Things To Do in Montgomery County- June 2026

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JUNE THINGS TO DO IN MONTGOMERY COUNTY

(Please double-check all activities with the venue. Some activities require payment; some are free)

June 1, 9PM- Corner Pub, 302 N Main St, Conroe- Paco Perez & the High Bawlers full band + Open Mic! 

June 1, 6:30-9:30PM (every Monday night)- Guadalaharrys, 219 Simonton St, Conroe- Songwriter Shootout!

June 1, 7PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Zach Johnson!

June 1, 7PM- Wildflyer Mead & Beer Co, 221 Railroad St, Navasota- Trivia Night!

June 2, 6-8PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Singo Bingo! 

June 2, 9PM- Corner Pub, 302 N Main St, Conroe- Live music with Sean Chilson +Open Mic Night! 

June 2, 7PM (every Tuesday night)- Guadalaharrys, 219 Simonton St, Conroe- Trivia Time!

June 2, 7PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Nate Nelson! 

June 2&5, 8-10PM- (every Tuesday & Friday night!) 5:30-11:30PM- Marshall’s Tavern, 1717 N Frazier, Conroe- Join us every Tuesday for a dart tournament.

June 3, 6-9PM- Cork This Tap That, 26091 Hwy 105, Montgomery- Singo Bingo! 

June 3, 6-8PM- Crazy Train Bar, 38925 FM1774, Magnolia- Sip & Paint a Daisy Gnome!

June 3, Dinner at 6:30PM, Concert at 7:30PM- Dosey Doe, 25911 I-45N, Spring- John Nevitt- The Birthday Concert!

June 3, 6PM- Frankenboltzzz Brewing Co, 173 N FM 1486, Montgomery Jukebox Bingo!

June 3, 7PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Mike Hellman!!

June 3 & 6, 6:30PM (every Wednesday & Saturday night)- Guadalaharrys, 219 Simonton St, Conroe- Karaoke!

June 4, 9PM- Corner Pub, 302 N Main St, Conroe- Live music with The Lightning Express + Album release! 

June 4, 8PM- Corner Pub, 302 N Main St, Conroe- Live music with Sean Chilson +Open Mic Night! 

June 4, 7PM- Heritage Place, 500 Metcalfe St, Conroe- Outdoor live music featuring Escape, a Journey tribute band, community, and fun under the stars!

June 4, 7-10PM (every Thursday night!)- Marshall’s Tavern, 1717 N Frazier, Conroe- Join us every Thursday for Poker Night!

June 4, 7PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Zach Jones!! 

June 4, 6-9PM- Whitley Vineyards, 27014 FM 1097W, Montgomery- Karaoke!

 

June 5, 7-8PM- Copperhead Brewery, 822 N Frazier St, Conroe- It's Trivia Night!

June 5, 6, 7 (check with theater for times)- Crighton Theatre, 234 N Main St, Conroe- Stage Right Theater presents “Puffs”! Puffs is a comedic play that retells the Harry Potter story from the perspective of the "Puffs", the Hufflepuff house, focusing on the loyal, often overlooked students who just want to survive school!

June 5, 6:30PM- Cynthia Woods Mitchell Pavilion, 2005 Lake Robbins Dr, The Woodlands- Lilo & Stitch with live Polynesian Dance- Get ready for an evening of heartwarming adventure and family‑friendly fun as Lilo & Stitch comes to life on the big screen at The Pavilion.

June 5, 7:30PM- Deep Roots Vineyard, 18444 Hwy 249, Plantersville- Live music with Double Vision, a Foreigner tribute band!

June 5, Dinner at 6:30PM, Concert at 8:30PM- Dosey Doe, 25911 I-45N, Spring- Live music with Mark Chestnutt!

June 5, 7PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Josh Galvan!

June 5, 7:30-10PM- Table at Madeley, 316 Madeley St, Conroe- Live music with Jason Allen! (paid admission).

June 5 & 6, 7PM (every Friday & Saturday night)- Guadalaharrys, 219 Simonton St, Conroe- Comedy Club! 

June 5, 7-10PM-Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with Piggott Music!  

June 6, 7-9PM- Bernhardt Winery, 9043 CR 204, Plantersville- Live music with “Stoned Immaculate”, a Doors tribute band!

June 6, 8PM- Crazy Train Bar, 38925 FM1774, Magnolia- Live music with John Barazza!

June 6, 7:30PM- Deep Roots Vineyard, 18444 Hwy 249, Plantersville- Live music with Rockin Down the Fast Lane, an Eagle & Doobies tribute band!

June 6, Dinner at 6:30PM, Concert at 8:30PM- Dosey Doe, 25911 I-45N, Spring- Live music with Kody West!

June 6, 7PM- Frankenboltzzz Brewing Co, 173 N FM 1486, Montgomery- Trivia Night!

June 6, 9AM-1PM, 1420 Liberty Street, Montgomery. Lone Star First Saturday-We're looking forward to a great day filled with local vendors, food, baked goods, music, shopping, and community spirit.

June 6, 7PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Roadway 7!

June 6, 7:30-10PM- Table at Madeley, 316 Madeley St, Conroe- Live music with Josh Fuller! (paid admission).

June 6, 8AM- The Texas Pickers 1st Saturday Antique Sale and Flea Market is a popular monthly market featuring a wide variety of antiques, vintage items, and unique collectibles!

June 6 & 7,Saturday: 10AM-6PM, Sunday: 10AM-5PM- Lone Star Convention & Expo Center, 9055 Airport Rd, Conroe- Kimo Kawaii Anime Convention.

June 6, 9-12AM- Montgomery Farmer’s Market, 107 Fish Creek Thoroughfare, Montgomery- features a variety of locally sourced goods, including grass-fed beef, raw milk, microgreens, and organic produce. 

June 6, 7-10PM-Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with Oldplay! 

June 6, 7PM- Southern Empress Cruise Line, 7035 Kingston Cove Ln, Willis- The Dinner Cruise offers a complete package of entertainment and relaxation.

June 6, TMR Donkey Rescue, 9977 CR 302, Plantersville- Donkey Walk! You will be able to lead one of our rescue donkeys around our acreage and feed them treats! 

June 7, 12:30-2:30PM- Classic Rock Cafe, 129 E Washington Ave, Navasota- Classic Rock Sundays! Enjoy brunch, great coffee and Dale Mae live! 

June 7, (every Sunday!) 5:30-11:30PM- Marshall’s Tavern, 1717 N Frazier, Conroe- Open Mic Night!Bring your talent or just kick back and enjoy the show!

June 7, 7PM- Red Brick Tavern, 119 Simonton St, Conroe- Gospel Sunday with Jim Sloan & Friends! 

June 7, 3-5:30PM- Whitley Vineyards, 27014 FM 1097W, Montgomery- Live music with George & Grace! 

June 5- Artists in Action at the Madeley Fine Art Gallery, 127 Simonton St, Conroe- The first Friday of every month the gallery is open until 7:00pm to host Artist In Action Sip N Shop.  Visit the gallery to see artists at work.

June 7, 7-9PM- Bernhardt Winery, 9043 CR 204, Plantersville- Live music with “Minikiss”, a KISS tribute band.

June 7, 8AM-3PM- Madame Brioche, 2400 FM 1488, Conroe- Madame Brioche offers a highly-rated European-style Sunday brunch featuring flaky croissants, brioche toasts, and classic French bistro fare

June 8, 6:30-9:30PM (every Monday night)- Guadalaharrys, 219 Simonton St, Conroe- Songwriter Shootout!

June 8, 7PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Zach Johnson!

June 8, 9PM- Corner Pub, 302 N Main St, Conroe- Live music with Paco Perez & the High Bawlers +Open Mic Night! 

June 9, 9PM- Corner Pub, 302 N Main St, Conroe- Live music with Dan Smith +Open Mic Night! 

June 9, Dinner at 6PM, Concert at 8PM- Dosey Doe, 25911 I-45N, Spring- Live music with Dust to Dust!  

June 9, 7PM (every Tuesday night)- Guadalaharrys, 219 Simonton St, Conroe- Trivia Time!

June 9, 7PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Nate Nelson acoustic!

June 9 &12, 8-10PM- (every Tuesday & Friday night!) 5:30-11:30PM- Marshall’s Tavern, 1717 N Frazier, Conroe- Dart Tournament!J

June 9, 11 &12, (check with farm for times)- Shear Joy Alpaca Farm, 4308 FM 149W, Anderson- Get up close with our friendly alpacas and llamas on this unforgettable farm & mill tour!

June 10, 9PM- Corner Pub, 302 N Main St, Conroe- Live music with Sean Chilson +Open Mic Night!

June 10, 6PM- Frankenboltzzz Brewing Co, 173 N FM 1486, Montgomery Jukebox Bingo!

June 10 & 13, 6:30PM (every Wednesday & Saturday night)- Guadalaharrys, 219 Simonton St, Conroe- Karaoke!

June 10, 10-11:30AM- Martha’s Bloomers, 8101 Hwy 6, Navasota- Create your own Imaginative Miniature Garden!

June 10, 7PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Kevin Lamar!

June 10, 9PM- Corner Pub, 302 N Main St, Conroe- Live music with Josh Brown +Open Mic Night!

June 11, Dinner at 5:30PM, Concert at 8PM- Dosey Doe, 25911 I-45N, Spring- Live music with a Taylor Experience, starring Traci Marie as Taylor Swift.

June 11, 7-10PM (every Thursday night!)- Marshall’s Tavern, 1717 N Frazier, Conroe- Join us every Thursday for Poker Night!

June 11, 7PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Buck Yeager & Friends! 

June 11, 6-8:30PM- Whitley Vineyards, 27014 FM 1097W, Montgomery- Live music with Guthrie Jones!

June 12, 7-8PM- Copperhead Brewery, 822 N Frazier St, Conroe- It's Trivia Night!

June 12, 13, 14 (check with theater for times)- Crighton Theatre, 234 N Main St, Conroe- Stage Right Theater presents “Puffs”! Puffs is a comedic play that retells the Harry Potter story from the perspective of the "Puffs", the Hufflepuff house, focusing on the loyal, often overlooked students who just want to survive school!

June 12, 7:30PM- Deep Roots Vineyard, 18444 Hwy 249, Plantersville- Live music with The Black Rose, a Black Crowes tribute band!

June 12, Dinner at 6:30PM, Concert at 8:30PM- Dosey Doe, 25911 I-45N, Spring- Live music with Lone Star Skynyrd, a Lynyrd Skynyrd tribute band!

June 12, 7-10PM-Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with Kevin Lamar Band! 

June 12, 7-9PM- Table at Madeley, 316 Madeley St, Conroe- Live music with Dylan Rhys! (paid admission).

June 12 & 13, 7PM (every Friday & Saturday night)- Guadalaharrys, 219 Simonton St, Conroe- Comedy Club!

June 12 & 13, 7PM- Southern Empress Cruise Line, 7035 Kingston Cove Ln, Willis- The Dinner Cruise offers a complete package of entertainment and relaxation.

June 13, 7-9PM- Bernhardt Winery, 9043 CR 204, Plantersville- Local Yoakam is bringing the unmistakable sound of Dwight’s biggest hits to the stage!

June 13, 9PM- Corner Pub, 302 N Main St, Conroe- Live music with Paco Perez & the High Bawlers +Open Mic Night! 

June 13, 7PM- Crazy Train Bar, 38925 FM1774, Magnolia- Live music with 3 Hot Peppers! Join us for live music, good drinks and good times! 

June 13, 5-9PM- Boho Market at Creekside Park Village Green, 26400 Kuykendahl Rd, The Woodlands- Shop Small & Support Local with The Boho Market in The Woodlands!

June 13, 7PM- Cynthia Woods Mitchell Pavilion, 2005 Lake Robbins Dr, The Woodlands- Live music with Taylorville, a tribute to Taylor Swift! 

June 13, 7:30PM- Deep Roots Vineyard, 18444 Hwy 249, Plantersville- Live music with Ninety 2 Nothin, a 90s rock tribute band!

June 13, Dinner at 6:30PM, Concert at 8:30PM- Dosey Doe, 25911 I-45N, Spring- Live music with Nick Autrey & Friends, with Rich O-Toole, Telluride and Hanna Mercedes!

June 13, 7:30-9:30PM- Table at Madeley, 316 Madeley St, Conroe- Live music with Ryder Grimes! (paid admission).

June 13 & 14,Saturday: 10AM-5PM, Sunday: 10AM-4PM- Lone Star Convention & Expo Center, 9055 Airport Rd, Conroe- Houston Exotic Reptiles & Pet Show.

June 13, 9-12AM- Montgomery Farmer’s Market, 107 Fish Creek Thoroughfare, Montgomery- It features a variety of locally sourced goods, including grass-fed beef, raw milk, microgreens, and organic produce. 

June 13, 7-10PM-Monty’s Lighthouse, 15250 Hwy 105, Montgomery- Live music with The Elev8tors! 

June 14, 7-9PM- Bernhardt Winery, 9043 CR 204, Plantersville- Live music with VHT, a Van Halen tribute band.

June 14, 12:30-2:30PM- Classic Rock Cafe, 129 E Washington Ave, Navasota- Classic Rock Sundays! Enjoy brunch, great coffee and Dale Mae live!

June 14, 2PM- Crazy Train Bar, 38925 FM1774, Magnolia- Live music with Casey Bowen! Join us for live music, good drinks and good times! 

June 14, 8AM-3PM- Madame Brioche, 2400 FM 1488, Conroe- Madame Brioche offers a highly-rated European-style Sunday brunch featuring flaky croissants, brioche toasts, and classic French bistro fare.

June 14, (every Sunday!) 5:30-11:30PM- Marshall’s Tavern, 1717 N Frazier, Conroe- Open Mic Night!

June 14, 6-9PM- Whitley Vineyards, 27014 FM 1097W, Montgomery- Live music with Rick Sousley!

June 14, 7PM- Red Brick Tavern, 119 Simonton St, Conroe- Gospel Sunday Brunch with Jim Sloan & Friends !

June 14, 2-5:30PM- Whitley Vineyards, 27014 FM 1097W, Montgomery- Pizza Sunday!


June 15, 9PM- Corner Pub, 302 N Main St, Conroe- Live music with Paco Perez & the High Bawlers +Open Mic Night! 

June 15, 6:30-9:30PM (every Monday night)- Guadalaharrys, 219 Simonton St, Conroe- Songwriter Shootout!

June 15, 7PM- Red Brick Tavern, 119 Simonton St, Conroe- Live music with Zach Johnson!