The Hamptons may be a summer playground for the rich and famous, but what happens in winter? Turns out, there’s almost as much to do, but the prices — and the crowds — drop with the temperature.  Find restaurants, night life, ice skating and more — even surfing.


Credit: Gurney’s Montauk Resort and Se

The luxury hotel, restaurant and bar Topping Rose House in Bridgehampton is hard to get into during summer, but now it’s a different scene. “We kind of have a more ‘B&B’ feel this time of year,” says Courtney Fitt, guest services manager. “It’s really such a perfect time out here in the offseason, to do something romantic or just tuck away.” Stop for breakfast, lunch or dinner in chef Jean-Georges Vongerichten’s elegant restaurant — reservations still recommended for the latter only because the kitchen might close early on quiet nights.
WINTER DEAL $295-$395 gets a standard king guest room for two, down from $1,595-$1,795 in summer. (631-537-0870,

Credit: Nick & Toni's/Clay Williams

ALSO TRY Gurney’s Montauk is a well-known all-in-one place to stay year-round. This winter, guests can spend Saturdays at the hotel’s Regent Cocktail Club, where a complimentary mixology class is held from noon to 12:45 p.m. Then hang out until 5 p.m. at the bar near the dual-sided fireplace and return from 8-11 p.m. for live music. The hotel’s deck firepit is almost always fired up, and there’s an ocean-fed seawater pool along with spa, sauna and steam room. (631-668-2345,

Chow down

Credit: James Katsipis

Celebrity-spotting is practically a summer sport at Nick & Toni’s Mediterranean restaurant in East Hampton. Still, “it’s so much more cozy this time of year,” says general manager Julie Berger. “We have a fire going; you can take more time to chat with our bartenders, engage in conversation.” Walk in (or make a reservation) for dinner beginning at 6 p.m. daily except Tuesdays. The restaurant adds to its offseason calendar with happy hour at 5:30 p.m. (except Saturdays) and a Sunday brunch that leads into an extended happy hour at 2:30 p.m. (631-324-3550,
WINTER DEAL Prix-fixe dinners are offered for $30-$40 every night except Saturdays (and Tuesdays, when the restaurant is closed). 

Hit the water

Credit: Steve Pfost

Although the idea of getting into the Atlantic Ocean in winter might seem brutal, “you don’t feel cold at all,” says Kristin Senese, who offers year-round surfing lessons. “Getting out there, with the summer crowd gone, sometimes snow is falling — it’s awe-inspiring,” says Senese, co-owner of CoreysWave Professional Surf Instruction, based in Montauk. Lessons include use of wet suits and instruction at Ditch Plains Beach, a top destination for East End surfing. 
WINTER DEAL Winter rates run $150-$190 for 60- to 90-minute lessons (regularly $215) and include use of a board, wet suit and head/hand/foot protection. (516-639-4879,

Pictured: Surfing student Jenn Joy, left, and her instructor Corey Senese paddle for a wave in the middle of a snowstorm in Montauk on Jan. 7, 2017.

Credit: Gordon M. Grant

ALSO TRY For a different sort of fun on the water, the Viking Starship in Montauk runs winter cod-fishing charters from 3 a.m.-4 p.m. that cost $125 ($65 ages 5-12). Reservations recommended. (631-668-5700,

Pictured: Mavros Benis of Montauk laughs while fishing on the Viking Starship in the Atlantic Ocean, south of Block Island, on Jan. 21, 2013. 

Going out

Credit: NEWSDAY/Thomas A. Ferrara

Night life goes strong at Union Cantina in Southampton with DJs and live music weekly from Thursday through Saturday (631-377-3500,

Credit: Randee Daddona

Southampton Publick House has seasonal beer on tap in addition to year-round selections (631-283-2800,

Pictured: Brewmaster Evan Addario 


Credit: Gordon M. Grant

Stephen Talkhouse in Amagansett goes Saturday-nights-only through February with live music most weekends (631-267-3117,

Pictured: Thomas Bradley Muse of Montauk takes the crown at the seventh annual Mr. Amagansett fundraising pageant at Stephen Talkhouse on March 5, 2016. 

Credit: Daniel Brennan

Keep warm during Hamptons winters at Indian Wells Tavern in Amagansett (631-267-0400,

Lace those skates

Credit: Southampton Ice Rink/Reid Hansen

East Hampton’s Buckskill Winter Club has an outdoor ice rink open to the public daily, as well as a lodge with a blazing fireplace and a snack bar. Rates are $17-$27 for ages 16 and older, $12-$19 ages 6-15 and $10-$12 younger than 5 (631-324-2243,

Latest Videos