A welcome sign for the village of Southampton, established in 1640, with a cyclist on the road.

3 Star Hotels in Southampton

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3 Star Hotels in Southampton

A well-maintained garden with a central pathway leading to a house.

A snow-covered pathway leading to a building with a porch.

1. Southampton Inn

Southampton

$200

$245 total

includes taxes & fees

Nov 1 - Nov 2

A staircase with a white railing, a white chandelier, and framed artwork on the walls.

Two wine bottles with labels on a counter.

A dining area with tables set for guests, a fireplace, and large colorful paintings on the walls.

A covered outdoor seating area with white canopies and brown furniture.

2. Harpoon House

Southampton

$300

$343 total

includes taxes & fees

Oct 19 - Oct 20

A conservatory with a sofa, chairs, a small table, and a view of houses.

A sunlit room with a glass ceiling, a sofa, chairs, a table, and a view of the outside.

A beach with waves crashing onto the shore.

A bedroom with a bed, two bedside tables, a window with curtains, a wall-mounted lamp, and a framed picture.

3. The Penny Lane

Hampton Bays

$161

$184 total

includes taxes & fees

Oct 30 - Oct 31

A marina with boats docked, a globe sculpture, wicker furniture, and a bottle of wine on a table.

A dining area with wooden paneling, a patterned floor, and a view of outdoor seating through large windows.

A marina with boats docked, a fire feature, and outdoor seating with a bottle and glasses.

A modern bar area with a long counter, multiple seating options, and a variety of bottles and glasses on shelves.

4. Hyatt Place Long Island East End

Riverhead

$127

$145 total

includes taxes & fees

Nov 3 - Nov 4

A waterfront property with a large house, multiple boats docked, and lush greenery.

A hotel lobby with a sofa, chairs, tables, and a large window.

A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

5. Sag Harbor Inn

Sag Harbor

$219

$250 total

includes taxes & fees

Nov 1 - Nov 2

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

A wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.

A room with a large bay window, a chandelier, and wall sconces.

A wooden building with a white window and a balcony.

6. The Sagaponack

Wainscott

$194

$262 total

includes taxes & fees

Oct 28 - Oct 29

An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.

A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.

A bathtub surrounded by candles and flower petals.

7. A Room At The Beach

Bridgehampton

$296

$338 total

includes taxes & fees

Oct 18 - Oct 19

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

A child playing with a colorful kite in a grassy field.

A swimming pool with a wooden deck, lounge chairs, and a fence.

A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

8. The Harbor Front Inn

Greenport

$179

$233 total

includes taxes & fees

Nov 2 - Nov 3

A dining area with a fireplace, bookshelves, and a view of the bar area.

A two-story building with a brick pathway leading to the entrance.

A room with two armchairs, a small table with a vase of flowers, and a patterned rug.

A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.

9. Bridgehampton Inn

Bridgehampton

$299

$342 total

includes taxes & fees

Oct 19 - Oct 20

A patio area with wicker furniture, a stone fire pit, and candles.

A modern bar area with a long counter, bar stools, and a television mounted above.

A modern hotel with a covered entrance, large windows, and a well-maintained garden.

A store with a 'The Shop' sign, a chilled beverage section, snacks, and a wine display.

10. Hilton Garden Inn Riverhead

Riverhead

$130

$149 total

includes taxes & fees

Oct 25 - Oct 26

An outdoor patio with wicker furniture, a fire pit, string lights, and potted plants.

A modern bar area with a round glass table, leather chairs, and a bar counter with stools.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

A kitchen with a tiled backsplash, a stainless steel sink, and modern cabinetry.

11. Residence Inn by Marriott New York Long Island East End

Riverhead

$135

$154 total

includes taxes & fees

Oct 25 - Oct 26

An outdoor dining area with brick walls, tables, and chairs.

A restaurant with multiple tables and booths, large windows, and a modern ceiling design.

A bar area with multiple screens displaying content, a variety of bottles on shelves, and several bar stools.

A hotel reception desk with a mosaic wall and a sign indicating 'hotel INDIGO' and 'IHG ONE REWARDS'.

12. Hotel Indigo Long Island - East End by IHG

Riverhead

$151

$173 total

includes taxes & fees

Nov 4 - Nov 5

13. East Hampton House Resort

East Hampton North

$159

$209 total

includes taxes & fees

Nov 2 - Nov 3

A two-story house with a balcony, outdoor seating area, and a variety of plants.

A bathroom with a bathtub, green tiled walls, and windows with white blinds.

A restaurant with a signboard listing its hours of operation.

A bar area with stools, a shelf with glasses, and decorative plants.

14. Zey Hotel

Greenport

$203

$231 total

includes taxes & fees

Oct 20 - Oct 21

An outdoor patio area with string lights, tables, chairs, and a fire pit.

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

A large, white building with multiple windows and a prominent tree in the foreground.

A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.

15. The Chequit

The Heights

$179

$205 total

includes taxes & fees

Nov 1 - Nov 2

A dining area with a wooden table, chairs, and a view of greenery through large windows.

A two-story house with a front porch, a pathway leading to the entrance, and a well-maintained lawn.

A bedroom with a bed, a nightstand, a lamp, and two framed pictures on the wall.

A living room with a fireplace, a ceiling fan, and a bookshelf.

16. Carole's Place B & B

East Quogue

$170

$194 total

includes taxes & fees

Oct 22 - Oct 23

A reception area with a marble counter, wooden walls, and a large vertical sign for The Preston House & Hotel.

A lobby with yellow upholstered chairs, a round wooden table, and a large abstract painting on the wall.

A two-story house with a front porch, a staircase, and a large glass window on the upper floor.

A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

17. The Preston House & Hotel

Riverhead

$254

$290 total

includes taxes & fees

Nov 2 - Nov 3

18. Shelter Island House

Shelter Island Heights

$201

$230 total

includes taxes & fees

Oct 18 - Oct 19

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.

A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.

A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.

19. The Shoals Suites and Slips

Southold

$206

$260 total

includes taxes & fees

Nov 1 - Nov 2

A couple in a hot tub with towels and candles, surrounded by mosaic tiles and a plate of food.

A spacious hotel lobby with multiple levels, a central chandelier, and a staircase leading to the upper floor.

An outdoor dining area with tables set for a meal, large windows, and a ceiling fan.

A spa and salon interior with wooden flooring, beige sofas, and a Buddha statue.

20. The Inn And Spa At East Wind

Calverton

$151

$173 total

includes taxes & fees

Nov 2 - Nov 3

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Top landmarks in Southampton

A beach with sand dunes and a person walking along the shore.

Cooper's Beach

9.2/10 (171 reviews)

If want to top up your tan, you might want to head out to Cooper's Beach, located 1.7 mi (2.7 km) from central Village of Southampton. If you want to continue walking by the waves, head to Ponquogue Beach, Meschutt Beach, and The Hamptons Beaches.

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A red house and a wooden shop with a sign reading "The Carpenter's Shop".

Southampton Historical Museum

8.6/10 (13 reviews)

The center of Village of Southampton is home to cultural attractions like Southampton Historical Museum, so you might want to stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Village of Southampton has to offer, head to Southampton Arts Center, Southampton Cultural Center, and Cooper's Beach.

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A man carrying a woman in front of a pool with two American flags, surrounded by greenery and a monument.

Southampton Cultural Center

8.2/10 (11 reviews)

Southampton Cultural Center is in the heart of Village of Southampton, so why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you have fun at Southampton Cultural Center, you'll love Southampton Arts Center, just a short walk away.

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A historical homestead with a wooden exterior, a brick chimney, and a signboard detailing its history.

Halsey House

7.6/10 (7 reviews)

If you're planning a bit of sightseeing during your trip, head to Halsey House— just one of the landmarks located 0.5 mi (0.8 km) from central Village of Southampton. Why not take a stroll along the beaches and watch the sunset while you're here?

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Shinnecock Hills Golf Course

8.6/10 (14 reviews)

You might want to play some rounds at Shinnecock Hills Golf Course, located 1.5 mi (2.5 km) from central Tuckahoe. Why not take a stroll along the beaches and watch the sunset while you're here? If Shinnecock Hills Golf Course doesn't quite scratch your golfing itch, Sebonack Golf Course, and National Golf Club are also nearby.

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Southampton Arts Center

8.8/10 (30 reviews)

Southampton Arts Center is in the heart of Village of Southampton, so why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you have fun at Southampton Arts Center, you'll love Southampton Cultural Center, just a short walk away.

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North Main Street Historic District

9.4/10 (12 reviews)

You might want to get your camera out and head to North Main Street Historic District— just one of the landmarks located 0.7 mi (1.2 km) from central Village of Southampton.

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Sebonack Golf Course

You might want to practice your swing at Sebonack Golf Course, a golf course located 1.9 mi (3.1 km) from central Tuckahoe. If Sebonack Golf Course doesn't quite scratch your golfing itch, Shinnecock Hills Golf Course, and National Golf Club are also nearby.

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