Top Things to Do This Week in The Woodlands – September 29 - October 5, 2025

THE WOODLANDS, TX – Quote of the week: “There are people who have money and people who are rich.” — Coco Chanel

It looks like summer wants to stretch its legs one last time for 2025; all week long you can look forward to highs around 90, bright days, cool nights, and not a drop of rain in sight. If you’re wanting to cram in some last-minute summer fun before autumn fully takes hold, here are some events you can try on for size.

Monday, September 29
Join The Woodlands Township Neighborhood Services, Woodlands Fire Department, and the Montgomery County Sheriff’s Office for Brew and Badges today from 8 to 9:30 a.m., at Dosey Doe Breakfast, BBQ and Whiskey Bar. Come enjoy coffee and muffins while engaging in meaningful conversations with your community and local law enforcement. This is a fantastic opportunity to learn more about National Night Out.
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Tuesday, September 30
Join The Woodlands Area Chamber of Commerce for a monthly meet and greet reception where they will introduce up to 10 new members to the general membership. The event provides opportunities for members to meet other members and learn how we can all do business together. This month is hosted by Project Beacon Texas. Reservations are required for this adults-only event. Chamber members receive complimentary admission; non-member guests can attend for only $20 each.
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Wednesday, October 1
What is better than bingo? Wine bingo! Join The Classy Cork Wine Room the first Wednesday of each month as they play four rounds of wine themed bingo. Grab a friend or two and join in on some friendly competition and a chance to win prizes. Bingo starts at 7 p.m. – come early and enjoy happy hour until 6 p.m. Free to play.
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Thursday, October 2
Photographers of all levels who want to improve their editing speed, consistency, and creative control using AI-powered tools should attend Precision Camera’s AI Editing Masterclass. Streamline your editing process and elevate your results with the power of Evoto AI. This intensive, hands-on class will guide you through the full suite of Evoto features designed to save time while enhancing creativity and precision in your editing workflow. Whether you’re a portrait photographer looking to speed up retouching, a wedding photographer managing large batches of images, or simply curious about how AI can support your editing style, this class will give you the tools and confidence to integrate Evoto into your daily practice. This is a fully interactive session. Participants will follow along as Holly demonstrates each feature, then practice on their own images with personalized guidance.
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Friday, October 3
Get ready, Woodlands Swifties – your dream night is here! Tonight starting at 7 p.m., Ale & Ivy is transforming into the ultimate Swiftie playground for the “Life of a Showgirl” Album Release Party. If you’ve been waiting for an excuse to break out your sparkles, sequins, and favorite era-inspired outfit, this is it. The night will be packed with everything a true fan could want: a live DJ spinning Taylor’s greatest hits, a glitter bar to add some shimmer to your look, and a photo op station to capture your best era-core vibes. This isn’t just a party – it’s a full-on Swiftie celebration. So dress to impress in your favorite era and get ready to sing, dance, and sparkle the night away with fellow fans.
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Friday - Saturday, October 3 - 4
There’s a Mad Hatter Adventure at The Woodlands Children’s Museum on both Friday and Saturday from 10 a.m. - 1 p.m. Mingle with The Mad Hatter for photo opportunities, storytelling, and creating unique Mad Hatter headpieces and tea cups art projects. Included in the price of admission, which is $9 for adults and children 1 year and older.
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Friday, October 3
Woodlands Sportsplex is offering a Preschool Open Gym today for only $15 per child aged 18 months to 5 years. Enrollment is quick and easy.
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Saturday, October 4
Get ready for a night of thrills, laughter, and festive fun at The Woodlands Boofest tonight from 4 p.m. to 8 p.m. at Town Green Park/ This year’s Boofest will feature an exciting Carnival Bash, inviting families and friends to step right up and enjoy an unforgettable evening together. Guests can expect a lively atmosphere filled with games, entertainment, and plenty of seasonal cheer. The event promises something for everyone – from kids eager to explore carnival-style activities to adults looking to soak in the festive community spirit. With the park transformed into a vibrant celebration of fall and Halloween fun, it’s the perfect way to kick off October in The Woodlands.
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Saturday, October 4
Regional Mexican music sensation Junior H is bringing his highly anticipated $AD BOYZ LIVE & BROKEN TOUR to The Cynthia Woods Mitchell Pavilion, sponsored by Huntsman, tonight starting at 8:00 p.m. Known for pioneering the “Sad Sierreño” sound, Junior H has captivated fans with his emotionally raw lyrics and unique fusion of corridos tumbados, trap, and regional Mexican music. His latest tour, $AD BOYZ LIVE & BROKEN, promises to deliver a powerful, high-energy show filled with fan favorites and tracks from his latest projects.
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Saturday, October 4
The Woodlands Township invites the community to Meet the Fleet, a family-friendly event at Northshore Park where residents can get an up-close look at the vehicles and equipment that help keep the community safe and running smoothly. Children can climb aboard fire engines, explore public works trucks, and meet the professionals who operate them. This hands-on experience offers a fun and educational way to learn about essential township services while enjoying a day of discovery for all ages.
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Saturday, October 4
A beloved annual tradition, the H-E-B Wine Walk returns tonight, and it’s better than ever. Grab your friends and join us for one of Wine & Food Week’s signature experiences! This year’s event takes place at a new location – The Woodlands Resort. This all-inclusive evening is overflowing with delights – think culinary masterpieces, curated wine selections with expert insight, craft beer tastings, and lively entertainment. With offerings from top local restaurants, chefs, and caterers, your taste buds are in for a treat. And with over 300 beverages to sample, you’ll want to come thirsty!
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Saturday, October 4
It’s time for a friendly pickleball tournament with a Halloween theme, and The Woodlands Township has come through once again! All levels welcome and court assignments will be based on skill level. Costumes are encouraged. Due to the growing popularity of these programs, early registration is highly encouraged. Programs are available to residents and non-residents of The Woodlands. Fee (per pair): $40 Resident; $45 Non-Resident.
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Sunday, October 5
National Night Out Neighborhood Parties will be held Sunday, October 5, 2025, from 3 to 6 p.m. all over The Woodlands Township. National Night Out is designed to heighten crime and drug prevention awareness, generate support for local anti-crime efforts; strengthen neighborhood spirit and police-community partnerships, and send a message to criminals letting them know neighborhoods are organized and fighting back.
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Sunday, October 5
Concert in the Park is a popular family tradition of music and fun for all ages. Bring blankets, lawn chairs, coolers and even your leashed pets for a relaxing evening of music and community. Tonight, Texas Sundown Band takes the stage with their amazing blend of Country and Rock. Scratch art will also be made available to attendees of this free concert.
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Looking for even more entertainment? Be sure to check out the Woodlands Online Events calendar for a full list of happenings around The Woodlands. Enjoy your week!