Calendar
Things to Do in May
Hello Woodlands’ “Things To Do” monthly guide highlights events, activities, and things to do this May 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!
MAY 2025
FEATURED EVENTS
April 28 – May 4, 2025 – Insperity Invitational presented by UnitedHealthcare – Annual world-class PGA TOUR Champions event featuring the best professional golfers 50+ in the world. General admission is free of charge courtesy of Insperity, Woodforest National Bank and HPE. Free Parking and Shuttle. Learn more at www.insperityinvitational.com
May 2025 – Spring Fun at City Place! City Place is making the most of the season with family fun, outdoor adventures, and stunning art installations—all spring long! Something exciting is happening every week—don’t miss out! Learn More
The Woodlands Hills – A home to cozy up to! New homes from the upper $200s. Visit The Woodlands Hills and learn more at www.TheWoodlandsHills.com
May 2025 – Programs and Events at Canopy Cancer Survivorship Center – 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, caregiver, or family member, you have a safe haven at Canopy. Visit the Canopy website and learn more about their programs, services, and classes here.
May 3, 2025 – Building Hope Gala – The 12th annual Building Hope Gala, presented by LGI Homes and Laura and David Piccione, will be held Saturday, May 3, 2025 at The Woodlands Waterway Marriott. Serving as Habitat for Humanity of Montgomery County, Texas’ premier fundraising event, the gala offers a meaningful opportunity to help local families and individuals achieve their dream of homeownership. The Kentucky Derby-themed celebration, “All Bets On You,” invites the community to unite in support of Habitat MCTX’s mission to build homes, communities, and hope. Learn more and purchase tickets at https://www.habitatmctx.org/gala
May 10, 2025 – Health, Wellness & Fitness Expo – Join The Woodlands Area Chamber of Commerce on Saturday, May 10, 2025 10 a.m. to 2 p.m. at Rob Fleming Park for a FREE health, wellness and fitness expo. This event is open to the public. Bring your family, friends or workout buddy and visit health and fitness vendors, check out the free health screenings available, or join in on our kid-friendly activities! The event will take place rain or shine. Learn More
May 15, 2025 – Montgomery & North Harris County Go Red for Women – Join the American Heart Association for the Montgomery & North Harris County Go Red for Women Luncheon and Survivor Fashion Show on Thursday, May 15, 2025 at The Woodlands Waterway Marriott starting at 10:30 a.m. For more than 20 years, the American Heart Association’s signature women’s initiative, Go Red for Women, has met the evolving health needs of women and addressed the awareness and clinical care gaps of their greatest health threat, cardiovascular disease (CVD). Go Red for Women is a source of credible, equitable health solutions at every age, stage, and season of life. Purchase Tickets
May 28-31, 2025– Wine and Food Week – Celebrating 21 years as one of the region’s top culinary and wine events, Wine & Food Week returns May 28-31, 2025, with the dynamic theme Crushing It! — a tribute to the trailblazers, tastemakers, and trendsetters pushing the industry forward. With hundreds of wines, a line-up of special guests, fresh culinary talent, and innovative event experiences, Wine & Food Week promises a week of indulgence and inspiration. For wine and food lovers, this event is an absolute must. Purchase Tickets
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, Tomball Farmers Market, Main Street Market, and more. Discover more local farmers markets here.
Sign Up for LearnToBot Robotics & Coding Summer Camps – #1 Hands on Robotics Program in Houston! Inventor & Veteran engineer Neil Dey created LearnToBot after failing to find a real robotics program for his then 6-year-old son. Kids ages 6–18 use genuine microcontrollers like Arduino and Raspberry Pi with sensors, motors, and more. They build real-world projects—Highway Toll Systems, Laser Security Systems, Sunrise Alarms, and RC Cars—and develop circuits, code, and problem-solving skills. Best of all, they keep everything at no extra cost. LearnToBot’s summer camps – held June 2 to August 8, 2025 – include Basic Robotics (Scratch), Python (Basic or Advanced), and Intro to AI Development. Give your child real STEM experience and watch them thrive. Learn more and Register
May 2025 – Scooter’s Coffee Events – Visit our two local Scooter’s Coffee locations (26551 Kuykendahl Rd. and 24527 Gosling Rd.) for special events and promotions! Download the Scooter’s Coffee app to also get $2 off your first order, Free Birthday Drink, Earn Smiles, and Mobile Order Ahead Promos! Download the app here. Learn more about Scooter’s Coffee and view the menu here.
May 1, 8, 15, 22, 28, 2025 – Market Street Spring Concert Series – Market Streets beloved Spring Concert Series is BACK! Live music will take place in the center of Market Street on Thursdays in May, 6:00 PM- 8:00 PM. Learn More
May 2, 2025 – Women of Distinction Luncheon – For more than 30 years, nonprofit organizations in Montgomery County have come together annually honoring the amazing women in our community who contribute their time, talents and treasures to local non-profit organizations. It is their dedication, humility and tireless effort to serve others and our community that makes these women stand out as Women of Distinction. The 35th Annual Women of Distinction Luncheon will be held at the Hyatt Regency Conroe. Learn More.
May 3, 2025 – Artisan Market at Grand Central Park – Discover locally made foods, jewelry, clothing, art and crafts at the Grand Central Park Artisan Market on Saturday, May 3 from 9am to 1pm! Nestled in the heart of the community, come stroll through a unique selection of handcrafted treasures and artisanal treats. It’s the perfect destination to immerse yourself in their creative community. Shop local vendors, check out the pet adoptions, listen to DJ tunes and enjoy a treat from food trucks. Learn More
May 4, 2025 – Cinco de Mahjong – Join the Woodlands Mahjong Society for an unforgettable evening at Cinco de Mahjong! On Sunday, May 4 from 4 to 7 p.m. the Woodlands Mahjong Society invites you to indulge in an exciting night of fun, friendship, and philanthropy at the heart of Market Street, right at the old El Tiempo location. Register Today
May 4, 2025 – “Fairy Tales: LIVE” Concert – Join The Woodlands Symphony Orchestra at Christ Church Methodist for a magical event filled with enchanting stories and whimsical adventures. Get ready to be transported to a world of fantasy and wonder as the WSO brings classical fairy tales to life. Learn More
May 6, 2025 – The Woodlands at Work: Partners in Progress – “The Woodlands at Work: Partners in Progress” hosted by The Woodlands Bar Association and presented at Howard Hughes will be held on May 6 at 11:30am to 1:30pm. You are invited to a spring lunch event that dives into the day-to-day operations that keep The Woodlands running. Please join us for a dynamic panel discussion focused on how Howard Hughes collaborates with strategic partners to manage and sustain one of the nation’s most successful master planned communities. Learn what it takes behind the scenes to make The Woodlands function — and thrive — as a uniquely integrated place to live, work, and grow. Learn More
May 8, 2025 – Wine & Wills: Entertaining, Educational & Interactive Spin on Estate Planning 101 – Join Weygandt Law for Wine & Wills on Thursday, May 8 at 6-8pm! 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. Feel free to share this link with your friends–the more the merrier! Register Today
May 9-11, 2025 – Mother’s Day Photo Op – Capture a beautiful memory with mom this Mother’s Day weekend with a family photo at Market Street. The shopping, dining and entertainment destination is providing a lovely photo opportunity in Central Park that will create the perfect memento of her special day throughout Mother’s Day weekend, May 10 – 12. Learn More
May 9 & 23, 2025 – Moonlight Paddle – Join Boat House staff for this unique opportunity to see Lake Woodlands by moonlight – on a kayak! Kayaks will be decorated with lights to help illuminate the way. Participants will paddle out to Lake Woodlands and watch the moon rise over the water (weather permitting). Registration is required. Learn More
May 10, 2025 – Sip & Shop Brunch – Moms, mimosas, and must-haves! Celebrate Mother’s Day weekend with a Sip & Shop Brunch on Saturday, May 10th from 10AM–2PM at Good Charlie’s! Good Charlie’s is located at 545 Woodland Square Blvd, Conroe, TX 77384. Learn More
May 10, 2025 – The Woodlands Triathlon – The 20th Anniversary of The Woodlands Triathlon will take place on Saturday, May 10, 2025, at Northshore Park at 7 a.m. offering beginner-friendly atmosphere, first-rate race management and scenic courses. The annual race is a USA Triathlon (USAT) sanctioned event and will feature a field of 800 participants ranging from beginners to nationally ranked triathletes. The event culminates with a festive awards party featuring live music, great food, beverages and more! Learn More
May 10, 2025 – Spring Fine Arts Show – A beloved spring tradition is back at Market Street, and the shopping, dining and entertainment destination is inviting amateur and professional artists to showcase their paintings, photography, jewelry, metal works, sculptures, digital art, mixed media and other works of art at the 2025 Spring Fine Arts Show on Saturday, May 10th from 10 am – 6 pm. Learn More
May 11, 2025 – Happy Mother’s Day!
May 15, 2025 – “Dreaming Through The Woods” Art Show Opening Reception – Join The Woodlands Arts Gallery and Studios for the opening reception of “Dreaming Through The Woods” solo art show by EP Chiles on Thursday, May 15 at 5 to 8 p.m. Learn More
Enrollment for the 2025-2026 school year is now open at The Woodlands Christian Academy – Come grow with us! The Woodlands Christian Academy challenges our students to reach their highest potential – intellectually, creatively, physically and socially – for the glory of Jesus Christ. Our dedicated teachers and diverse programs inspire and develop your child’s unique talents. Experience firsthand our love for learning and commitment to character development. Pre-K through 12th grade tours are open weekly. Come see our beautiful 40-acre campus, meet our staff, and learn what being a Warrior is all about. Visit our website to book your tour today! Learn More
May 18, 2025 – Puzzle Palooza – Teams of up to four (4) people work together to complete a 500 piece puzzle in a race against the clock and each other at The Rob Fleming Recreation Center. Teams are limited to four (4) people. Recommended for ages 10 and older. Registration is required. Learn More
May 23, 2025 – Sunset Cinema – Sunset Cinema presents The Wild Robot! Join The Woodlands Township for a magical outdoor movie night on May 23, 2025, from 7:30 to 10 p.m. at the Rob Fleming Recreation Center Amphitheater. Get ready for an evening of adventure under the stars. Learn More
May 25, 2025 – Memorial Day in The Woodlands – The Sunday event pays tribute to all military servicemen and women who lost their lives while serving in the United States military. Featuring live music, children’s activities, and a dazzling fireworks display, Memorial Day in The Woodlands event will be held at Town Green Park starting at 5 p.m. and fireworks beginning at 8:55 p.m. Concessions will be available for purchase. Learn More
May 26, 2025 – 17th Annual Memorial Day Service – On Memorial Day, Monday, May 26, Forest Park The Woodlands Funeral Home and Cemetery will host their 17th annual Memorial Day service, a tribute to Heroes & Freedom, in honor and celebration of those who have proudly served our country. 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 June 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!
