Weekend Events in The Woodlands: June 20–22, 2025

THE WOODLANDS, TX -- The Woodlands is buzzing with excitement this weekend, offering a vibrant mix of live music, family-friendly activities, comedy, and more. Whether you're looking to enjoy a night out, bond with family, or explore local talent, there’s something for everyone. Here’s your guide to the top events happening from Friday, June 20 to Sunday, June 22, 2025, based on the latest listings from Woodlands Online.

Friday, June 20, 2025

Kayla Michelle’s Live Debut
Time: 9:00 PM
Location: Sawyer Park Icehouse

Details: Kick off the weekend with the debut performance of rising local star Kayla Michelle at Sawyer Park Icehouse. Starting at 9:00 PM, this free event promises an energetic night of music, great food, and drinks. Come support a fresh new voice in a lively atmosphere perfect for friends and music lovers. More Info

Serenity Sips After Dark - Trivia Night
Time: 5:00 PM – 8:00 PM (Game starts at 6:00 PM)
Location: Serenity Sips Wellness Café

Details: Test your knowledge at Trivia Night hosted by Trivia Builders. Gather a team of four for $20 and compete for bragging rights. Doors open at 5:00 PM, and spots are limited, so reserve your table early for this brain-teasing evening of fun. More Info

Summer Kickoff - Wine & Tapas Pairing Event
Time: 7:00 PM
Location: The Classy Cork Wine Room

Details: Celebrate the start of summer with a wine and tapas pairing event featuring six premium Spanish wines selected by guest host John from Serendipity Wines, paired with three tapas crafted by Chef Murdok. Tickets are $60 per person (tax and gratuity not included). Reservations are required for this sophisticated evening. More Info

Parents Night Out
Time: 7:00 PM – 10:00 PM
Location: Woodlands Sportsplex

Details: Enjoy a kid-free evening while the little ones (ages 5–12) have a blast at Woodlands Sportsplex. For $25 per child, kids will enjoy pizza, water, and fun activities. Parents can relax knowing their children are in good hands. Registration is required, and kids should bring a personal water bottle. More Info

Saturday, June 21, 2025

It’s About To Glow Down
Time: 9:00 PM
Location: Ale & Ivy

Details: Light up the night at this neon-themed summer kickoff party at Ale & Ivy. Featuring a live DJ, go-go dancers, photo ops, and drink specials, this event is perfect for those ready to dance in their brightest neon attire. Get ready for a high-energy night of fun! More Info

Adoption Day with Operation Pets Alive
Time: 10:00 AM – 2:00 PM
Location: Playful Pack

Details: Find your new best friend at Playful Pack’s Adoption Day with Operation Pets Alive. From 10:00 AM to 2:00 PM, meet adorable rescue pups looking for their forever homes. This free event is a heartwarming way to make a difference. More Info

Falskye Live at Sawyer Park Icehouse
Time: 9:00 PM
Location: Sawyer Park Icehouse

Details: Rock out with Falskye, known for their powerful vocals and high-energy performances, as they return to Sawyer Park Icehouse. This free event (21+ only) starts at 9:00 PM and promises a night of music, dancing, and great vibes. Arrive early to grab a spot! More Info

BioBlitz Bash
Time: 8:00 AM – 11:00 AM
Location: The Recreation Center at Rob Fleming Park

Details: Explore the wonders of nature at the BioBlitz Bash, a free event for all ages. From 8:00 AM to 11:00 AM, check out displays of butterflies, plants, and more, and learn to use iNaturalist with help from local experts. Perfect for nature enthusiasts! More Info

Waterway Nights - D’Luna
Time: 6:30 PM – 8:30 PM
Location: Waterway Square

Details: Enjoy a free evening of live music by D’Luna at Waterway Nights. Bring blankets, lawn chairs, and a picnic to relax in the picturesque Waterway Square. Coolers are permitted, but glass is prohibited. Weather-dependent event. More Info

Comedy Night with KU Egenti
Time: 8:00 PM – 10:00 PM
Location: The Blue Lion Pub

Details: Get ready to laugh with headliner KU Egenti and comedians Blamedda Comic, DEDET Cody Walker, and Joshua Jordan at The Blue Lion Pub. This free comedy show offers sharp wit and hilarious performances. Arrive early for the best seats! More Info

Fairy Day and Tinkerbell Photo Opportunities
Time: 10:00 AM – 2:00 PM
Location: The Woodlands Children’s Museum

Details: Celebrate International Fairy Day with Tinkerbell photo ops at 10:30 AM, 11:30 AM, 12:30 PM, and 1:30 PM. Kids can create fairy wings and enjoy special storytimes at 11:00 AM and 1:00 PM. Admission is $9 for ages 1 and up. More Info

Sunday, June 22, 2025

Sunday Fun Day - Goro Goro Panda
Time: 2:00 PM – 4:00 PM
Location: Painting with a Twist

Details: Create a “Goro Goro Panda" painting at this family-friendly event for ages 10+ (with a painting adult). Tickets are $37, with an optional candle-making add-on. Bring snacks and BYOB (21+ for alcohol). Arrive 10–15 minutes early. More Info

Family-Friendly Show at Two Tones Dueling Piano Bar
Time: 2:00 PM – 4:00 PM
Location: Two Tones Dueling Piano Bar

Details: Enjoy a special all-ages dueling piano show filled with music, dancing, and laughter. Perfect for families, this ticketed event has limited seating for an intimate experience. Book tickets early to secure your spot! More Info

Plan Your Weekend
From live music and comedy to family-friendly activities and pet adoptions, The Woodlands offers a packed weekend of fun. Check event links for reservations and updates, as times and details may change. For more information, visit Woodlands Online Events Calendar. Enjoy your weekend!