• Outdoor Painting Classes with Pinot’s Palette

    Columbus Park Main St, Stamford, CT, United States

    Join us for a night of fun & creativity! Stamford Downtown is sponsoring three outdoor guided painting events led by Pinot’s Palette-Stamford. Classes are open to everyone, no special skills or experience needed!  It’s the perfect date night or girls night out.  BYO Food & DrinkPre-registration required, space is limited. 

  • Street Beats

    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 restaurant patrons. Performance schedule coming soon Are you a musician interested in performing?  Street Beats Musician Application >>> Submission Deadline is April 28, 2026   […]

  • Trivia in Veterans Park

    Trivia Night with Best Trivia Ever
    Veterans Park 130 Atlantic Street, Stamford, CT, United States

    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, September 3 6:30pm in Veterans Memorial Park (130 Atlantic Street, Stamford) Grab your team & get ready for a fun night of trivia!  From pop […]

  • Free Outdoor Fitness Classes

    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 May 25 through August 25, 2026   SCHEDULE COMING SOON!

  • Brews on Bedford

    Latham Park, Stamford Downtown Latham Park, Stamford Downtown

    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 breweries, food trucks, live music, craft vendors and more. Breweries include: Berlinetta Brewing, Best Friends Lunch, Captain Zig, Charter Oak Brewing, Delta Seltzers, Greenwich Brewing […]

  • Open Play Chess

    Latham Park, Stamford Downtown Latham Park, Stamford Downtown

    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 first come, first serve. Saturdays, 1-3pm in Latham Park June 13 through September 12 Facilitated by the National Educational Chess Association.  

  • Arts & Crafts on Bedford

    Bedford Street CT, United States

    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.  While you're there -- take a break from shopping to dine at one of the restaurants on Bedford Street and Spring Street offering outdoor dining. […]

  • Farmers Market

    Farmers Market
    Veterans Memorial Park (130 Atlantic Street) Veterans Memorial Park (130 Atlantic Street)

    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.  You’ll also find breads, jams, baked goods, cheeses, oils and more!  Straight from the farm to your home! We accept WIC & SNAP Activities (weather permitting) • […]

  • WineFest on Bedford

    Latham Park, Stamford Downtown Latham Park, Stamford Downtown

    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 vendors and food for purchase. Stay Tuned for More Information!          We encourage you to drink responsibly and know your limits.No pets […]

  • Stamford Downtown Parade Spectacular

    Stamford Downtown Stamford Downtown

    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 […]