2026 Local Fall Festivals in The Woodlands & Montgomery County area

Who’s ready for pumpkins, cooler weather, and festivals?! With our list of 26 local fall festivals, there’s something for everyone to enjoy as you celebrate fall with family and friends.

2026 Fall Festivals

September 12 – November 8, 2026 – Fall Festival at Dewberry Farm – Smile and say “pumpkins!” Bring the whole family to Dewberry Farm this Fall to enjoy a day filled with fun, pumpkins, great food, friendly animals, and over 40 rides & attractions! Parking is free. Location: Dewberry Farm, FM 362 & Morrison Road, Brookshire, TX 77423. Learn More

September 26 & 27, 2026 – The Woodlands Fine Craft, Art & Design Show – Tickets are now on sale for The Woodlands Fine Craft, Art & Design Show, taking place on Saturday, September 26 & Sunday, September 27 at The Woodlands Waterway Marriott Hotel & Convention Center.The curated indoor event features 60 juried artists and designers from across the country showcasing original Jewelry & Wearable Design, Art & Sculpture, and Fine Craft & Home Décor. The complete participating artist lineup is now available online. Learn More

September 26, 2026 – B-52 Oktoberfest – Come one come all to Oktoberfest in the Pines! Dress to impress and enjoy live music, competitive stein hoisting (for adults and kids!), great food, and Oktoberfest beer. This traditional Marzen is gonna keep the party going all day long. Have one in their limited edition mugs first come, first served! All ages, Free to attend, Ample parking, Pet Friendly, and Full menu will be available in addition to local food pop ups! Location: B-52 Brewing, 12470 Milroy Ln, Conroe, TX 77304. Time: 12 – 8p.m. Learn More…

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