The Hamptons Beyond Summer: What's Open During the Off-Season? Your Fall & Winter Guide

While summer may steal the spotlight, fall and winter bring an entirely different kind of charm to the East End. Think cozy fireside dinners, peaceful beach walks, festive villages, and afternoons spent sipping wine. With fewer crowds and a slower pace, the Hamptons off-season is one of the best times to experience the area like a local.

Whether you're planning a romantic weekend, a holiday escape, or a quick getaway from NYC, here are some of the best things to do in the Hamptons during fall and winter.


Restaurants Open Year-Round in the Hamptons

Some of the Hamptons' best restaurants keep their doors open throughout fall and winter, making the off-season a great time to dine without the summer crowds.

East Hampton & Springs
Southampton
  • 75 Main: A Main Street staple offering Italian-inspired cuisine and a stylish atmosphere.
  • Shippy's: A historic tavern known for hearty German-American comfort food.
Sag Harbor
Montauk
  • Shagwong Tavern: A longtime local favorite for casual dining and drinks.
  • Inlet Seafood Restaurant: Fresh seafood and waterfront views, with seasonal hours to check.
  • Gigi's Montauk: Inside Gurney's Montaul, Gigi's is a dining experience inspired by coastal flavors with a gorgeous view of the Atlantic Ocean.

Wineries & Breweries to Visit

Wine tasting doesn't end with summer! Several East End wineries welcome visitors throughout the colder months, offering cozy tasting rooms and scenic vineyard views.


Attractions & Activities Open During Fall and Winter

Looking for things to do beyond dining? These East End destinations are worth adding to your off-season itinerary.


Shopping & Exploring the Villages

The Hamptons' charming downtowns don't disappear after Labor Day. Many local boutiques, cafés, galleries, and shops remain open throughout the year.

  • East Hampton Main Street: Upscale boutiques, galleries, coffee shops, and restaurants.
  • Southampton Village: Year-round shopping, dining, and charming village streets.
  • Sag Harbor Main Street: Independent shops, bookstores, galleries, and waterfront charm.

During November and December, keep an eye out for holiday markets, tree lightings, and festive events throughout the villages.


Plan Your Off-Season Hamptons Getaway

With fewer crowds, beautiful coastal scenery, and plenty of year-round destinations to explore, fall and winter offer a refreshing way to experience the Hamptons.

Whether you're planning a romantic weekend, a girls' getaway, or a relaxing escape from NYC, there's no need to wait until summer to visit.

Make the Hamptons your year-round destination. Explore StayMarquis vacation rentals and find the perfect home base for your next off-season escape.

Please note: Operating hours and seasonal availability may vary. We recommend checking directly with each business before visiting.