Tarrytown Street Fair

Tarrytown’s Main Street closes to traffic on June 7 for the annual Street Fair, a daylong open-air market that runs from 10 a.m. to 5 p.m. and draws 5,000 to 7,000 visitors to browse 150-plus vendor booths selling handmade crafts, vintage finds, prepared foods, and kids’ activities.

The fair stretches six blocks along Main Street, from the Metro-North station north to Franklin Street, with live music stages at both ends and roaming performers in between. Admission is free, parking is scarce in the village, and Metro-North service from Grand Central makes car-free attendance the easier option for anyone coming from downstate.

Vendor offerings range from handmade soaps and candles to vintage clothing, antique maps, and artisan sausages, with food trucks parked at intervals serving tacos, barbecue, crepes, and ice cream.

The fair is deeply family-friendly, with face painting, bounce houses, and a kids’ craft zone set up near the Tarrytown Music Hall, a 1885 theater that anchors the village’s cultural scene. Live music leans toward cover bands, folk acts, and local singer-songwriters, keeping the vibe upbeat without overwhelming the browsing experience. Most vendors accept cash and card, but ATMs are available inside nearby shops if needed.

Make the street fair part of a Tarrytown weekend by booking a Hudson River-view rental on Lake.com, ideally within walking distance of Main Street so you can come and go as you please. After the fair winds down, grab dinner at River Market Bar & Kitchen (established 2013) or Lefteris Gyro (1974), both offering casual dining and local flavor. The Tarrytown Street Fair combines small-town charm, Hudson River access, and easy Metro-North connections, making it a relaxed summer outing for families, couples, and anyone looking for a low-stakes day trip with water views built in.