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Community Events and Things to do in Pleasantville, NY this weekend

Looking for things to do in Pleasantville this weekend? Explore our real-time listings for the best concerts, nightlife, and food and drink experiences. From seasonal festivals and comedy shows to free activities, find your next plan with our constantly updated feed of Pleasantville's most popular events.

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Things to do around Pleasantville

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Frequently asked questions about Pleasantville

What are the best events to attend this weekend in Pleasantville?

The best events to attend this weekend in Pleasantville include concerts, nightlife experiences, seasonal events, food and drink tastings, and live entertainment happening across the city. According to Eventbrite, some of the best events this weekend include:
  • STOP PLAYING WITH ME: Spring Edition (a Karat & Nefer Bookcafé Game Night)
  • Unwritten Legacies: A Drum Circle for Childfree Women
  • Untermyer Gardens History Tour: Beyond the Walled Garden 2026, 11am - 12pm
  • After-Hours Tour & Wine Reception @ Connecticut's Lockwood-Mathews Mansion

    • Which events are currently trending in Pleasantville?

    Trending weekend events in Pleasantville often reflect seasonal moments, nightlife demand, and popular neighborhoods, including concerts, parties, and special themed events. The trending searches this month in Pleasantville are:
  • pace university
  • car shows
  • dj serge
  • cuddle

    • Which events are coming up in Pleasantville this weekend?

    In addition to what's happening right now, there are many upcoming weekend events in Pleasantville, including live shows, parties, food experiences, and limited-time events. Discover upcoming weekend events you won't want to miss:
  • Salsa Caleña USA Festival
  • The Stories We Share: New Castle Historical Society's Jubilee Exhibition
  • Stamford Showdown Scavenger Hunt
  • 90-min. Guided House Tour: 12 – 1:30pm (Now – June 10, 2026)

    • Are there free things to do in Pleasantville this weekend?

    Yes — there are often free things to do in Pleasantville this weekend, including live music, cultural events, seasonal activities, and community gatherings. Many events on Eventbrite are free or offer free entry options. These are some free events happening in Pleasantville this weekend:
  • Free Events this weekend