Signature Events

Outdoor painting classes with Pinot's Palette in Stamford CT

Street Beats is a pop-up performance initiative designed to energize the downtown through live, busking-style music.  The program activates public spaces and enhances ambiance for pedestrians and nearby businesses and […]

Stamford Downtown & Best Trivia Ever are teaming up to bring you another great summer of Trivia Night in Veterans Park! Thursdays, May 21, June 25, July 16, August 13, […]

Come get your sweat on this summer! All classes are FREE and open to all skill levels. First time participants must sign the waiver & photo release. Classes will run […]

Join us at the 8th Annual Brews on Bedford Saturday, May 30, 2026 2-5pm, 1pm entry for VIP Latham Park The event will feature unlimited tastings from local and regional […]

Calling All Chess Lovers!  Improve your game, learn new moves, talk with the masters and meet other chess fans. Free and open to all ages and skill levels. Games are […]

Arts & Crafts on Bedford, one of our longest running signature events returns this June & September! The events feature 60+ talented local and regional artists offering unique, handcrafted goods. […]

Saturdays, 9am-1pm June 13 through October 10, 2026 Veterans Memorial Park (130 Atlantic Street) Shop our weekly farmers market offering a wide variety of locally grown fruits, vegetables and flowers. […]

Save the Date!WineFest on Bedford returns Saturday, October 3, 2026 Attendees will enjoy sampling from over 20 wineries pouring 50+ varietals!  There will also be live music, lawn games, craft […]

SAVE THE DATE!Stamford Downtown Parade Spectacular is Sunday, November 22, 2026! The Stamford Downtown Parade Spectacular is the official kick-off to the holiday season on Sunday, November 22!The parade is one of the largest of its kind in the country with giant helium balloons, award wining marching bands, fabulous dance groups and more! Join us […]