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

•

Trinity-Pawling School

Homecoming and Reunion Weekend 2025

Holiday events from nearby cities

Featured

Sat, 22 Nov

•

The New Yorker A Wyndham Hotel

Big Apple Comic Con
04-05 Oct

•

Hotel Chantelle

Reggaeton & The City Rooftop Party | Hotel Chantelle NYC: Sat, 10/4
31 Dec-01 Jan

•

Housewatch formerly GAMA Lounge

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

•

Musica Club NYC

MATZOBALL® NEW YORK XMAS EVE ages 21-49 December 24, 2025
Sat, 01 Nov

•

Boutique Wines, Spirits and Ciders

Grand Fall Wine Tasting at Boutique Wines, Spirits and Cider

5+ Interested

Free
Sat, 29 Nov

•

Shaker Farms Country Club

Annual Holiday Craft and Vendor Event- Nov 2025

26+ Interested
24-26 Oct

•

Oak Street Beach

WEST HAVEN FALL ARTS AND CRAFTS SHOW, CONNECTICUT

8+ Interested
Sat, 08 Nov

•

South New Milford Baptist Church

The LeFevre Quartet in New Milford
Sat, 08 Nov

•

1 Old Dock Road, Yaphank, NY 11980

Christmas Craft Fair

8+ Interested

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