Calendar
Things To Do in October in The Woodlands area
Hello Woodlands’ “Things To Do” monthly guide highlights events, activities, and things to do this October in The Woodlands and Montgomery County area PLUS ways to give back and support local. Be sure to check back on Hello Woodlands for updates and events!
FEATURED EVENTS
October 2025 – Classes and Programs at Canopy Cancer Survivorship Center – October is full with programs and events at Canopy Cancer Survivorship Center! View the calendar for events and learn how to join here. Canopy is a cancer survivorship on the campus of Memorial Hermann The Woodlands Medical Center. Canopy is open to men and women, no matter where you were treated, and for any kind of cancer – at no cost to you. If your life has been impacted, whether you were the patient, family, or the caregiver, you have a safe haven at Canopy. Learn about Canopy here
Today – October 31, 2025 – Receive $5,000* when you buy a new home by October 31 in The Woodlands Hills. Learn More
October 2025 – Escapology The Woodlands is a unique, immersive, and always private escape game where players are gathered inside a themed room and must complete their mission before time runs out. Stepping inside a real-life adventure, they must find hidden clues, crack codes, and solve puzzles to make an escape—all in an hour! Learn More
October 2-4, 2025 – 12 Angry Jurors Adapted by Sherman L. Sergel – Join us at Lone Star College-Montgomery for the Drama Department’s first show of the semester: 12 Angry Jurors! Performances will be in the Mainstage Theatre of Building D (D-100). Performances will be October 2-4! Purchase Tickets
October 4, 2025 – Wine Walk – An annual favorite, the H-E-B Wine Walk takes place Saturday, October 4, 2025. Grab your friends and join the Wine & Food Week favorite. This all-inclusive ticket is jammed-packed with a cornucopia of culinary creations, wine displays with industry experts, craft beers, live music, and incredible wine experiences. Beverage and culinary offerings from area restaurants, chefs, and caterers will be featured. Bring your thirst as tasting stations will offer choices from 300+ beverages. Get Tickets
October 9, 2025 – Adelante! Hispanic Business Expo – The 2025 Adelante! Hispanic Business Expo is Thursday, October 9 at the Lone Star College Community Building in The Woodlands! Join the Montgomery County Hispanic Chamber for a dynamic day filled with: Business Workshops, Local Vendors, Economic Update, and Networking & Growth. For sponsorship opportunities, email info@mchchamber.org. Purchase Tickets
October 10, 2025 – Hope Is Alive: A Mental Health Parenting Summit – Join us for Hope Is Alive: A Mental Health Parenting Summit on Friday, October 10, 9 a.m.-3 p.m., in the Harvest Worship Center. We will explore topics impacting our youth, like anxiety, self-harm, addiction and suicide awareness, and how parents can cope with these issues. Cost is $25 per person, which includes lunch and entry to the evening event at 7 p.m. Child care is available. Register Here
October 24, 2025 – Hocus Pocus Pops – Join The Pavilion for Hocus Pocus Pops, a free show with Houston Symphony on Friday, October 24. All treat, no trick! Get ready to kick the Halloween season off in style! You’re invited to enjoy a haunting evening of plaza trick-or-treating, ghoulish games, spooky songs and a cacophony of costumes! It’s all the fun you’ve come to expect from a Pavilion performing arts show, with a creepy twist that’s just the right amount of scary for any family. Everyone is encouraged to dress up in their Halloween costume for a chance to walk on stage during the concert. The first 100 boys and girls to check in at Hocus Pocus Central in the North Plaza, fully costumed, get the chance to march in the Goblin Parade. Wristbands are required to participate in the Goblin Parade. Costumes that include accessories that resemble weapons are not permitted. Learn More
December 29, 2025 – January 1, 2026 – Songwriters Festival at The Woodlands® Resort – Featuring 24 acclaimed songwriters alongside headlining performances by Darryl Worley, The Frontmen and Neal McCoy, the Songwriters Festival at The Woodlands® Resort invites guests to experience the craft behind the hits from the award-winning artists for over two and a half days – hear the stories behind beloved songs, enjoy up-close performances from renowned songwriters, and indulge in extraordinary culinary journey of food and wine at every turn. Book Your Tickets Here
THINGS TO DO
Anytime – Volunteer, Make a Donation, or Get Involved in a Local Nonprofit Organization! – Learn more about nonprofit organizations in Montgomery County by reading our “Nonprofit of the Month” interviews here.
Saturdays – Local Farmers and Artisan Markets – Visit a local market! Check out The Woodlands Farmers Market, Farmers Market on Tamina, Grand Central Park Artisan Market, Tomball Farmers Market, Main Street Market, and more. Discover local farmers markets in our guide here.
September – November 2025 – Fall Festivals – It’s time for pumpkins, cooler weather, and festivals! With our list of 27 local fall festivals, there’s something for everyone to enjoy as you celebrate fall with friends and family. View the Guide
September 7 – October 12, 2025 – Concert in the Park Fall Series – Residents are invited to enjoy live music at Northshore Park on Sundays this fall. Concert in the Park, the longest running concert series produced by The Woodlands Township, features local and regional bands playing a variety of favorites from classic rock and pop to country each Sunday evening from 5:30 to 7:30 p.m. Learn More
September 18 – November 1, 2025 – Fall Concert Series in the Park – Who’s ready for fall temperatures and cool tunes?! Market Street is gearing up for their 2025 Fall Concert Series every Thursday, September 18th – November 1st from 6:00 – 8:30 pm. Learn More
October 1-31, 2025 – The Woodlands Fall Sweep – Help keep The Woodlands looking clean and green! Join The Woodlands Township’s Fall Sweep, a community-wide, month-long litter cleanup challenge. At the end of the month, groups with the highest total volume of litter removed will be recognized with a plaque and press release recognizing their effort. Multiple winners will be chosen based on group size, with categories for individual, 2 to 10, 10 to 20, and 20+. Learn More
October 1, 2025 – Shine Bright, Do Good! Join us for a Kendra Gives Back event on October 1 at 4-6pm at Kendra Scott – The Woodlands Market Street. Present this invitation at check out and 20% of your purchase supports Canopy Cancer Survivorship Center OR shop at kendrascott.com on October 1 and 2 with code: GIVEBACK-JVATT. Learn about Canopy
October 3 – 27, 2025 – Coach Deon October Basketball Classes & Clinics – Develop with The Woodlands’ Most Dedicated Coach this October. Coach Deon’s programs give young players the structure, skills, and confidence to succeed on and off the court. October Programs include: School Tryout Prep Clinic – designed for junior high players preparing for school basketball team tryouts, Weekend Clinics – fast-paced skill sessions for all levels, Fundamentals First – Pick Up & Hoop Class – for beginners and developing players, Lady Ballers Class – an all-girls program focused on confidence and teamwork, and Dribbling & Shooting Class – improve ball handling and shooting mechanics in one session. Located at The Woodlands Methodist School – FLC Gym. Register Today
October 4, 2025 – Grand Central Park Artisan Market – Discover locally made foods, flowers, art and crafts at the Grand Central Park Artisan Market! Nestled in the heart of our community, come stroll through a unique selection of handcrafted treasures and artisanal treats. It’s the perfect destination to immerse yourself in our creative community. Enjoy over 50 local vendors, pet adoptions, DJ music and food trucks! Join us on Saturday, October 4 at 9 a.m. – 1 p.m. and the first Saturday of the month (October 4, November 1 and December 6) at The Lake House, 1039 Lake House Drive, Conroe, TX 77304. Learn More
Come SOAR with us! The Woodlands Methodist School serves PreK through 8th grade and provides a joyful, Christian education through which children develop a lifelong love of learning, pursue excellence, and positively impact the world. Find out how to become an Eagle and schedule a tour by calling 281-822-8220 or visit http://bit.ly/TWMSchool
October 4 & 5, 2025 – “The Immortal” Matt Brown Seminars – Train with UFC Legend Matt Brown! Renzo Gracie The Woodlands is bringing “The Immortal” Matt Brown to Renzo Gracie The Woodlands for TWO exclusive seminars: October 4 | 12–2PM – Muay Thai & October 5 | 12–2PM – Grappling. Renzo Gracie The Woodlands is located at 9391 Grogan’s Mill Rd, Suite B-12, The Woodlands, TX. Don’t miss your chance to learn from one of the most respected names in MMA. Spots are limited! Learn more and sign up for the seminars HERE
October 4, 2025 – The Woodlands Mall Fall Festival & Movie Night – Defy gravity and soar into OZ at this year’s Fall Festival on Saturday, October 4! Gather family and friends for a day of cozy fun featuring games, treats, and best of all — a showing of Wicked on the big screen. Don’t miss the chance to have a Wicked-ly good time. Starts at 5:30 p.m. on The Lawn at The Woodlands Mall, near Shake Shack and Barnes & Noble. Learn More
October 5, 2025 – Cars & Coffee for a Cause – The Woodlands Car Club car enthusiasts gather at Market Street the first Sunday of each month from 6-10 a.m. to provide a fun and creative way to give back to our community. All types of cars/vehicles from classics, hot rods, exotics, and more are welcome. The Woodlands Car Club shares information about needful non-profit organizations in Montgomery County, and gives back through donations to the Market Street “Change for Charities” program. Learn More
October 5, 2025 – National Night Out in The Woodlands – National Night Out in The Woodlands is on Sunday, October 5 from 3 to 6 p.m. National Night Out is an annual community-building campaign that promotes public safety partnerships and neighborhood camaraderie to make neighborhoods a safer, better place to live. This year’s Project 365 initiative is “Aware & Prepared”, emphasizing the importance of staying alert and building stronger community partnerships. Each year, residents of The Woodlands are asked to lock their doors, turn on outside lights and spend an evening outside with neighbors. Local law enforcement and The Woodlands Fire Department will briefly visit residents of many of the neighborhoods that register their parties with the Township. Thinking about hosting a National Night Out Party this year? Register Here
October 7-28, 2025 – Mind Your Marriage – Join Dr. Stew Grant for the four-week series Mind Your Marriage, Tuesdays in October, at 6:30 p.m. at The Woodlands Methodist Church. Men are Like Waffles; Women are Like Spaghetti: This is a fun program that will cover a number of cognitive differences between husbands and wives for 4 weeks on Tuesday nights 6:30pm-8:00pm beginning October 7th and ending October 28th. Childcare is available as well as a meal option for both kids and participants. Register Here
October 10-12, 2025 – Conroe Cajun Catfish Festival – The Conroe Cajun Catfish Festival, now in its 36th year, is a family-friendly event on the Montgomery County Fairgrounds that features non-stop live music with local, regional and national performers on two stages, food vendors offering festival and cajun favorites, various exhibitors to shop at, a professional carnival, and an annual Catfish Pageant. Learn More
October 11, 2025 – Memorial Hermann 10 for Texas – Held in October each year, the Memorial Hermann 10 for Texas race series, produced by The Woodlands Township Parks and Recreation Department, features three exciting races held each October: the 10-mile Memorial Hermann 10 for Texas, the 3.1 Armadillo Run 5K, and the One 4 Texas Kids’ Fun Run. All races begin and end at Northshore Park and wind through the beautiful community of The Woodlands. Learn More
October 11, 2025 – Wills & Waffles: entertaining, educational & interactive spin on estate planning 101 – Join Weygandt Law for Wills & Waffles on Saturday, October 11 at 10:30 AM – 12:30 PM! This entertaining, educational & interactive estate planning seminar is designed to help you plan for the inevitable. You will learn how you can have peace of mind knowing you are keeping your family in tune. There is no cost to attend, but advanced registration is required. Register Today
October 11, 205 – Overcomer Open Mic Night at Serenity Sips – Every survivor has a story worth hearing. On October 11 at 4-6pm, Serenity Sips will open the mic for an evening of courage, creativity, and community. Survivors of human trafficking will share their voices through poetry, music, and storytelling… and your presence helps make this a safe, supportive space. What to expect: Storytelling & poetry, Food & beverages, and Community connection. Free entry! Come, listen, and stand in solidarity. Your presence matters. Visit Serenity Sips
October 14, 2025 – The Woodlands Area Chamber of Commerce’s Golf Classic – This Golf Tournament is sure to rank as one of your most enjoyable rounds of golf! We will kick off the morning with “Putting for Proof” and you will get to “Move the Mark” on the 18th Hole. Sign up as a team or a single and have the opportunity to meet Chamber members at every hole. Wrap up the day with a festive reception. Learn More
October 18, 2025 – The Woodlands Wildflower Festival – The Woodlands Lions Club in partnership with The Woodlands Township is hosting The Woodlands Wildflower Festival, a free, family-oriented event featuring thousands of wildflower seed packets in many different varieties that are distributed free to the community and includes family friendly activities such as wildflower crafts, inflatables, face painting, live performances, food trucks and more. The festival will be held at Rob Fleming Park from 10 a.m. to 2 p.m. Learn More
October 18, 2025 – Grand Central Park Sip & Shop – There’s a little something for everyone and a whole lot of fun to be had at The Lake House at Grand Central Park during Sip & Shop on Saturday, October 18 at 11 a.m. to 4 p.m.! Sip while you shop more than 100 small business entrepreneurs showcasing unique jewelry, boutique clothing, art, gourmet food, furniture, decorations and more. Food trucks, Katy Sliders and Lipsmackers, will be on hand with yummy treats for purchase. Learn More
October 18, 2025 – Fast Draw Completion – 7th – 8th grade students from The Woodlands and Montgomery County are given drawing materials and have 50 minutes to complete a still life as they work against the clock! Space is limited to 30 participants. The Woodlands Arts Council’s Annual Competition is held at The Woodlands Mall starting at 9:30 a.m. Preregistration is required. Learn More
October 18, 2025 – Founders Cup Tennis Tournament – Game, set, match! Registration is now open for The Woodlands Township’s annual Founders Cup Tennis Tournament. The tournament date is set for Saturday, October 18, 2025 from 8 a.m. to 8 p.m. Learn More
In Pursuit of Possibility! The Woodlands Christian Academy is an independent, Christ-centered college preparatory school that integrates learning with Biblical faith and spiritual growth, and challenges students to reach their highest potential – intellectually, creatively, physically and socially – for the glory of Jesus Christ. Schedule your campus tour today! Learn More
October 19, 2025 – Cochran’s Crossing Village Association Annual Fall Festival – The annual Cochran’s Crossing Village Association’s free family fun Fall Festival is Sunday, October 19 at Shadowbend Park. Carnival games and prizes, inflatables, trackless train, rock climbing wall, and food, There will be vendor booths with games. Come join the fun! The fall festival will be held at Shadowbend Park at 1 – 4 p.m. Learn More
October 19, 2025 – In the Mahjong of Health – Join Woodlands Mahjong Society for the exciting upcoming charity event benefitting Memorial Hermann In the Pink of Health! For just $150, enjoy an evening of fun, shopping, and giving back—perfect for a night out with friends or family. Want to make it even more special? Reserve a table of 4 for $500 and share the experience with loved ones! Each ticket includes a stylish t-shirt in your size (please choose your size at check out), a fabulous swag bag filled with goodies, and access to delicious food and drinks. Explore a variety of vendor booths, all offering unique items that support In the Pink of Health—so every purchase helps make a difference. Register Here
October 24, 2025 – Memorial Hermann In the Pink of Health luncheon – The 25th Anniversary of In the Pink of Health luncheon to be held at The Woodlands Waterway Marriott on Friday, October 24. Over the last 24 years, Memorial Hermann’s In the Pink of Health has invested over $9.1 million in the community to advance its mission. In the Pink of Health raises funds throughout the year, culminating with its annual luncheon. These funds are essential to support the In the Pink of Health mission to change lives by reducing the incidence of breast and ovarian cancer and assist cancer survivors on their journey. Learn More
October 25, 2025 – Indian Springs Village Association’s Taste of the Village – The Indian Springs Village Association Taste of the Village event is FREE and features delicious samples from a variety of food vendors as well as entertainers, stage shows, bouncy houses, several raffle prizes, and public safety/community service representatives. All proceeds from the event are used to help fund college service scholarships as well as elementary/intermediate education programs within The Woodlands. Taste of the Village will be held at Indian Springs Center at 12 – 3 p.m. Learn More
October 25, 2025 – Trunk of Treat – NextGen Ministries is hosting Trunk or Treat on Saturday, October 25th, from 4pm-6pm in parking lot at The Woodlands Methodist Church. Enjoy candy, rides and games for the whole family. Wear your costumes and bring your candy bucket for an afternoon of fun! Learn More
October 25, 2025 – Open House at The John Cooper School – Join The John Cooper School for their PreK–12 Open House, which presents a wonderful opportunity to tour the campus, meet teachers and students, and learn more about what makes the school community unique. Of note, while there will be opportunities for younger children to see our campus, the Open House is designed for parents and Middle and Upper School applicants. Learn More
October 26, 2025 – Trick Or Treat Trail Featuring Monster Mash – Princesses, pirates, ghosts and goblins are invited to don their costumes and enjoy a spooktacular celebration at the annual Trick or Treat Trail featuring Monster Mash at the Rob Fleming Recreation Center. While at the event, children have the opportunity to trick or treat from booth to booth and fill their bags with goodies from local vendors. The FREE event also includes strolling entertainment, carnival games, costume contests, photo areas, food trucks and more! Learn More
October 27, 2025 – 38th Annual Dragon Booster Club Golf Tournament – The John Cooper School announced its 38th Annual Dragon Booster Club Golf Tournament, a long-standing community favorite that brings together parents, alumni, faculty, and friends in support of the School’s mission, will be held on October 27. Learn More
October 29, 2025 – The Woodlands Christian Academy’s 2025 Annual Golf Tournament, – TWCA’s Golf Tournament is teeing off on Wednesday, October 29 at The Woodlands Country Club – Player Course! Whether you’re swinging for the longest drive, aiming for a hole-in-one, or simply enjoying time with fellow TWCA families, it’s sure to be a fantastic day! Your participation and sponsorship help drive the mission of TWCA forward, impacting every student by enriching academic programs, athletics, and more. Learn More
October 31, 2025 – Spooktacular – On Friday, October 31, The Woodlands Children’s Museum will host Spooktacular at 9:00am-2:00pm. This non-spooky event will be filled with child-friendly games and activities. Monty the Magician Magic shows at 10:30am, 11:30am and 12:30pm. Enjoy art projects and games. Monster Mash Boogie Bash at 10am & 11am. Member and Non-member Adults $9, Children $12, under one $6. Museum open for SpookTacular only. No Re-entry. Learn More
Visit our online calendar, subscribe to our FREE Email Newsletter, follow us on social media at @HelloWoodlands, and check back for a list of Things To Do in November 2025!
Contact us at info@hellowoodlands.com to tell us about events, activities, and more ways we can share about helping our community, supporting local, and things to do in The Woodlands and Montgomery County area.
Thank you for your support!
