (936)788-2390- Live music with John Creighton Trio!
- May 16, 12-3PM- Table at Madeley, 316 Madeley St, Conroe, (936)760-9000- Plant Bingo! Join us at The Table at Madeley for Plant Bingo/plant ˈbin-gō/ – noun. A high-energy, plant-packed twist on classic bingo where green thumbs unite for an epic showdown of leaves, luck, and laughter. Players battle it out for the chance to win real plants, garden treasures, and ultimate plant-parent glory.
- May 16, 7:30-9PM- Table at Madeley, 316 Madeley St, Conroe, (936)760-9000- Live music with Dustin De la Garza!
- May 15, 7PM- Copperhead Brewery, 822 N Frazier St, Conroe- Trivia Night! It's Trivia Night! Trent, our host, has some amazing rounds set up for tonight. Bring your best and come play some challenging trivia. We give away 3 free bonus round beers, and we give away a free 4 pack to the 1st, 2nd, and 3rd place teams. Come join us for a truly fun evening of trivia, have a couple of amazing beers, and we hope to see y'all tonight!
- .
- May 16, 7:30-9:30PM- Sounds of Navasota, 200 E McAlpin St, Navasota- Live music featuring Mango Punch! Mark your calendars and join us on Saturday nights in Downtown Navasota for live music, good food, and community fun!
- May 16, Dinner 6:30PM, Concert 8PM- Dosey Does, 25911 I-45N, Spring- Live music with Josh Grider (Tickets required).
- May 16, 6-9PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Live music with Shane Ludwig outdoor stage (weather permitting).
- May 16, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Vibreka!
- May 16&17, 23&24, 30&31 (several times available daily)- Jolly Pirate Ship, 14970 Hwy 105W, Montgomery- Embark on the adventure of a lifetime aboard the Jolly Pirate Ship! Entertainment and interaction create an experience, excitement, and merriment for the young and young heart (or those who want to channel their inner pirate).
- May 16, 8PM- Crazy Train Bar, 38925 FM1774, Magnolia- live music with Sound Slave, Chris Cornell tribute band!
- May 16, 12-1PM- Bernhardt Winery, 9043 CR 204, Plantersville, (936)894-9829- Goat Yoga with 3RD Coast! Stretch, sip & snuggle with goats at Bernhardt Winery’s 3RD Coast Goat Yoga!
- May 16, 7:30-9:30PM- Deep Roots Vineyard, 18444 Hwy 249, Plantersville- Live music with Shameless, a Garth Brooks tribute band!
- May 16, 9AM-5PM & May 17, 10AM-4PM, Lone Star Expo, 9055 Airport Rd, Conroe, (936)538-8000- High Caliber Gun Show!
- May 16, 12PM & 6PM (2 shows), Lone Star Expo, 9055 Airport Rd, Conroe, (936)538-8000- Monster Truck Wars!
- May 16, 7-10PM- Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with Aaron Kantor!
- May 16, 23, 30, 9AM-12PM- Montgomery Farmer’s Market, 107 Fish Creek Thoroughfare, Montgomery. Montgomery Farmers Market brings together a select group of naturally-oriented farmers, ranchers, and food manufacturers from all over the North Houston region into a collective of vendors that are intent on one thing - providing the purest and most nutritious foods possible to our local community.
- May 16, 7PM- Lamplight Ghost Tours, 14343 Liberty St, Montgomery- Montgomery, one of the oldest towns in Texas, was chartered in 1837—just a year after Texas became its own republic. Steeped in rich history and shadowed by eerie legends, this historic town is not only full of stories… but also full of hauntings!
- May 16, 7-9, PM- Bernhardt Winery, 9043 CR 204, Plantersville, (936)894-9829- Old-fashioned barn dance with live music by Southern County Line!
- May 16, 23, 24, 30, 2PM- East Texas Elephant Experience, 14041 Hwy 105, Cut and Shoot, (936)264-6262- The East Texas Elephant Experience lasts up to 1.5 hours and is one of the only places in the United States that offers the opportunity to experience the amazing African elephant up close and personal.
- May 16-17- The Owen Theater, 225 Metcalfe St, Conroe, (936)539-4090- The Player’s Studio Kidz presents “Alice in Wonderland Jr”- This lively musical adaptation of Lewis Carroll’s beloved classic follows curious Alice as she tumbles down the rabbit hole and finds herself in the strange and wonderful land of Wonderland. (check with theater for performance times).
- May 17, 24, 31 Madame Brioche, 2400 FM 1488, Conroe- Sunday brunch! Chef Suzanne Partouche is known for her homemade brioche bread, croissants, authentic French pastries and savory items, offering a "magnifique" taste of France in Montgomery County.
- May 17, 2-5:30PM- Whitley Vineyards, 27014 FM 1097W, Montgomery- Pizza Sunday!
- May 17, 1-5PM- Deep Roots Vineyard, 18444 Hwy 249, Plantersville- SIP & SHOP at DeepRoots Vineyards! Local artisan vendors, wine flights, craft beer, & LIVE MUSIC... & food trucks! Sip on delicious Texas wine or enjoy a glass of craft beer while shopping from a variety of local artisan vendors and enjoying the beautiful DeepRoots Vineyards property!
- May 17, 20, 24, 28, 31, 7PM- Guadalaharrys, 219 Simonton St, Conroe- Karaoke Night! Are you ready to unleash your inner ROCKSTAR? Every Wednesday & Sunday Night, KARAOKE kicks off @ 6:30PM! It’s ALWAYS a Blast with Friends and Family when you take CENTER STAGE like a SUPERSTAR! Enjoy FUN Tunes, Delicious Food, Yummy Cocktails, Spot-on Service, and ZERO JUDGEMENT at Harry’s Place! Home to GREAT Food, GOOD Times, and Legally the Most FUN you can have right next to a Courthouse!
- May 17, 6-8PM- Bernhardt Winery, 9043 CR 204, Plantersville, (936)894-9829- Live music with San Antonio Transit, a Chicago tribute band!
- May 17, 3-5:30PM- Whitley Vineyards, 27014 FM 1097W, Montgomery- Live music with Dylan DuPont!
- May 17, 4-7PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Live music with JK & the Frets outdoor stage (weather permitting).
- May 17, 24, 31- Classic Rock Cafe, 129 E Washington Ave, Navasota, (936)727-5613- Classic Rock Sunday is a weekly event held at Classic Rock Coffee Co. & Kitchen in downtown Navasota, featuring live music from 12:30 PM to 2:30 PM.
- May 17, 24, 31, 11:30AM- Red Brick Tavern, 119 Simonton St, Conroe- Gospel Sunday Brunch!
- May 18, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Zach Johnson!
- May 19, (several times available)- Shear Joy Alpaca Farm, 4308 FM 149W, Anderson- Farm & Mill Tours! Get up close with our friendly alpacas and llamas on this unforgettable farm & mill tour! You'll learn all about these amazing creatures, feed and pet them, and even make your own souvenir from their fleece! After, you'll get to peek inside our fiber mill, where we create beautiful yarns and wool products.
- May 19, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Nate Nelson!
- May 19, 26, 7PM- Guadalaharrys, 219 Simonton St, Conroe- Trivia night! Trivia
- Time at Harry’s Place is the place to be for FUN, FAIR, and FREE Trivia – PLUS a chance to WIN Harry’s Treasure and of course BRAGGING RIGHTS! Easily Hard but Hardly Easy trivia worth $110.00 in PRIZES for the top 3 teams!
- May 20, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Jim Sloan!
- May 20, 6-8PM- Crazy Train Bar, 38925 FM1774, Magnolia- Country Rooster! Paint & Sip party- Join us for a relaxing night of painting, sipping and fun!
- May 20, 27, 6-9PM- Frankenboltzzz Brewing Co, 173 N FM 1486, Montgomery, 936-242-4208- Jukebox Bingo! Looking for the perfect midweek fun? Join us every Wednesday night for Jukebox Bingo at Frankenboltzzzz Brewing Co.!
- May 20, 24, 28, 31, 7PM- Guadalaharrys, 219 Simonton St, Conroe- Karaoke Night! Are you ready to unleash your inner ROCKSTAR? Every Wednesday & Sunday Night, KARAOKE kicks off @ 6:30PM! It’s ALWAYS a Blast with Friends and Family when you take CENTER STAGE like a SUPERSTAR! Enjoy FUN Tunes, Delicious Food, Yummy Cocktails, Spot-on Service, and ZERO JUDGEMENT at Harry’s Place! Home to GREAT Food, GOOD Times, and Legally the Most FUN you can have right next to a Courthouse!
- May 21, 6-8PM- Blossom House, 800 N Pacific St, Conroe- “The Sourdough Table” Step into the art of heirloom baking at our Sourdough Table workshop. Learn to shape, score, and bake a beautiful rustic loaf — and take home your own sourdough starter to continue the tradition.
- May 21, 7 PM- Marshall’s Tavern, 1717 N Frazier, Conroe- Live music with Nate Nalson!
- May 21, 3-5:30PM- Whitley Vineyards, 27014 FM 1097W, Montgomery- Open Mic with Rod Garcia Project!
- May 21, 6-8PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Live music with Daryl Davis outdoor stage (weather permitting).
- May 21, (several times available)- Shear Joy Alpaca Farm, 4308 FM 149W, Anderson- Farm & Mill Tours! Get up close with our friendly alpacas and llamas on this unforgettable farm & mill tour! You'll learn all about these amazing creatures, feed and pet them, and even make your own souvenir from their fleece! After, you'll get to peek inside our fiber mill, where we create beautiful yarns and wool products.
- May 21, 7PM- Copperhead Brewery, 822 N Frazier St, Conroe- Music Bingo! Looking for an excellent Thursday night vibe? Come kick back in our comfortable taproom, test your music knowledge, and it's a fun twist on bingo!
- May 21,22,23,- Guadalaharrys/ Riot Comedy, 219 Simonton St, Conroe, (936)701-5168- Live Stand-up Comedy! Can't-miss comedy show featuring the funnest Texas comedians at GuadalaHARRY's in downtown Conroe with tasty food, cold drinks, fun vibes! (check with venue for starting times).
- May 22, 7:30-9:30PM- Deep Roots Vineyard, 18444 Hwy 249, Plantersville- Live music with Texas Whiskey, a Chris Stapleton tribute band!
- May 22, 7:30-9PM- Table at Madeley, 316 Madeley St, Conroe, (936)760-9000- Live music with Henry Williams!
- May 8, Dinner 6:30PM, Concert 8PM- Dosey Does, 25911 I-45N, Spring- Live music with Shake Russell (Tickets required).
- May 22, 29, 6-9PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Open Mic Night!
- May 22-24- The Owen Theater, 225 Metcalfe St, Conroe, (936)539-4090- The Players Theater Company presents “Annie Jr”, a feature of The Penguin Project. This nationally recognized program gives young artists with disabilities a chance to shine onstage, each paired with a peer mentor who supports them through every rehearsal and performance. Together they build confidence, grow friendships, and create a fully staged musical that celebrates inclusion and joy.
- May 22, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Josh Galvan!
- May 22, 7-10PM- Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with Jerry Rowell!
- May 22, (several times available)- Shear Joy Alpaca Farm, 4308 FM 149W, Anderson- Farm & Mill Tours! Get up close with our friendly alpacas and llamas on this unforgettable farm & mill tour! You'll learn all about these amazing creatures, feed and pet them, and even make your own souvenir from their fleece! After, you'll get to peek inside our fiber mill, where we create beautiful yarns and wool products.
- May 22, 7PM- Copperhead Brewery, 822 N Frazier St, Conroe- Trivia Night! It's Trivia Night! Trent, our host, has some amazing rounds set up for tonight. Bring your best and come play some challenging trivia. We give away 3 free bonus round beers, and we give away a free 4 pack to the 1st, 2nd, and 3rd place teams. Come join us for a truly fun evening of trivia, have a couple of amazing beers, and we hope to see y'all tonight!
- May 22, 8PM- Cynthia Woods Mitchell Pavilion, 2005 Lake Robbins Dr, The Woodlands, (281)364-3010- Live music concert with Pitbull! (purchased tickets required).
- May 22, 5-10PM & May 17, 11AM-11PM, Lone Star Expo, 9055 Airport Rd, Conroe, (936)538-8000- 7th Annual Crawfish Critic Cookoff! On Friday night, there will be a Cajun Comedy performance and kick-off party. On Saturday, crawfish all day (while supplies last!)
- May 22, 23, 30, 7PM- Southern Empress Cruise Line, 7035 Kingston Cove Ln, Willis, (936)588-3000 - Sunset cruise on Lake Conroe! The Southern Empress offers a delightful experience for those looking to explore the beautiful Lake Conroe in Texas.
- May 23, 24, 30, 2PM- East Texas Elephant Experience, 14041 Hwy 105, Cut and Shoot, (936)264-6262- The East Texas Elephant Experience lasts up to 1.5 hours and is one of the only places in the United States that offers the opportunity to experience the amazing African elephant up close and personal.
- May 23, 8PM-Cynthia Woods Mitchell Pavilion, 2005 Lake Robbins Dr, The Woodlands, (281)364-3010- Live music concert with MGK- Lost American Tour! (purchased tickets required).
- May 23, Dinner 6:30PM, Concert 8PM- Dosey Does, 25911 I-45N, Spring- Live music with Jeff Canada & Friends! (Tickets required).
- May 23, 7:30-9:30PM- Deep Roots Vineyard, 18444 Hwy 249, Plantersville- Live music with Escape, a Journey tribute band plus fireworks for Memorial Day weekend!
- May 23, 6:30-10PM- Table at Madeley, 316 Madeley St, Conroe, (936)760-9000- Wrestle Rave! Join us at The Table at Madeley for another hard-hitting night of Pro WrestleRave action!
- May 23, 6-9PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Live music with Bill Mock & Karl Waltz outdoor stage (weather permitting).
- May 23, 12-4PM- Bernhardt Winery, 9043 CR 204, Plantersville, (936)894-9829- Memorial Day Weekend Artisan Market! Sip, Shop & Support Local! Visit our artisan markets this spring to support local vendors and experience the beauty of Texas wine country. Enjoy panoramic views of rolling hills and valleys while browsing handcrafted goods, live music entertainment, and local eats.
- May 23, 8PM- Crazy Train Bar, 38925 FM1774, Magnolia- live music with Motley Crue tribute band!
- May 23, 7-9PM- Bernhardt Winery, 9043 CR 204, Plantersville, (936)894-9829- Memorial Day Tribute to Alan Jackson by Gone Country!
- May 23, 7-10PM- Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with CJ Krae!
- May 23&24, 30&31 (several times available daily)- Jolly Pirate Ship, 14970 Hwy 105W, Montgomery- Embark on the adventure of a lifetime aboard the Jolly Pirate Ship! Entertainment and interaction create an experience, excitement, and merriment for the young and young heart (or those who want to channel their inner pirate).
- May 23, (several times available)- Shear Joy Alpaca Farm, 4308 FM 149W, Anderson- Farm & Mill Tours! Get up close with our friendly alpacas and llamas on this unforgettable farm & mill tour! You'll learn all about these amazing creatures, feed and pet them, and even make your own souvenir from their fleece! After, you'll get to peek inside our fiber mill, where we create beautiful yarns and wool products.
- May 23, 30, 9AM-12PM- Montgomery Farmer’s Market, 107 Fish Creek Thoroughfare, Montgomery. Montgomery Farmers Market brings together a select group of naturally-oriented farmers, ranchers, and food manufacturers from all over the North Houston region into a collective of vendors that are intent on one thing - providing the purest and most nutritious foods possible to our local community.
- May 24, 31 Madame Brioche, 2400 FM 1488, Conroe- Sunday brunch! Chef Suzanne Partouche is known for her homemade brioche bread, croissants, authentic French pastries and savory items, offering a "magnifique" taste of France in Montgomery County.
- May 24, 31- Classic Rock Cafe, 129 E Washington Ave, Navasota, (936)727-5613- Classic Rock Sunday is a weekly event held at Classic Rock Coffee Co. & Kitchen in downtown Navasota, featuring live music from 12:30 PM to 2:30 PM.
- May 24, 31, 11:30AM- Red Brick Tavern, 119 Simonton St, Conroe- Gospel Sunday Brunch!
- May 24, 7:30-9:30PM- Deep Roots Vineyard, 18444 Hwy 249, Plantersville- Live music with the Spicolis, an 80s music tribute band plus fireworks for Memorial Day weekend!
- May 24, 6-8PM- Bernhardt Winery, 9043 CR 204, Plantersville, (936)894-9829- Live music with Nearly Diamond, a Neil Diamond tribute band!
- May 24, 6-9PM- Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with Lynn Logan!
- May 24, 4-7 PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Live music with Scott LeDoux outdoor stage (weather permitting).
- May 24, 28, 31, 7PM- Guadalaharrys, 219 Simonton St, Conroe- Karaoke Night! Are you ready to unleash your inner ROCKSTAR? Every Wednesday & Sunday Night, KARAOKE kicks off @ 6:30PM! It’s ALWAYS a Blast with Friends and Family when you take CENTER STAGE like a SUPERSTAR! Enjoy FUN Tunes, Delicious Food, Yummy Cocktails, Spot-on Service, and ZERO JUDGEMENT at Harry’s Place! Home to GREAT Food, GOOD Times, and Legally the Most FUN you can have right next to a Courthouse!
- May 25 Memorial Day!
- May 25, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Zach Johnson!
- May 26, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Nate Nelson!
- May 26, (several times available)- Shear Joy Alpaca Farm, 4308 FM 149W, Anderson- Farm & Mill Tours! Get up close with our friendly alpacas and llamas on this unforgettable farm & mill tour! You'll learn all about these amazing creatures, feed and pet them, and even make your own souvenir from their fleece! After, you'll get to peek inside our fiber mill, where we create beautiful yarns and wool products.
- May 26, 7 PM- Marshall’s Tavern, 1717 N Frazier, Conroe- Live music with Nate Nalson!
- May 26, 7PM- Guadalaharrys, 219 Simonton St, Conroe- Trivia night! Trivia
- Time at Harry’s Place is the place to be for FUN, FAIR, and FREE Trivia – PLUS a chance to WIN Harry’s Treasure and of course BRAGGING RIGHTS! Easily Hard but Hardly Easy trivia worth $110.00 in PRIZES for the top 3 teams!
- May 27, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Kevin Lamar!
- May 27, 6-9PM- Frankenboltzzz Brewing Co, 173 N FM 1486, Montgomery, 936-242-4208- Jukebox Bingo! Looking for the perfect midweek fun? Join us every Wednesday night for Jukebox Bingo at Frankenboltzzzz Brewing Co.!
- May 28, 29, 30,- Guadalaharrys/ Riot Comedy, 219 Simonton St, Conroe, (936)701-5168- Live Stand-up Comedy! Can't-miss comedy show featuring the funnest Texas comedians at GuadalaHARRY's in downtown Conroe with tasty food, cold drinks, fun vibes! (check with venue for starting times)
- May 28, 7:30 PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Buck Yeager!
- May 28, (several times available)- Shear Joy Alpaca Farm, 4308 FM 149W, Anderson- Farm & Mill Tours! Get up close with our friendly alpacas and llamas on this unforgettable farm & mill tour! You'll learn all about these amazing creatures, feed and pet them, and even make your own souvenir from their fleece! After, you'll get to peek inside our fiber mill, where we create beautiful yarns and wool products.
- May 28, 7PM- Copperhead Brewery, 822 N Frazier St, Conroe- Music Bingo! Looking for an excellent Thursday night vibe? Come kick back in our comfortable taproom, test your music knowledge, and it's a fun twist on bingo!
- May 28, 6-8:30PM- Whitley Vineyards, 27014 FM 1097W, Montgomery- Live music with Phil & Ashley!
- May 28, Dinner 6:30PM, Concert 8:30PM- Dosey Does, 25911 I-45N, Spring- Live music with Brandy Clark! (Tickets required).
- May 28, 31, 7PM- Guadalaharrys, 219 Simonton St, Conroe- Karaoke Night! Are you ready to unleash your inner ROCKSTAR? Every Wednesday & Sunday Night, KARAOKE kicks off @ 6:30PM! It’s ALWAYS a Blast with Friends and Family when you take CENTER STAGE like a SUPERSTAR! Enjoy FUN Tunes, Delicious Food, Yummy Cocktails, Spot-on Service, and ZERO JUDGEMENT at Harry’s Place! Home to GREAT Food, GOOD Times, and Legally the Most FUN you can have right next to a Courthouse!
- May 29, 7:30PM- Crighton Theatre, 234 N Main St, Conroe- Live music with “A Tribute to Fleetwood Mac”.
- May 28, 6-8PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Live music with Jake Honeycut outdoor stage (weather permitting).
- May 29, 7:30-10PM- Table at Madeley, 316 Madeley St, Conroe, (936)760-9000- Live music with Sleepy Ray!
- May 29, 7-10PM- Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with Madsen Maguire!
- May 29, Dinner 6:30PM, Concert 8:30PM- Dosey Does, 25911 I-45N, Spring- Live music with Zoso- the ultimate Led Zeppelin experience! (Tickets required).
- May 29, 6-9PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Open Mic Night!
- May 29, 12PM-8 & May 30, 8AM-6PM & May 31, 9AM-5PM, Lone Star Expo, 9055 Airport Rd, Conroe, (936)538-8000- Jurassic Quest! Embark on a journey where North America’s largest moving, roaring, and breathing dinosaurs come alive in a fully immersive walk-through experience. Discovery awaits at every turn as families dig for fossils, meet adorable baby dinos, ride life-sized giants, and let their creativity soar in our LEGO®-themed play zones.
- May 29, (several times available)- Shear Joy Alpaca Farm, 4308 FM 149W, Anderson- Farm & Mill Tours! Get up close with our friendly alpacas and llamas on this unforgettable farm & mill tour! You'll learn all about these amazing creatures, feed and pet them, and even make your own souvenir from their fleece! After, you'll get to peek inside our fiber mill, where we create beautiful yarns and wool products.
- May 29, 6:30PM, May 30, 11AM, - LTD Farm, 8583 CR 192, Anderson, 281-624-7760- Goat Yoga Class! Get outside. Get active. Get happy. This beginner-level class is open to the public (ages 8-100). This one-hour fun-filled session includes: A guided tour of our family farm (bottle feed baby goats if in season). Hand feeding our alpacas. Basic yoga and stretches with baby goats (mats provided). Hand feeding treats to the goats. Time for social media worthy pictures. Shopping at our farm’s mercantile.
- May 29, 7PM- Copperhead Brewery, 822 N Frazier St, Conroe- Trivia Night! It's Trivia Night! Trent, our host, has some amazing rounds set up for tonight. Bring your best and come play some challenging trivia. We give away 3 free bonus round beers, and we give away a free 4 pack to the 1st, 2nd, and 3rd place teams. Come join us for a truly fun evening of trivia, have a couple of amazing beers, and we hope to see y'all tonight!
- May 30, 7:30PM- Crighton Theatre, 234 N Main St, Conroe- Live music with the Reverend Horton Heat!
- May 30, 7:30-10PM- Table at Madeley, 316 Madeley St, Conroe, (936)760-9000- Live music with Jamie Richards!
- May 30, Dinner 6:30PM, Concert 8PM- Dosey Does, 25911 I-45N, Spring- Live music with Piano Punch- the ultimate dueling pianos! (Tickets required).
- May 30, 6-9PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Live music with Vintage Reserve outdoor stage (weather permitting).
- May 30, (several times available)- Shear Joy Alpaca Farm, 4308 FM 149W, Anderson- Farm & Mill Tours! Get up close with our friendly alpacas and llamas on this unforgettable farm & mill tour! You'll learn all about these amazing creatures, feed and pet them, and even make your own souvenir from their fleece! After, you'll get to peek inside our fiber mill, where we create beautiful yarns and wool products.
- May 30, 8PM-Cynthia Woods Mitchell Pavilion, 2005 Lake Robbins Dr, The Woodlands, (281)364-3010- Live music concert with Godsmack! (purchased tickets required).
- May , 9:30PM- Corner Pub, 302 N Main St, Conroe, (936)788-2390- Live music with Amy N Me!
- May 30, 7-9PM- Bernhardt Winery, 9043 CR 204, Plantersville, (936)894-9829- Live music with Ironic, an Alanis Morissette tribute band!
- May 30&31 (several times available daily)- Jolly Pirate Ship, 14970 Hwy 105W, Montgomery- Embark on the adventure of a lifetime aboard the Jolly Pirate Ship! Entertainment and interaction create an experience, excitement, and merriment for the young and young heart (or those who want to channel their inner pirate).
- May 30, 7:30-9:30PM- Deep Roots Vineyard, 18444 Hwy 249, Plantersville- Live music with Timeless HTX, an 80s music tribute band plus fireworks for Memorial Day weekend!
- May 30, 9AM-12PM- Montgomery Farmer’s Market, 107 Fish Creek Thoroughfare, Montgomery. Montgomery Farmers Market brings together a select group of naturally-oriented farmers, ranchers, and food manufacturers from all over the North Houston region into a collective of vendors that are intent on one thing - providing the purest and most nutritious foods possible to our local community.
- May 30, 7PM- Southern Empress Cruise Line, 7035 Kingston Cove Ln, Willis, (936)588-3000 - Sunset cruise on Lake Conroe! The Southern Empress offers a delightful experience for those looking to explore the beautiful Lake Conroe in Texas.
- May 30, 8PM- Crazy Train Bar, 38925 FM1774, Magnolia- live music with Rocket Man, Elton John tribute band!
- May 30, 7-10PM- Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with Rockin with Phil & Ashley!
- May 30, 2PM- East Texas Elephant Experience, 14041 Hwy 105, Cut and Shoot, (936)264-6262- The East Texas Elephant Experience lasts up to 1.5 hours and is one of the only places in the United States that offers the opportunity to experience the amazing African elephant up close and personal.
- May 31 Madame Brioche, 2400 FM 1488, Conroe- Sunday brunch! Chef Suzanne Partouche is known for her homemade brioche bread, croissants, authentic French pastries and savory items, offering a "magnifique" taste of France in Montgomery County.
- May 31, 11:30AM- Red Brick Tavern, 119 Simonton St, Conroe- Gospel Sunday Brunch!
- May 31, 6-8PM- Bernhardt Winery, 9043 CR 204, Plantersville, (936)894-9829- Live music with Reputation, a Taylor Swift tribute band!
- May 31, 11AM-3PM- Rayford Sunday Market, 2301 Rayford Rd, Spring- The once-a-month market often hosts 90+ local vendors, ranging from handmade crafts to fresh foods. Typical offerings include: Handmade Goods: Jewelry, woodworking, home decor, furniture, and bath and body products. Artisanal Food: Local honey, fresh bread, pickles, salsa, gourmet cookies, and sweet treats. Hot Food: A rotation of food trucks and tents offering lunch options like BBQ and snow cones.
- May 31, 3-5:30PM- Whitley Vineyards, 27014 FM 1097W, Montgomery- Live music with Drew Gros!
-
- May 31, 7PM- Guadalaharrys, 219 Simonton St, Conroe- Karaoke Night! Are you ready to unleash your inner ROCKSTAR? Every Wednesday & Sunday Night, KARAOKE kicks off @ 6:30PM! It’s ALWAYS a Blast with Friends and Family when you take CENTER STAGE like a SUPERSTAR! Enjoy FUN Tunes, Delicious Food, Yummy Cocktails, Spot-on Service, and ZERO JUDGEMENT at Harry’s Place! Home to GREAT Food, GOOD Times, and Legally the Most FUN you can have right next to a Courthouse!
- May 31- Classic Rock Cafe, 129 E Washington Ave, Navasota, (936)727-5613- Classic Rock Sunday is a weekly event held at Classic Rock Coffee Co. & Kitchen in downtown Navasota, featuring live music from 12:30 PM to 2:30 PM.
- May 31- A Blue Moon will occur on May 31, 2026, marking the second full moon in a single calendar month, as the first occurs on May 1. This "monthly" Blue Moon will also be a micromoon, appearing slightly smaller and dimmer than usual because it is at its farthest point from Earth. It will appear full and bright throughout the weekend, including May 30. ("Once in a blue moon" is an idiom meaning very rarely, seldom, or almost never. It describes an event that happens extremely infrequently. The phrase originates from the astronomical, rare occurrence of an extra full moon within a season or calendar month, which typically happens about once every 2.7 to 3 years.)
- May 31, 4-7PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Live music with Chris Helms outdoor stage (weather permitting).
- 5/31, 8PM, 14343 Liberty Street, Montgomery. Ghost Tour of Historic Montgomery Texas! Join us for a spine-tingling evening of real history and real hauntings as we explore this town’s eerie past, chilling legends and restless spirits. LamplightGhostTours.com
Wow! This list will keep us busy! If you have an event that you feel should be added to the list, please send me an email, birdie056@yahoo.com. I hope you enjoy your stay at Blue Canoe Lakehouse Cabin and that you will return soon! Robin