Hamptons Chalets

A wooden church with a steeple, surrounded by trees and a clear blue sky.

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Recommended hotels in Hamptons

A white outdoor seating area with a white table and a potted plant.

1. The Bentley Hotel Southampton

Southampton

Frank

HK$1,324 total

includes taxes & fees

6 Oct - 7 Oct

A large, traditional house with multiple chimneys, surrounded by a well-maintained lawn and a sand bunker.

2. Hamlet Inn

Southampton

Thomas

HK$1,361 total

includes taxes & fees

1 Oct - 2 Oct

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

3. Ocean View Terrace Inn

Hampton Bays

Timothy

HK$1,418 total

includes taxes & fees

1 Oct - 2 Oct

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

4. The Hampton Maid

Hampton Bays

SABINA

HK$1,820 total

includes taxes & fees

1 Oct - 2 Oct

A wooden deck with rows of chairs, a railing, and a view of the sea.

5. Ocean Vista Resort

Amagansett

Dan

HK$1,136 total

includes taxes & fees

26 Oct - 27 Oct

A residential property with a covered patio, a gravel driveway, and a fenced yard.

6. The Penny Lane

Hampton Bays

John

HK$1,692 total

includes taxes & fees

22 Oct - 23 Oct

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

7. Southampton Inn

Southampton

Kevin

HK$2,727 total

includes taxes & fees

18 Oct - 19 Oct

8. East Hampton House Resort

East Hampton North

James

HK$1,585 total

includes taxes & fees

28 Oct - 29 Oct

A silver RV with a small porch and two striped lawn chairs.

9. A Room At The Beach

Bridgehampton

"I absolutely loved my stay at **A Room at the Beach** in Bridgehampton. Every detail of the property feels thoughtfully designed, creating an atmosphere that is both elegant and incredibly relaxing. The rooms are stylish, comfortable, and well appointed. They strike the perfect balance between luxury and warmth. What really sets this property apart, though, are the charming grounds. They've created gathering spaces that invite you to pause, read, enjoy a morning coffee, and take in the...

Barbara

HK$2,654 total

includes taxes & fees

4 Oct - 5 Oct

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

10. The Sagaponack

Wainscott

Jane

HK$2,263 total

includes taxes & fees

1 Oct - 2 Oct

A small, single-story house with a porch, surrounded by trees and a grassy yard.

11. Hampton's Vacation Inn

Hampton Bays

Christopher

HK$1,109 total

includes taxes & fees

1 Oct - 2 Oct

A two-story building with a porch, white railings, and a black door with a number.

12. The Maidstone

East Hampton

Steven

HK$2,574 total

includes taxes & fees

19 Oct - 20 Oct

13. Windward Shores Ocean Resort

Napeague

Gaurang J

HK$1,279 total

includes taxes & fees

12 Oct - 13 Oct

A building with a brick facade, a porch with steps, an American flag, and a sign with a ship and text.

14. Sag Harbor Inn

Sag Harbor

Terri

HK$2,232 total

includes taxes & fees

30 Oct - 31 Oct

15. Sea Crest Resort

Amagansett

Kiril

HK$1,659 total

includes taxes & fees

18 Oct - 19 Oct

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

16. Hampton Bays Hotel on Main

Hampton Bays

desirae

HK$1,058 total

includes taxes & fees

4 Oct - 5 Oct

17. Breakers Montauk

Montauk

Christine

HK$1,135 total

includes taxes & fees

1 Oct - 2 Oct

A modern outdoor deck with lounge chairs and a view of the beach.

18. Offshore Montauk

Montauk

Jaime

HK$2,134 total

includes taxes & fees

1 Oct - 2 Oct

A large, historic building with multiple stories and a prominent tower, surrounded by lush greenery and a body of water.

19. Montauk Manor

Montauk

Maria

HK$1,310 total

includes taxes & fees

12 Oct - 13 Oct

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

20. Bridgehampton Inn

Bridgehampton

Leslie

HK$2,680 total

includes taxes & fees

6 Oct - 7 Oct

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Top Hamptons Hotel Reviews

Ocean Vista Resort

10/10 Excellent

"The beach was perfect"

Bayview Resort

10/10 Excellent

"Brian is so accommodating and cannot do enough for his guests! My boyfriend and I found this hidden treasure a year ago and never wanted to leave! It’s set on the bay and is so amazing that there are no words to describe it! It’s so clean and it’s serenity and peace like no other! The pool is so clean and it’s mineral pool, we love taking out the kayaks on gorgeous bay! The property and rooms and so clean and Brian who runs the report is so kind and cannot do enough for everyone! I cannot say enough positive words about our stay on behalf of my boyfriend and I!"

Hamlet Inn

10/10 Excellent

"The hotel location is ideal. About a 2 mile radius from the town center, shopping, attractions and beaches. The room is very comfortable where all necessary amenity items are available. We had a nice closet in the room, a refrigerator and microwave. It would have been nice to have a couple of drawers if we had stayed more than 2 nights. The shower was particularly nice! Coffe, tea, soft drinks along with a wide variety of snacks, cakes and candy bars are available the entire day."

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