Hamptons Winter Dining & Drink Specials 2026: The Best Happy Hours, Prix Fixe Menus & Midweek Deals

SPARK Hamptons Guide to Must-Try Winter Dining & Drink Specials

Winter in the Hamptons feels a lot warmer when a great dinner or drink special pops up nearby. The good news? Plenty of restaurants across the hamlets are offering seasonal deals worth leaving the house for.

So bundle up. Bring the kids. Get a sitter. Meet friends. There’s no need to cook—and do the dishes—every night of the week.

Below, we’ve rounded up the best Hamptons winter dining and drink specials for 2026, from happy hours and prix fixe menus to midweek comfort food deals that make winter dining easy and affordable

Winter Drink & Dining Specials in the Hamptons

Amagansett

Rowdy Hall
177 Main St., Amagansett | 631-324-8555

rowdyhall.com

Rowdy Hall winter happy hour at the bar. Photo ourtesy of Rowdy Hall

Happy hour at the bar runs Monday through Friday from 3 to 6 p.m. Enjoy oysters on the half shell for $1.50 each with a half-dozen minimum. Other highlights include clams casino with baguette ($8) and pistachio-crusted halloumi with hot honey ($12).

Fondita — New Weekend Brunch
74 Montauk Highway, Amagansett
lafondita.net

La Fondita in Amagansett is now serving brunch on weekends., Photo by Kelsey Roden

Fondita, the popular Mexican takeout spot, launches weekend brunch starting Saturday, Jan. 17, served Saturdays and Sundays from 11:30 a.m. to 4 p.m. Menu highlights include breakfast burritos, huevos rancheros, chilaquiles en salsa verde, enchiladas, and pambazo con jamón y chorizo.

Rosie’s
195 Main St., Amagansett
rosiesamagansett.com

Rosie’s Wine Down Wednesdays in Amagansett means half price burgers, wine and beer. Photo courtesy of Rosie’s

Celebrate “Wine Down Wednesdays” with half-off wine, beer and burgers. We love the food—and the disco-ball ceiling over the bar.

Bridgehampton

Dopo Il Ponte Bridgehampton
2402 Montauk Highway, Bridgehampton | 631-536-6006

Dopo Il Ponte in Bridgehampton has Wednesday pizza specials. Photo courtesy of Dopo Il Ponte.

Wednesdays are for pizza lovers: wood-fired pies are $22 starting at 5 p.m.; beer is $6 and wine by the glass is $11. On Thursdays, enjoy a two-course prix fixe for $44.

Almond Bar & Restaurant
1 Ocean Road, Bridgehampton | 631-537-5665

almondrestaurant.com

Almond in Bridgehampton is serving a “bottomless mussels and fries” special on Wednesday in the winter. Photo courtesy of Almond

The beloved “corner of the universe” offers two standout winter specials:
• Tuesdays: Burger and beer for $25
• Wednesdays: Bottomless mussels and fries for $25
(Thursdays, margaritas and martinis are $10.) Zut alors!

Elaia Estiatorio
95 School St., Bridgehampton | 631-613-6469
elaiaestiatorio.com

Opa Happy Hour all night at Elaia Estiatorio in Bridghmapton. Photo courtesy of Elaia Estiatorio

This warm, welcoming Greek favorite offers a daily winter special: a three-course dinner from 5 to 6 p.m. for $46. Opa Happy Hour features $12 wine and cocktails, plus oysters and small plates. Thursdays bring steak and lobster ($78) or lobster tagliatelle ($49), plus a complimentary glass of Elaia red or white—and happy hour at the bar all night.

East Hampton

Nick & Toni’s
136 N. Main St., East Hampton | 631-324-3550
nickandtonis.com

Nick & Toni’s winter pasta and pizza specials run Sunday thru Thursday. Photo courtesy of Nick& Toni’s

Comfort food at its finest. Enjoy a two-course pizza and pasta prix fixe, Sunday through Thursday, for $34. Choose an appetizer followed by pizza or pasta, including cacio e pepe or the house-made pasta of the day.

Springs Tavern & Grill
15 Fort Pond Blvd., East Hampton | 631-604-6944
springstavernandgrill.com

Wednesday is Fajita Night at Springs. Photo courtesy of Springs Tavern

Wednesdays are Fajita Night, with options ranging from $25 to $32, available for dine-in or takeout. Happy hour runs daily (bar only) from 4 to 6 p.m., featuring $12 wines and cocktails and light bites such as $1 littleneck clams, shishito peppers, mussels and pot stickers.

East Quogue

Stone Creek Inn
405 Montauk Highway, East Quogue | 631-653-6770
stonecreekinn.com

The Stone Creek Inn in East Quogue offers winter prix fixe dinners on Sundays and Thursdays. Photo courtesy of Stone Creek inn

A top-notch dining destination. On Sundays and Thursdays, enjoy a two-course prix fixe dinner for $45, available all night.

Hampton Bays

Cowfish
258 Montauk Highway, Hampton Bays | 631-594-3868
cowfishrestaurant.com

Thursday special at Cowfish in Hamptons Bays is prime rib night. Photo courtesy of Cowfish

Prime Rib Thursdays are back: a 14-ounce prime rib with loaded baked potato for $44. Happy hour runs Monday through Friday, 3 to 6 p.m. On Wednesdays, purchase two entrées and receive half-price bottles of wine.

Sag Harbor

Bell & Anchor
3253 Noyack Road, Sag Harbor | 631-724-3400

The Tuesday special at Bell & Anchor in Sag Harbor is Chicken Milanese Night. Photo courtesy of Bell & Anchor

Reopening Jan. 20, Bell & Anchor offers rotating winter dinner specials:
• Tuesdays: Chicken Milanese Night ($36)
• Wednesdays: 1½-pound lobster ($65)
• Thursdays: Bouillabaisse Night ($48)
• Sundays: Ramen Night ($30)

Cluckman’s
22 Long Island Ave., Sag Harbor | 631-919-5039
cluckmans.com

Cluckman’s smash burger special in Sag Harbor. Photo courtesy of Cluckman’s

Not fancy—but solid and satisfying. The winter special delivers: smashburger, fries and a milkshake for $20.

Shelter Island

Léon 1909
29 West Neck Road, Shelter Island | 631-749-9123

Leon 1909 in Shelter Island off-season daily three-course dinner specials are back. Photo courtesy of Leon 1909

Possibly the deal of the season. Léon’s off-season La Formule is back: a three-course dinner for $37 from 5 to 6 p.m., daily. Fridays feature festive communal dining and exclusive cocktail specials in the wine room.

Shelter Island Slice
3 N. Ferry Road, Shelter Island | 631-749-9292
shelterislandslice.com

Shelter Island Slice has pizza, heroes, and garlic knots specials. Photo courtesy of Shelter Island Slice

Wednesdays bring two heroes for $25, all day. Thursdays offer a family deal: a cheese pizza, four garlic knots and a house salad for $25. Closed Mondays and Tuesdays.

Southampton

Shippy’s
36 Windmill Lane, Southampton | 631-283-0007
shippys.com

Happy Hour specials at Shippy’s in Southampton include bites like hot pretzels and a Wine Wednesday. Photo courtesy of Shippy’s

Wine Wednesdays feature select bottles for $39. Daily happy hour includes oysters or clams ($10 for six), draft beer ($7), and classic German bites. Lunch prix fixe is $26; dinner prix fixe is $46.

Union Burger Bar
40 Bowden Square, Southampton | 631-377-3323
unionburgerbar.com

Union Burger Bar offers half-price taco specials on Tuesdays and $5 burgers on Wednesdays plus weekday bar special on drinks. Photo courtesy of Union Burger Bar

Weekday bar happy hour runs Monday through Friday, 3 to 6 p.m., with $6 beers, $8 wines and $10 cocktails. Tuesdays feature half-price tacos; Wednesdays bring $5 burgers (in-house only).

Westhampton Beach

Ivy on Main
103 Main St., Westhampton Beach | 631-998-0795
ivywesthamptonbeach.com

The roasted beet salad at Ivy on Main in Westhampton. Thursday night is a two-course prix fixe special. Photo courtesy of Ivy on Main

Thursday night two-course winter prix fixe is $45, with dishes ranging from Thai curry mussels to pork Milanese and cauliflower steak.

Fauna
6 Parlato Drive, Westhampton Beach | 631-288-3500
faunawhb.com

The Scottish Salmon with black truffle cream at Fauna in Westhampton Beach .A weekly winter prix fixe runs Monday thru Thursday. Photo courtesy of Fauna

Fauna’s three-course weekly prix fixe Monday thru Thursday is $45. Happy hour runs Monday through Thursday, 4 to 6 p.m. Artful, savory and consistently excellent.

Montauk

Caps Montauk Harbor
448 W. Lake Drive, Montauk | 631-238-5707
capsmtk.com

Weekend blue plate specials at Cap’s MTK plus weekly winter prix fixe specials. Photo courtesy of Cap’s MTK

Sunday through Thursday, enjoy a three-course prix fixe dinner for $39.95. Daily “Cappy Hour” offers beers from $6 and wine or cocktails from $10. Weekend Blue Plate Specials often run $15.95—check Instagram.

Also happening this winter: [Winter Long Island Restaurant Week Guide Jan.25 – Feb. 1]