Santa Fest in East Hampton
When: Fri, Dec 5th – Sat, Dec 6th, 2025
10am – 6pm
Where: Main Street, East Hampton, NY
Santa Fest kicks off on Friday with Sip and Shop! Await Santa on Saturday along with other festive activities sprawled across the village.
Our Fabulous Variety Show’s Holiday Spectacular
When: Fri, Dec 5th & Sun, Dec 7th, 2025
6:30pm & 2pm
Where: Guild Hall, 158 Main Street, East Hampton, NY
Our Fabulous Variety Show (OFVS) presents The Holiday Spectacular, featuring a diverse range of performances that showcase festive and seasonal dance routines and skits.
Six Course Dinner at R.AIRE
When: Fri, Dec 5th – Sat, Dec 6th, 2025
6:30pm – 9:00pm
Where: R.AIRE at The Hampton Maid, 259 E Montauk Hwy, Hampton Bays, NY
Guests will enjoy a delicious six-course tasting menu by award-winning Chef Alex Bujoreanu.
15th Annual Friends Bazaar
When: Saturday, December 6th, 2025
10am – 4pm
Where: Ashawagh Hall, 780 Springs Fireplace Road, East Hampton, NY
Find the perfect unique gift, the bazaar will feature home decor, ceramics, photography, jewelry, essential oils, cards, prints, and so much more!
Winter Wonderland at Wölffer Estate
When: Sunday, December 7th, 2025
11am – 2pm
Where: Wölffer Estate Vineyard, 139 Sagg Road, Sagaponack, NY
Experience the magic of the holidays! Meet Santa for a festive photo-op, get warm by a cozy fire, wine and bites, live music, and more!
Gingerbread House Decorating Workshop at CMEE
When: Saturday, December 6th, 2025
10am – 12pm
Where: Children’s Museum of the East End, 376 Bridgehampton-Sag Harbor Turnpike, Bridgehampton, NY
Fun for the whole family! CMEE is partnering up with Citarella and will be on-site with homemade gingerbread houses and men.
Poxabogue County Park Hike
When: Saturday, December 6th, 2025
10am – 11:30am
Where: Poxabogue County Park entrance at 191 Old Farm Road in Bridgehampton, NY
Get some fresh air on this hike with views of grasslands, ponds, and swamps.
Holiday Stroll in Westhampton Beach
When: Friday, December 5th, 2025
6pm – 9pm
Where: Main Street, Westhampton Beach, NY
Shop Local, Shop Unique: Discover one-of-a-kind gifts, decor, and treats from our cherished local businesses. From boutique fashion to artisanal goodies, you’ll find something special for everyone on your list!
Wreath Workshop at Gurney’s Montauk
When: Sunday, December 7th, 2025
11am – 1pm
Where: The Dune Lounge, Gurney’s Montauk- 290 Old Montauk Hwy Montauk, NY
A holiday workshop benefiting Share the Harvest Farm. Decorate your own wreath with dried natural items like pinecones, moss, citrus, and grasses, guided by May Zegarelli from Ocean Fog Farm.
The Choral Society of the Hamptons Presents: Rejoice and Sing
When: Sunday, December 7th, 2025
3pm and 5:30pm
Where: Bridgehampton Presbyterian Church, 2429 Montauk Highway, Main St, Bridgehampton, NY
Featuring festive music for the holiday season, including a world premiere of a new choral work by Bruce Saylor, as well as works by Rutter and Zelenka.
