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SPARK Event Picks: Hamptons Holiday Happenings Dec. 5-7
From tree lightings, to holiday strolls, festive local shopping, art events, and meet ‘n greets with Santa, our Spark Hamptons event picks will get you in the spirit of the season as we head into the first week of December. Enjoy!
Westhampton Beach Holiday Stroll
Friday, Dec. 5, 6–8 p.m.
Main Street, Westhampton Beach, N.Y.
Kick off the holiday season at the 5th Annual Holiday Stroll on Main Street. Discover unique treasures, local flavors, and handcrafted delights from your favorite neighborhood shops and makers. Whether you’re hunting for the perfect gift or soaking up the festive spirit, every purchase helps Westhampton Beach small businesses sparkle and thrive.
Shop to win—each purchase brings you closer to exciting surprises and prizes. A portion of all proceeds also benefits the Westhampton Beach Performing Arts Center, helping keep the arts alive and vibrant in the community.
Sag Harbor’s Light Up the Harbor, Then Shop Local
Friday, Dec. 5, starting at 4:15 p.m.
Long Wharf, Sag Harbor
Sag Harbor is always charming, especially around the holidays. Festivities start at 4:15 p.m. with holiday music by Sarah Conway and the Playful Souls. The tree lighting will take place at approximately 5 p.m. Music and local celebration will continue until 5:30 p.m.
Afterward, take a stroll and shop local at participating stores. Holiday giveaways, treats, and hot cocoa await you until 7 p.m.—so get ready to sip and savor.
Fabulous Holiday Spectacular
Friday, Dec. 5, 6:30–8:30 p.m.
Sunday, Dec. 7, 2 p.m.
Guild Hall, 158 Main St., East Hampton, N.Y.
Tickets: ofvs.org/tickets
Our Fabulous Variety Show (OFVS) returns to Guild Hall with a range of performances from all age levels, showcasing festive and seasonal dance routines and skits created during the fall semester at the OFVS Studios.
The show features more than 95 local students attending weekly performing arts classes in lyrical, jazz, tap, musical theater, pom dance, ballet, and acting. Entertaining fun for the whole family.
Women’s Arts Center of the Hamptons
Friday, Dec. 5, 4–5 p.m.
Light and Shadow Workshop with Linda White
A playful, hands-on session with colorful plexiglass, reflective objects, and materials. No experience necessary—bring your curiosity and a sense of wonder. Complimentary light refreshments. RSVP: info@wachamptonsny.org
Saturday, Dec. 6, 1:30–3:30 p.m.
Pomegranates, Honeybees, and Pillows: A Conversation with Judi Harvest
Acclaimed glass artist Judi Harvest gives a lively talk about her artistic process and the stories behind her luminous works. Complimentary light refreshments. RSVP: info@wachamptonsny.org
Santa Fest & Holiday Market – East Hampton
Saturday, Dec. 6, 10 a.m.–3 p.m.
Holiday Market: Village Hall, 86 Main St., East Hampton, N.Y.
11 a.m. Santa arrival (by helicopter!) Herrick Park, 67 Newtown Lane, East Hampton, N.Y.
Join thousands of people, young and old, to greet Santa as he touches down in East Hampton via helicopter (Rudolph and the team need their rest for the big night) to spread cheer and take wish lists. Expect treats, music, merriment, and more.
Then head over to Village Hall, where a curated selection of local vendors will offer gift ideas and stocking stuffers. The Ladies Village Improvement Society will be on hand to gift-wrap your purchases for free.
Holiday Cookie Decorating with Citarella
Saturday, Dec. 6, 1–4 p.m.
Guild Hall, 158 Main St., East Hampton, N.Y.
Get into the holiday spirit and drop into Guild Hall’s Boots Lamb Education Center for a festive session of gingerbread cookie decorating with the holiday cookie artists from Citarella. All materials, including freshly baked cookies and decorating supplies, will be provided.
This program takes place in conjunction with East Hampton Village’s Santa Fest. FREE. Advance registration is recommended but not required. GuildHall.org
Opening Art Reception and Holiday Party
Saturday, Dec. 6, 5–7:30 p.m.
The White Room Gallery, 3 Railroad Ave., East Hampton, N.Y.
Take a spin with these artists at The White Room Gallery. Multiple spray-paint works spin stories and lyrics into iconic creations. City-street paintings pulse with intensity, celebrating energy and a “defiance of the inert.”
With local creatives like Taylor Smith and Brad Beyer, it’s worth taking a trip to Bridgehampton to see this show—a perfect way to ease into winter.
East Quogue Holiday On Main
Saturday, Dec. 6, 5 p.m.
The Village Green, E. Quogue, N.Y.
The annual artisan market features a Christmas tree and menorah lighting, Santa, treats, raffles, and the Quogue School Chamber Choir.
Sag Harbor Whaling and Historical Museum Annual Holiday Party
Saturday, Dec. 6, 5–7 p.m.
Enjoy festive music, food, and drinks in one of the most beautiful and historic buildings on the East End. For information and tickets, visit sagharborwhalingmuseum.org or event.gives/holiday2025.
Southampton Arts Center Holiday Fair
Saturday, Dec. 6, 10 a.m.–4 p.m.
SAC, 25 Jobs Lane, Southampton, N.Y.
Shop and enjoy local vendors, kid crafts, seasonal treats in the theater while movies play on the big screen. Fun for all and a great way to meet local makers and hang with friends and family. southamptonartscenter.org
Montauk Manor Makers Market
Saturday, Dec. 6, 10 a.m.–4 p.m.
Montauk Manor, 236 Edgemere St., Montauk, N.Y.
The fifth annual makers market at Montauk Manor returns with more than 15 local artisans. Discover hand-crafted gifts, artwork, jewelry, home goods, and sweet treats,
Winter Wonderland at Wölffer Estate Vineyard Tasting Room
Sundays, Dec. 7, 14, and 21, 11 a.m.–2 p.m.
Wölffer Estate Vineyard, 139 Sagg Rd., Sagaponack, N.Y.
Step into the magic of the holidays at Wölffer Estate as the Tasting Room transforms into a charming, market-inspired Winter Wonderland. Enjoy holiday décor, food, fire pits, live music, and more for the entire family. Meet Santa, take a holiday photo, shop for special gifts, and enjoy festive activities.
It’s the perfect way for families to celebrate the season together in true Wölffer style. (And a nice alternative if you couldn’t get a ticket to Wölffer’s iconic fundraiser, “The Lighting of the Vines,” on Dec. 6, which is sold out.)
General admission: Adults $150; children $75. Food, beverages, and activities are included in the ticket price. For questions, contact info@wolffer.com or call 631-537-5106, option 5.