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

Looking for things to do in Pawling 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 Pawling's most popular events.

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Things to do around Pawling

Trends in Pawling

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Frequently asked questions about Pawling

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

The best events to attend this weekend in Pawling 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:
  • Pound Ridge Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)
  • Historic Reher's Bakery Tours
  • 45-min. Guided House Tour: 1 – 1:45pm (Now – June 10, 2026)
  • 90-min. Guided House Tour: 12 – 1:30pm (Now – June 10, 2026)

    • Which events are currently trending in Pawling?

    Trending weekend events in Pawling often reflect seasonal moments, nightlife demand, and popular neighborhoods, including concerts, parties, and special themed events. The trending searches this month in Pawling are:
  • meetup singles
  • tilly foster farm brewster summer concerts
  • mega bounce
  • jack white

    • Which events are coming up in Pawling this weekend?

    In addition to what's happening right now, there are many upcoming weekend events in Pawling, including live shows, parties, food experiences, and limited-time events. Discover upcoming weekend events you won't want to miss:
  • The Stories We Share: New Castle Historical Society's Jubilee Exhibition
  • Bridgeport Bash Scavenger Hunt
  • Stamford Showdown Scavenger Hunt
  • Wonderful Woodstock Scavenger Hunt

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

    Yes — there are often free things to do in Pawling 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 Pawling this weekend:
  • Free Events this weekend