2 Star Hotels in East Hampton

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2 Star Hotels in East Hampton

A sandy beach with footprints leading to the water, a grassy dune on the left, and a cloudy sky.

A large indoor swimming pool with multiple lanes, safety signs, and a tiled wall with hexagonal patterns.

A coastal pathway with a wooden bridge leading to a green sports court.

A wooden deck with Adirondack chairs and tables, overlooking a scenic landscape.

1. Ocean Vista Resort

Amagansett

$161

$183 total

includes taxes & fees

Oct 21 - Oct 22

A bedroom with a bed, a nightstand, a lamp, artwork on the wall, and a window with curtains.

2. Sea Crest Resort

Amagansett

$199

$249 total

includes taxes & fees

Oct 26 - Oct 27

3. Sun N Sound

Culloden Shores

$140

$176 total

includes taxes & fees

Nov 1 - Nov 2

4. A Wave Inn

Downtown Montauk

$93

$185 total

includes taxes & fees

Oct 18 - Oct 19

A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.

A modern living room with a flat-screen TV, a dining area with a round table and chairs, a sofa with cushions, and a small side table with a lamp.

A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

5. The Bentley Hotel Southampton

Southampton

$143

$163 total

includes taxes & fees

Oct 28 - Oct 29

An outdoor swimming pool area with lounge chairs and a covered seating area.

A bedroom with a bed, bedside tables, a dresser, a ceiling fan, and a framed picture on the wall.

A spacious living room with a dark wooden coffee table, a grey sofa, and a patterned rug.

A building with a sign reading "FARMERS MARKET".

6. Kenny's Tipperary Inn

Culloden Shores

$129

$153 total

includes taxes & fees

Oct 13 - Oct 14

A wooden deck with green cushioned chairs overlooking the ocean.

A wooden deck with lounge chairs facing the ocean.

A beachfront property with a multi-level structure, including a balcony and a staircase leading to the beach.

7. Ocean Surf Resort

Downtown Montauk

$109

$168 total

includes taxes & fees

Oct 18 - Oct 19

A serene landscape with a calm body of water reflecting trees with autumn foliage.

A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.

A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.

A sign for 'House on Chase Creek' with a duck illustration.

8. House on Chase Creek

The Heights

$185

$211 total

includes taxes & fees

Nov 2 - Nov 3

A brick house with a covered porch, a chimney, and a well-maintained lawn.

A two-story house with a covered patio and a small garden area.

A modern kitchen with a marble countertop, a coffee maker, and a fruit tray.

A small brick house with a chimney, surrounded by a well-maintained lawn and trees.

9. The Reform Club

Amagansett North

$782

$965 total

includes taxes & fees

Nov 2 - Nov 3

A modern house with a large open doorway leading to a bedroom with a bed and a window.

A row of wooden lounge chairs with white umbrellas, aligned along a poolside area with a hedge and a building in the background.

A person performing a handstand on a sandy beach with a wooden fence in the background.

A cozy living room with a fireplace, a sofa, a coffee table, and two chairs.

10. Daunt's Albatross Motel

Downtown Montauk

$211

$241 total

includes taxes & fees

Oct 12 - Oct 13

A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

A hotel room with a bed, bedside tables, a desk with a chair, and a window with a view of greenery.

A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.

11. The Atlantic Hotel

Southampton

$107

$147 total

includes taxes & fees

Oct 28 - Oct 29

An outdoor seating area with Adirondack chairs and a table, surrounded by American flags and flowers, with a view of houses and a body of water in the background.

A window with a view of a building and trees, a small table with a lamp, and a curtain partially covering the window.

A house with a dark blue exterior, a white porch railing, and a red door.

A bedroom with a bed, a desk, a chair, a window with a view of trees and a body of water.

12. Ocean View Terrace Inn

Hampton Bays

$132

$209 total

includes taxes & fees

Oct 12 - Oct 13

A room with a bed, a table with chairs, a window with a view of the ocean, and a door leading to an outdoor area.

A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a dishwasher. There is a round table with chairs and a vase with flowers. The room has a large sliding glass door leading to a balcony with a view of the ocean.

A beach with a chair and a basket on the sand, a clear blue sky, and the ocean in the background.

A pool area with lounge chairs and umbrellas, a view of the ocean, and a building with balconies.

13. Hartmans' Briney Breezes Beach Resort

Montauk

$306

$350 total

includes taxes & fees

Nov 8 - Nov 9

A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.

A breakfast bar with cereal, coffee, and fresh milk.

A bedroom with a bed, a door, and a framed picture on the wall.

A white closet with shelves, a robe hanging on a wooden hanger, and a pair of black straps on a rack.

14. Shorewood Inn

Riverhead

$114

$130 total

includes taxes & fees

Oct 12 - Oct 13

A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.

A bedroom with a large bed, a chandelier, and multiple windows.

A beach with sand and sparse vegetation.

A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.

15. The Hampton Maid

Hampton Bays

$212

$242 total

includes taxes & fees

Oct 13 - Oct 14

A modern hotel room with a large bed, a framed picture on the wall, and a wooden floor.

A spacious room with wooden flooring, a bar area with stools, and large windows allowing natural light.

A two-story building with a sign reading "Squiretown Rd" and a storefront with a sign that says "B&B."

A spacious bar area with a long counter and multiple stools, a brick wall with a mural, and exposed pipes on the ceiling.

16. Hampton Bays Hotel on Main

Hampton Bays

$118

$135 total

includes taxes & fees

Oct 15 - Oct 16

A bedroom with a bed, bedside table, lamp, and a view of the outdoors through a window.

A living room with a wooden entertainment center, a sofa, a coffee table, and a lamp.

A living room area with a sofa, a dining table, and a separate queen bedroom.

A covered patio area with outdoor seating, a potted plant, and a well-maintained lawn.

17. Southampton Long Island Hotel

Southampton

$159

$190 total

includes taxes & fees

Oct 12 - Oct 13

An aerial view of a marina with boats, a swimming pool, and a building with a parking lot.

A hotel with a swimming pool surrounded by lounge chairs and umbrellas, a covered deck, and a parking lot with cars.

A covered outdoor deck with a round table and chairs, a white fence, and a view of trees and a building.

A tennis court with a net, surrounded by trees and a fence.

18. Harborside Motel

Culloden Shores

$195

$223 total

includes taxes & fees

Oct 12 - Oct 13

A garden with a wooden bench, a playground, and a house in the background.

A dining area with wicker chairs, a glass table, and a flat-screen TV mounted on the wall.

A swimming pool with a child on a pink and white inflatable float.

A stone fireplace with a built-in bench, a window with a view of trees, and a stone floor.

19. Hampton's Vacation Inn

Hampton Bays

$165

$189 total

includes taxes & fees

Oct 12 - Oct 13

A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.

A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.

A beach scene with a sunset, calm sea, and a few people fishing.

A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.

20. Hamlet Inn

Southampton

$199

$257 total

includes taxes & fees

Nov 10 - Nov 11

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Top neighborhoods in East Hampton

A lighthouse on a rocky shore with a clear sky and calm sea.

A traditional wooden windmill with four sails, surrounded by lush greenery and trees.

Clearwater Beach

Clearwater Beach dazzles with miles of powdery white sand that feels like walking on sugar. Pier 60 hosts nightly sunset celebrations where street performers and local artists create a carnival-like atmosphere. The beachfront buzzes with volleyball games and water sports while the nearby marine aquarium lets you get up-close with rescued sea turtles and dolphins. Gulf seafood dominates the restaurant scene, from casual beach bars to fancy oceanview spots with tropical cocktails. Most hotels offer dreamy views and easy beach access, though prices climb during winter's peak season. The beach area is super walkable, with trolleys connecting major attractions when your flip-flops need a break.

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A windmill with a flag, surrounded by a cemetery with headstones.

A windmill surrounded by a cemetery with numerous headstones.

A windmill with two large sails against a clear blue sky.

A sign for Old Hook Mill Open from July to August, open Monday to Saturday from 10 A.M. to 4 P.M., and Sunday from 2 P.M. to 4 P.M.

North Main Street Historic District

North Main Street Historic District captures East Hampton's colonial charm with beautifully preserved 18th and 19th-century buildings. Stroll tree-lined streets past weathered cedar shingles and white picket fences that tell stories of the Hamptons' rich heritage. Visit the Osborn-Jackson House Museum or find serenity at East Hampton Village Nature Trail and Wildlife Sanctuary just steps away. The area offers upscale farm-to-table dining featuring fresh seafood and local produce. Historic bed & breakfasts and boutique inns provide charming accommodations with premium amenities. Though limited public transit exists, the district is perfectly walkable, with Atlantic beaches just a short drive away.

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A lighthouse, a brick building, and a white tower against a clear blue sky.

A coastal landscape with a lighthouse, grassy dunes, and a rocky shoreline.

A traditional windmill with a wooden fence in the foreground.

A windmill, a church, and a road with cars.

A bakery display with various breads and pastries, some wrapped with American flags.

East Hampton North

Located on a picturesque peninsula, East Hampton boasts eight state parks and 70 miles of shoreline, perfect for nature lovers and beach enthusiasts. Explore charming hamlets like Montauk and Amagansett for a true Long Island experience.

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Pantigo Road Historic District

Village of East Hampton's Pantigo Road Historic District neighborhood offers attractions including East Hampton Village Nature Trail and Wildlife Sanctuary.

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A candy store with colorful decorations and various candies on display.

Egypt Lane Historic District

Village of East Hampton's Egypt Lane Historic District neighborhood has a host of places to visit such as Guild Hall and East Hampton Village Nature Trail and Wildlife Sanctuary.

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Top landmarks in East Hampton

A beach with a wooden fence, a lifeguard stand, a bench, and a building labeled "Main Beach".

East Hampton Main Beach

9.2/10 (146 reviews)

If being by the water is a major draw, East Hampton Main Beach is a spot you might want to check out, located 0.7 mi (1.1 km) from central Village of East Hampton. Enjoy the sunset by the shore at Indian Wells Beach, Atlantic Avenue Beach, and Amagansett Beach.

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A person holding a framed painting on a floor covered with paint splatters.

Pollock-Krasner House and Study Center

10.0/10 (4 reviews)

If seeing the sights is on your list of things to do, head to Pollock-Krasner House and Study Center— just one of the landmarks located 0.5 mi (0.9 km) from central Springs. Why not take a stroll along the beaches and watch the sunset while you're here?

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Home Sweet Home Museum

Home Sweet Home Museum is 0.8 mi (1.3 km) from central Village of East Hampton, 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 want to experience more of the culture Village of East Hampton has to offer, head to Guild Hall, The Jewish Center of the Hamptons, and East Hampton Main Beach.

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A large rust-colored sculpture resembling a face in a garden with green grass, trees, and pink flowers.

LongHouse Reserve

9.4/10 (13 reviews)

Travelers might want a tour of LongHouse Reserve, just one of the places to visit, and located 2.2 mi (3.6 km) from central Northwest Harbor. Why not take a stroll along the beaches and watch the sunset while you're here?

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Georgica Beach

10.0/10 (4 reviews)

Whether you want to hunt for sand dollars or smell the fresh air, Georgica Beach is a spot you might want to check out, located 1.2 mi (1.9 km) from central Village of East Hampton. Enjoy the sunset by the shore at East Hampton Main Beach, Indian Wells Beach, and The Hamptons Beaches.

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The Jewish Center of the Hamptons

10.0/10 (3 reviews)

If you're interested in local churches, head to The Jewish Center of the Hamptons located 0.5 mi (0.7 km) from central Village of East Hampton. Why not take a stroll along the beaches and watch the sunset while you're here?

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Guild Hall

9.4/10 (22 reviews)

Why not give yourself a treat with a trip to Guild Hall, one of the family attractions located 0.9 mi (1.5 km) from central Village of East Hampton. Why not take a stroll along the beaches and watch the sunset while you're here? If you have fun at Guild Hall, you'll love East Hampton Village Nature Trail and Wildlife Sanctuary and The Clubhouse Hamptons, both located nearby.

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East Hampton Village Nature Trail and Wildlife Sanctuary

9.6/10 (5 reviews)

If you like quiet time surrounded by flowers and greenery, hang out at East Hampton Village Nature Trail and Wildlife Sanctuary in Pantigo Road Historic District. Want to stretch your legs some more? Head to LongHouse Reserve and Amagansett Square, both nearby.

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