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

Hamptons Chalets

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24
No exact matches found, but these alternatives could be just right

Recommended hotels in Hamptons

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

1. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (591 reviews)
"nice room for the price in season"
United States
Frank
$155 nightly
The price is $177
Oct 7 - Oct 8
Total with taxes and fees
The Bentley Hotel Southampton
A large, traditional house with multiple chimneys, surrounded by a well-maintained lawn and a sand bunker.

2. Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (508 reviews)
"I loved staying here! Great location, great rooms, and the woman who runs it (Denise?) is so incredibly helpful in directing guests to the best beaches, restaurants, least traffic routes, activities. Will stay here many times in the future!"
United States
Thomas
$175 nightly
The price is $197
Oct 1 - Oct 2
Total with taxes and fees
Hamlet Inn
A house with a dark blue exterior, a white porch railing, and a red door.

3. Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.6 out of 10, Excellent, (137 reviews)
"Very friendly and beautiful location in the Hamptons"
United States
Timothy
$176 nightly
The price is $195
Oct 22 - Oct 23
Total with taxes and fees
Ocean View Terrace Inn
A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.

4. The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (792 reviews)
"wonderful hotel."
United States
SABINA
$203 nightly
The price is $232
Oct 1 - Oct 2
Total with taxes and fees
The Hampton Maid
A wooden deck with rows of chairs, a railing, and a view of the sea.

5. Ocean Vista Resort

Ocean Vista Resort
2.5 star property
Amagansett
9.2 out of 10, Wonderful, (237 reviews)
"Awesome location by the beach and friendly staff. Great place to stay for a beach getaway!"
United States
Dan
$127 nightly
The price is $145
Oct 15 - Oct 16
Total with taxes and fees
Ocean Vista Resort
A residential property with a covered patio, a gravel driveway, and a fenced yard.

6. The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (119 reviews)
"Clean and quiet stay"
United States
John
$181 nightly
The price is $207
Oct 22 - Oct 23
Total with taxes and fees
The Penny Lane
A snow-covered pathway leading to a building with a porch.

7. Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (599 reviews)
"First time staying there, loved it. Great location, shuttle to beach, good times!"
United States
Kevin
$304 nightly
The price is $348
Oct 18 - Oct 19
Total with taxes and fees
Southampton Inn
Terrace/patio

8. East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (340 reviews)
"Clean room and Good staff!! 100% recommended!"
United States
James
$177 nightly
The price is $202
Oct 28 - Oct 29
Total with taxes and fees
East Hampton House Resort
A silver RV with a small porch and two striped lawn chairs.

9. A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (102 reviews)
"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...
United States
Barbara
$296 nightly
The price is $338
Oct 4 - Oct 5
Total with taxes and fees
A Room At The Beach
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

10. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (290 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
$252 nightly
The price is $288
Oct 1 - Oct 2
Total with taxes and fees
The Sagaponack
A small, single-story house with a porch, surrounded by trees and a grassy yard.

11. Hampton's Vacation Inn

Hampton's Vacation Inn
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (414 reviews)
"Very peaceful place and very clean. Beautiful pool area as well."
United States
Christopher
$124 nightly
The price is $141
Oct 14 - Oct 15
Total with taxes and fees
Hampton's Vacation Inn
A two-story building with a porch, white railings, and a black door with a number.

12. The Maidstone

The Maidstone
4.0 star property
East Hampton
8.2 out of 10, Very good, (177 reviews)
"Great staff and amenities like restaurant"
United States
Steven
$287 nightly
The price is $328
Oct 19 - Oct 20
Total with taxes and fees
The Maidstone
Terrace/patio

13. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (324 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
$143 nightly
The price is $163
Oct 14 - Oct 15
Total with taxes and fees
Windward Shores Ocean Resort
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 Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (671 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
$249 nightly
The price is $284
Oct 30 - Oct 31
Total with taxes and fees
Sag Harbor Inn
Terrace/patio

15. Sea Crest Resort

Sea Crest Resort
2.5 star property
Amagansett
9.2 out of 10, Wonderful, (582 reviews)
"Great location"
United States
Kiril
$185 nightly
The price is $211
Oct 14 - Oct 15
Total with taxes and fees
Sea Crest Resort
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 Hotel on Main
2.0 star property
Hampton Bays
7.6 out of 10, Good, (118 reviews)
"Amazing"
United States
desirae
$119 nightly
The price is $136
Oct 5 - Oct 6
Total with taxes and fees
Hampton Bays Hotel on Main
Cafe

17. Breakers Montauk

Breakers Montauk
3.0 star property
Montauk
8.6 out of 10, Excellent, (238 reviews)
"Great location"
United States
Christine
$127 nightly
The price is $145
Oct 14 - Oct 15
Total with taxes and fees
Breakers Montauk
A modern outdoor deck with lounge chairs and a view of the beach.

18. Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.2 out of 10, Wonderful, (204 reviews)
"Beautiful hotel, location and amenities. We loved it here and will definitely be back."
United States
Jaime
$221 nightly
The price is $253
Oct 5 - Oct 6
Total with taxes and fees
Offshore Montauk
A large, historic building with multiple stories and a prominent tower, surrounded by lush greenery and a body of water.

19. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,409 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
$146 nightly
The price is $167
Oct 14 - Oct 15
Total with taxes and fees
Montauk Manor
A two-story building with a brick pathway leading to the entrance.

20. Bridgehampton Inn

Bridgehampton Inn
3.5 star property
Bridgehampton
9.4 out of 10, Exceptional, (227 reviews)
"Great place!!!"
United States
Leslie
$299 nightly
The price is $342
Oct 5 - Oct 6
Total with taxes and fees
Bridgehampton Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hamptons Hotel Reviews

Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"The beach was perfect"
Igor 1-night trip
Posted 5 hours ago
Ocean Vista Resort

Find out more about Hamptons

Hamptons Chalets information

Number of reviews
2,784
Accommodation
0 Chalets
Lowest Price
$136
Highest Price
$348

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