Polar Bear Plunge in Southampton
When: Saturday, December 13th, 2025
9am – 11am
Where: Coopers Beach, 268 Meadow Lane, Southampton, NY
This year, the Polar Bear Plunge marks 22 years of getting freezing for a reason! All proceeds will benefit the year-round food pantry and assistance programs.
Holiday Tour of the Inns
When: Saturday, December 13th, 2025
1pm – 4pm
Where: East Hampton, NY
Enjoy holiday decor and festive treats at several Inns in East Hampton.
By Hand Artisan’s Holiday Gift Show
When: Saturday, December 13th – Sunday, December 14th, 2025
10am – 4pm
Where: Ashawagh Hall, 780 Springs Fireplace Road, East Hampton, NY
Find the perfect unique gift. The show will feature home decor, ceramics, photography, jewelry, essential oils, cards, prints, and so much more!
A Holiday Moment in The Hamptons
When: Saturday, December 13th, 2025
2pm – 6pm
Where: 26 Montauk Highway, Amagansett, NY
Enjoy an evening of strolling through the evergreens, warm cocoa, cider, and holiday treats benefiting the Eleanor Whitmore Early Childhood Center.
Amagansett Life-Saving Station’s Third Annual Tree Lighting and Toy Drive
When: Saturday, December 13th, 2025
4pm – 5:30pm
Where: Amagansett U.S. Lifesaving Station, 160 Atlantic Ave, Amagansett, NY
A perfect afternoon of arts and crafts, hot chocolate, cookies, and holiday music. Spread holiday cheer with a new and unwrapped gift for the East Hampton Kiwanis Toy Drive.
A Christmas Carol: A Live Radio Play by the Hampton Theatre Company
When: Fri, Dec 12th – Sun, Dec 14th, 2025
7pm & 2:30pm
Where: Quogue Community Hall 125 Jessup Avenue, Quogue, NY
The Hampton Theatre Company will once again present “A Christmas Carol: A Live Radio Play” on the stage of the Quogue Community Hall for one weekend only, December 12-14, 2025.
Holiday Harmonies in Hampton Bays
When: Saturday, December 13th, 2025
7:30pm – 8:30pm
Where: Church of St. Rosalie, 31 E Montauk Hwy, Hampton Bays, NY
A wonderful concert featuring Darren Ottati and his talented band as they perform holiday favorites!
Pop-Up Chanukah at Herrick Park
When: Sunday, December 14th, 2025
4pm – 6pm
Where: Herrick Park – 67 Newtown Ln, East Hampton, NY 11937
Join the Jewish Center of the Hamptons for a lighting of East Hampton’s most public menorah and stay for a celebration of songs, gifts for children, donuts, and a dreidel drop.
Breakfast with Santa at The Hampton Maid
When: Sunday, December 14th, 2025
8am – 1pm
Where: The Hampton Maid, 259 E Montauk Hwy, Hampton Bays, NY 11946
Create holiday memories for the whole family! Have breakfast with Santa, take photos, and children will receive a special gift. Proceeds will benefit Heart of the Hamptons.
Montauk Holiday Concert
When: Sunday, December 14th, 2025
3pm and 4pm
Where: Saint Therese of Lisieux, 67 S Essex St, Montauk, NY
The 11-piece Montauk Chamber Orchestra will perform holiday classical pieces!
Santa Selfies with Birds of Prey
When: Saturday, December 13th, 2025
1pm – 3pm
Where: Marders, 120 Snake Hollow Rd, Bridgehampton, NY
Meet the rescue birds from the Evelyn Alexander Wildlife Center!
Gifts & Carols at the Nathaniel Rogers House
When: Saturday, December 13th, 2025
4pm – 6pm
Where: The Nathaniel Rogers House, 2539 Montauk Hwy, Bridgehampton, NY
Celebrate the holiday season at the historic Nathaniel Rogers House. Join in on a community sing-along with the Dickens Carolers. Spread the holiday cheers with a wrapped gifts for the Toy Drive.
Hampton Ballet Theatre School’s 16th Annual Nutcracker at Guild Hall
When: Fri, Dec 12th – Sun, Dec 14th, 2025
7pm , 12pm and 5pm
Where: Guild Hall, 158 Main Street, East Hampton, NY
Get into the holiday season with a timeless ballet!
