2025 Stamford Fall Fun Guide: Fall Festival, Nature Center Events, And More

STAMFORD, CT — The autumnal equinox on Monday, Sept. 22, signals the official arrival of fall, but the season is already in full swing in Stamford with several events.

Sunny days and crisp evenings are perfect for outdoor fun. One can’t-miss event is the Nights Out: Whiskey & Woodfire event At Stamford Museum & Nature Center on Oct. 17.

But that’s just the beginning of fun activities taking place over the next couple of months.

Are you planning an event this fall? Feature it so nearby readers see it all across Patch — including in roundups like this!

Below, find the 2025 Patch Guide to Fall Fun in Stamford:

• Friends Book Shop Sidewalk Sale: Books, puzzles, gifts and more! Visit the annual sidewalk pop-up shop during the Arts & Crafts on Bedford street fair on Saturday, Sept. 20.
• Arts & Crafts on Bedford: The popular event brings juried artisans from throughout the Northeast who will display and sell juried works including ceramics, fiber arts, fine art, jewelry, metal, photography, painting, wood and more.
• Fall Family Festival at Bright Horizons: Bright Horizons is bringing together fun, friends, and family at Fall Family Festival on September 25, 2025. Everyone is welcome. Meet other families, get to know our school community, and do hands-on fall activities with your child.
• SPEF 5K Walk & Run: Gather your friends, family, co-workers, and neighbors on Sept. 28 and participate in the annual Stamford Public Education Fund's 5K walk and run.
• Stamford Town Center Fall Festival: On Oct. 12, enjoy live music, seasonal treats, games, and activities for all ages. It's the perfect way to embrace autumn in downtown Stamford.
• Nights Out: Whiskey & Woodfire At Stamford Museum & Nature Center: Enjoy an evening of whiskey tastings paired with wood-fired pizza from Sally’s Apizza on the back patio of the Knobloch Family Farmhouse. Event is Oct. 17.
• Stamford Town Center Halloween Candy Crawl: On Oct. 26, put on your favorite costume and join the fun at the Halloween Candy Crawl! Trick-or-treat at participating retailers, enjoy games and activities, and meet costumed characters throughout the center. It's a spook-tacular day for families and kids of all ages.