Pawling Holiday events

Holiday events

in Pawling

Discover the best Holiday events in Pawling! From festive Christmas markets to New Year's Eve fireworks displays & Holiday Bazaar, we have something for everyone. Explore the Pawling's winter attractions and make lasting memories with friends and family. With so much to do in Pawling, you'll never have a dull moment this holiday season.

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Holiday events in Pawling

Holiday events in Pawling

03-04 Oct

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Trinity-Pawling ...

Homecoming and Reunion Weekend 2025

Holiday events from nearby cities

Featured

Sat, 22 Nov

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The New Yorker A...

Big Apple Comic Con
05-06 Sep

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Bohemian Beer Garden

Labor Day Weekend Silent Disco: Beer Garden Bash with 3 Live DJs
Sat, 06 Sep

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TCG Candles and ...

🍁 Fall Wood Flower Wreath Class at TCG Candles & Gifts 🍁
Sun, 21 Sep

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Tavern 29

Gen X Speed Dating Event @ Tavern 29 | Speed Dating Ages 40-55
Fri, 05 Sep

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Skyport Marina

Sunset Party Cruise NYC – Friday, September 5th Aboard Avalon Yacht
Sun, 31 Aug

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Chantelle NYC

Reggaeton Rooftop Day Party – Sunday, August 31st at Hotel Chantelle NYC
Sat, 06 Sep

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Skyport Marina

New York City Sunset Party Cruise – Saturday, September 6th at Avalon Yacht
31 Dec-01 Jan

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Housewatch forme...

NYC's Largest New Year's Eve Singles Party: 2026 Ball Drop Bash!
24-25 Dec

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Musica Club NYC

MATZOBALL® NEW YORK XMAS EVE ages 21-49 December 24, 2025

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