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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15

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Our top choices for The Heights hotels

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

1. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (75 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is NT$5,897
NT$6,737 total
includes taxes & fees
Nov 19 - Nov 20
The Chequit
A serene landscape with a calm body of water reflecting trees with autumn foliage.

2. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is NT$6,026
NT$6,885 total
includes taxes & fees
Nov 9 - Nov 10
House on Chase Creek
The entrance to The Harbor Front Inn with a double door and the address number 209.

3. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
2.4 km from The Heights
9.0 out of 10, Wonderful, (673 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is NT$4,487
NT$6,057 total
includes taxes & fees
Nov 16 - Nov 17
The Harbor Front Inn
A beachside outdoor seating area with white Adirondack chairs and a fire pit.

4. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
2.3 km from The Heights
10.0 out of 10, Exceptional, (187 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is NT$8,150
NT$9,311 total
includes taxes & fees
Dec 1 - Dec 2
Silver Sands Motel & Beach Bungalows
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

5. The Menhaden

The Menhaden
3.5 star property
2.4 km from The Heights
9.6 out of 10, Exceptional, (195 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
The price is NT$9,004
NT$11,591 total
includes taxes & fees
Dec 1 - Dec 2
The Menhaden
A two-story house with a balcony, outdoor seating area, and a variety of plants.

6. Zey Hotel

Zey Hotel
3.5 star property
2.7 km from The Heights
9.2 out of 10, Wonderful, (441 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is NT$5,281
NT$6,033 total
includes taxes & fees
Nov 2 - Nov 3
Zey Hotel
A cozy interior with a bar area, seating, and a fireplace.

7. Oyster Estate

Oyster Estate
4.0 star property
2.5 km from The Heights
9.2 out of 10, Wonderful, (301 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is NT$6,911
NT$8,707 total
includes taxes & fees
Nov 8 - Nov 9
Oyster Estate
A modern interior with a central water feature, shelves with products, and a clothing rack.

8. American Beech Hotel

American Beech Hotel
3.5 star property
2.6 km from The Heights
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is NT$8,176
NT$10,644 total
includes taxes & fees
Nov 2 - Nov 3
American Beech Hotel
A spacious room with wicker furniture, large windows, and a view of the sea.

9. Sound View Greenport

Sound View Greenport
4.0 star property
3.8 km from The Heights
8.4 out of 10, Very good, (763 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is NT$4,970
NT$6,609 total
includes taxes & fees
Nov 15 - Nov 16
Sound View Greenport
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

10. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
4 km from The Heights
9.4 out of 10, Exceptional, (349 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is NT$5,171
NT$6,723 total
includes taxes & fees
Nov 2 - Nov 3
The Shoals Suites and Slips
A modern house with a deck, outdoor seating, and a fire pit.

11. North Fork Resort

North Fork Resort
3.0 star property
3.4 km from The Heights
9.6 out of 10, Exceptional, (72 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is NT$10,474
NT$11,966 total
includes taxes & fees
Nov 2 - Nov 3
North Fork Resort
A balcony with a view of the ocean, a lawn, and a house in the background.

12. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
3.5 km from The Heights
9.0 out of 10, Wonderful, (298 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is NT$5,510
NT$9,911 total
includes taxes & fees
Nov 12 - Nov 13
Cliffside Resort Condominiums
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

13. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
10 km from The Heights
9.4 out of 10, Exceptional, (683 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is NT$7,139
NT$8,156 total
includes taxes & fees
Nov 2 - Nov 3
Sag Harbor Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.

14. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
10.1 km from The Heights
9.0 out of 10, Wonderful, (320 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is NT$10,415
NT$13,089 total
includes taxes & fees
Nov 16 - Nov 17
Faraway Sag Harbor
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

15. Topping Rose House

Topping Rose House
4.5 star property
16.5 km from The Heights
9.0 out of 10, Wonderful, (164 reviews)
"Incredible stay. Going back in the fall"
United States
Adam
The price is NT$20,390
NT$23,410 total
includes taxes & fees
Nov 3 - Nov 4
Topping Rose House
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

16. The Sagaponack

The Sagaponack
3.0 star property
17.1 km from The Heights
8.8 out of 10, Excellent, (295 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is NT$7,235
NT$9,570 total
includes taxes & fees
Nov 30 - Dec 1
The Sagaponack
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

17. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
23.3 km from The Heights
8.8 out of 10, Excellent, (1,001 reviews)
"Beautiful setting, good food, friendly staff. Will definitely stay again"
United States
cynthia
The price is NT$5,838
NT$7,277 total
includes taxes & fees
Nov 10 - Nov 11
Water's Edge Resort & Spa
Living area

18. East Hampton House Resort

East Hampton House Resort
3.0 star property
20.1 km from The Heights
9.0 out of 10, Wonderful, (351 reviews)
"the place is great. the location was excellent for the film festival. The room itself was very roomy clean cute little balcony. I will book it again for the festival."
United States
Tina
The price is NT$4,574
NT$6,112 total
includes taxes & fees
Nov 2 - Nov 3
East Hampton House Resort
Restaurant

19. Southampton Inn

Southampton Inn
3.0 star property
22 km from The Heights
8.6 out of 10, Excellent, (601 reviews)
"First time staying there, loved it. Great location, shuttle to beach, good times!"
United States
Kevin
The price is NT$6,520
NT$7,980 total
includes taxes & fees
Nov 2 - Nov 3
Southampton Inn
A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.

20. Bridgehampton Inn

Bridgehampton Inn
3.5 star property
16.7 km from The Heights
9.4 out of 10, Exceptional, (232 reviews)
"Wonderful staff - excellent food and service"
United States
Cori
The price is NT$9,747
NT$11,136 total
includes taxes & fees
Nov 2 - Nov 3
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.
View all properties

Compare popular hotels in The Heights

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.
The Chequit
3.0 star property
9.0
Wonderful
75 reviews
View
A serene landscape with a calm body of water reflecting trees with autumn foliage.
House on Chase Creek
2.5 star property
9.4
Exceptional
87 reviews
View
The entrance to The Harbor Front Inn with a double door and the address number 209.
The Harbor Front Inn
3.5 star property
9.0
Wonderful
673 reviews
View
A two-story house with a balcony, outdoor seating area, and a variety of plants.
Zey Hotel
3.5 star property
9.2
Wonderful
441 reviews
View
A beachside outdoor seating area with white Adirondack chairs and a fire pit.
Silver Sands Motel & Beach Bungalows
4.0 star property
10.0
Exceptional
187 reviews
View

Where to stay in The Heights

Find the best The Heights areas and neighborhoods for the activities you enjoy most.
A calm lake with reflections of clouds, surrounded by trees and a distant structure.

Hay Beach

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

Top The Heights Hotel Reviews

Sag Harbor Inn

Sag Harbor Inn

10/10 Excellent
"Everything was great!"
Aishe 1-night trip
Posted less than an hour ago
Sag Harbor Inn

Frequently asked questions

What is The Heights like?
Guests are sure to enjoy their time checking out all that Shelter Island Heights's The Heights neighborhood has to offer. Be sure to check out Sunset Beach and Shelter Island Country Club as part of your The Heights travel plans.
Where is the best place to stay in The Heights?
Based on our traveler data, The Chequit is one of the top choices for your stay in The Heights. This hotel offers a restaurant and free parking.
How many hotels will I find in the The Heights area?
If you're searching for places to stay in Shelter Island Heights, choose from one of Expedia's 12 hotels and other accommodations in The Heights.
If I need to cancel my hotel reservation in The Heights, will I receive a refund?
Yes, most hotel bookings are fully refundable if cancelled prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best options available in The Heights.
Where can I learn more about changing or cancelling my trip to The Heights?
To find more details about picking new dates or cancelling your trip to The Heights, click here.
What are the top things to see and do in The Heights?
A few attractions you might want to check out while you're in The Heights are Sunset Beach and Shelter Island Country Club. While you're out sightseeing, Sylvester Manor and Crescent Beach are a couple of additional sights to visit in Shelter Island Heights.

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