Winter in the Hamptons may be one of the best kept secrets in New York. While this renowned summertime escape is known for its outdoor events and beaches, there’s no shortage of fun things to do in the winter. Experience live music, spectacular shows, ice skating, and of course, all of the special holiday events. Wintertime in the Hamptons comes with the additional benefits of reduced hotel rates for visiting relatives, low traffic, and easy access to event reservations. Whether your home is the Hamptons, or you’re looking for reasons to move, read our list of the best winter events in the Hamptons to brighten your holiday season.

Click Here for the Full Hamptons Winter Events Guide

Holiday Celebrations

Dart’s Christmas Tree Farm

Through Thursday, December 23

Dart’s Tree Farm

2355 Main Bayview Road, Southold, NY

Just a 30 minute drive from Riverhead is Long Island’s oldest cut-your-own Christmas tree farm. Dart’s Tree Farm is the perfect outing to walk through the beautiful, picturesque farm and take home one of the classic Fraser Fir trees. However, what makes this farm worth the drive is its one-of-a-kind magical forest with colorful trees and family fun. A hayride around the forest is free, and includes a scavenger hunt for the kids along the way.

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Christmas Eve Dinner at Desmond’s

Tuesday, December 24, 4:00pm – 9:00pm

Desmond’s At East Wind

5720 New York 25A, Wading River, NY

Ring in the holiday with a relaxing three course Prix Fixe Christmas Eve dinner at Desmond’s restaurant and pub, located in the East Wind hotel. 

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Holiday Trivia + Ugly Sweater Night

Tuesday, December 28, 6:00pm – 8:30pm

North Fork Brewing Co

24 East 2nd Street, Riverhead, NY

Enjoy a lively night of drinks, food, and holiday trivia at North Fork Brewing Co. Bring your friends and don’t forget your ugliest holiday sweater!

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Fishes and Wishes New Year’s Eve Party

Friday, December 31, 6:30pm – 11:00pm

Long Island Aquarium

431 East Main Street, Riverhead, NY

This annual family fun event rings in the new year at the Long Island Aquarium! Tickets include a cocktail hour, DJ and dancing, crafts, animal meet and greets, a buffet dinner with beer and wine, dessert and an ice cream bar, and a midnight toast.

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NYE Laugh Dine and Dance 2021

Friday, December 31, 9:00pm

Suffolk Theater

118 E Main St, Riverhead, NY

Spend your New Years Eve at Suffolk theater for a night of laughs, dancing, and dining. Three national headliners will take the stage including comedians Rich Walker and Maria Walsh, as well as CBS Kevin Can Wait’s Chris Roach. Guests can finish the night with a complimentary champagne toast.

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New Year’s Eve Party w/ Hello Brooklyn

Friday December 31, 10:00pm

Stephen Talkhouse

161 Main St, Amagansett, NY 

This New Year’s Eve watch Hello Brooklyn deliver an exciting live performance at The Stephen Talkhouse for an unforgettable night. This rock band performs unique covers of your favorite artists like Kesha, Lady Gaga, Adele, and many more.

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Food and Markets

East End Food Market

Through April 30 – Saturdays 9:00am – 1:00pm

139 Main Road, Riverhead, NY

Support local businesses and enjoy fresh food, wine, and craft vendors at this bustling weekend market. Don’t miss the live music and activities in partnership with other nonprofit organizations.

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Gingerbread University

Through Thursday, December 30

The Shoppes at East Wind

5768 Route 25A, Wading River, NY

Stop by Gingerbread University for an edible education and full day of family fun! Freshly baked gingerbread houses and cookies are provided so that you can focus on decorating these delicious holiday treats. 

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GE Smith & Friends – “There Stands the Glass”

Friday December 31, 7:00pm

Stephen Talkhouse

161 Main St, Amagansett, NY

The former lead guitarist and front man of the SNL band is taking the stage in Amagansett with his friends to wow audiences with his soulful sound. Kick off your New Year’s Eve celebration with this exciting performance at Stephen Talkhouse.

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Frankie Avalon

Saturday February 26, 8:00pm

Suffolk Theater

118 E Main St, Riverhead, NY

Listen to this former movie star and original teen idol as he takes the stage to perform his career hits from Cupid, Venus, and Beauty School Dropout. 

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The Robert Cray Band

Saturday March 19, 8:00 pm

Westhampton Beach Performing Arts Center

76 Main Street, Westhampton Beach, NY 

For over 40 years, Robert Cray has been creating sound that blends blues, soul, and R&B. Listen to this 5 time grammy winner as he takes the stage in Westhampton Beach to showcase his latest album That’s What I Heard. 

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Theater and Comedy

The Gateway Presents Holiday Spectacular on Ice

Wednesday December 29, 2:00pm

Patchogue Theater for Performing Arts

71 E Main St, Patchogue, NY

Just a 25 minute drive from Westhampton is an enchanting holiday musical celebration perfect for all ages. Watch and listen as these show-stopping performers bring together your favorite holiday songs and the artistry of figure skating. 

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Visual Arts

Jeff Muhs: The Uncanny Valley

Through January 2, 5:00pm

Guild Hall

158 Main Street, East Hampton, NY

Take a look through the beautiful works of Jeff Muhs, a local multidisciplinary artist and winner of the 2018 Annual Guild Hall Artist Members Exhibition. The gallery will feature his sculptures and paintings, including his concrete sculpture Callipyge, winner of the top honors award at the exhibition. Muhl uses a sculptural process that pushes the physical limits of materials to bring infinite creativity.

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Sports and Fitness

Public Skating at Buckskill Winter Club 

Through end of season (March)

Buckskill Winter Club

178 Buckskill Road, East Hampton, NY

Enjoy an ice skating session with your family at the only refrigerated, NHL regulation-sized ice rink in the Hamptons. Public skating sessions are offered every weeknight, and the rink is available for parties, teen nights, and more! 

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Public Skating at Southampton Ice Rink

Through end of season (TBA)

Southampton Ice Rink

668 County Road 39, Southampton, NY

Spend a day at the only indoor ice skating rink in the Hamptons! Southampton ice rink offers public skating sessions, skate lessons, and both youth and adult hockey leagues. 

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Where to Give this Holiday Season

Food Drives

East Hampton Food Drive

Year round

159 Pantigo Road, East Hampton, NY

Every Tuesday, the East Hampton Food Pantry gives out fresh fruits and vegetables, frozen meats, and baked goods to hundreds of families. Whether you are available to volunteer time, or can donate money or food, helping out the East Hampton Food Pantry is a great way to get involved with the community and give back this holiday season. 

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Heart of the Hamptons

Year round (Wednesdays and Fridays from 10am – 12pm)

168 Hill Street, Southampton, NY

The Heart of the Hamptons food pantry serves over 1,400 households providing them fresh food, frozen meat, or non-perishables. Volunteer this holiday season to help support this great community foundation.

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