Lodging Image

Search Hotels in The Heights, Shelter Island Heights

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

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 ₹14,302
₹16,341 total
includes taxes & fees
19 Nov - 20 Nov
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 ₹17,604
₹20,113 total
includes taxes & fees
9 Nov - 10 Nov
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, (671 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is ₹12,677
₹17,204 total
includes taxes & fees
16 Nov - 17 Nov
The Harbor Front Inn
A two-story house with a balcony, outdoor seating area, and a variety of plants.

4. Zey Hotel

Zey Hotel
3.5 star property
2.7 km from The Heights
9.2 out of 10, Wonderful, (440 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is ₹14,926
₹17,053 total
includes taxes & fees
9 Nov - 10 Nov
Zey Hotel
A beachside outdoor seating area with white Adirondack chairs and a fire pit.

5. 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, (186 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is ₹23,471
₹26,816 total
includes taxes & fees
1 Nov - 2 Nov
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.

6. The Menhaden

The Menhaden
3.5 star property
2.4 km from The Heights
9.6 out of 10, Exceptional, (194 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 ₹31,321
₹39,594 total
includes taxes & fees
8 Nov - 9 Nov
The Menhaden
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, (300 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is ₹20,189
₹25,437 total
includes taxes & fees
8 Nov - 9 Nov
Oyster Estate
A spacious room with wicker furniture, large windows, and a view of the sea.

8. Sound View Greenport

Sound View Greenport
4.0 star property
3.8 km from The Heights
8.4 out of 10, Very good, (762 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is ₹14,523
₹19,314 total
includes taxes & fees
15 Nov - 16 Nov
Sound View Greenport
A modern interior with a central water feature, shelves with products, and a clothing rack.

9. 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 ₹23,884
₹31,095 total
includes taxes & fees
1 Nov - 2 Nov
American Beech Hotel
A balcony with a view of the ocean, a lawn, and a house in the background.

10. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
3.5 km from The Heights
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is ₹16,100
₹28,963 total
includes taxes & fees
12 Nov - 13 Nov
Cliffside Resort Condominiums
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

11. 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 ₹15,693
₹20,310 total
includes taxes & fees
10 Nov - 11 Nov
The Shoals Suites and Slips
A modern house with a deck, outdoor seating, and a fire pit.

12. North Fork Resort

North Fork Resort
3.0 star property
3.4 km from The Heights
9.6 out of 10, Exceptional, (71 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is ₹29,577
₹33,792 total
includes taxes & fees
8 Nov - 9 Nov
North Fork Resort
Front of property – evening/night

13. Shelter Island House

Shelter Island House
3.5 star property
0.9 km from The Heights
8.4 out of 10, Very good, (66 reviews)
"What a beautiful hotel , clean , quiet , charming . We had a dip in the pool and enjoyed the coffee before we took ferry to sag harbor . The staff was amazing and very helpful throughout our stay. Highly recommended!"
United States
Kate
The price is ₹24,641
₹28,152 total
includes taxes & fees
31 Oct - 1 Nov
Shelter Island House
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

14. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
10 km from The Heights
9.4 out of 10, Exceptional, (681 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is ₹20,855
₹23,827 total
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.

15. 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 ₹30,434
₹38,248 total
includes taxes & fees
16 Nov - 17 Nov
Faraway Sag Harbor
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

16. 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 ₹55,992
₹64,305 total
includes taxes & fees
6 Nov - 7 Nov
Topping Rose House
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, (1,013 reviews)
"Beautiful setting, good food, friendly staff. Will definitely stay again"
United States
cynthia
The price is ₹16,996
₹21,188 total
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

18. 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 ₹16,825
₹23,032 total
includes taxes & fees
30 Nov - 1 Dec
The Sagaponack
Living area

19. 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 ₹13,766
₹18,317 total
includes taxes & fees
5 Nov - 6 Nov
East Hampton House Resort
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

20. A Room At The Beach

A Room At The Beach
3.0 star property
16.5 km from The Heights
9.2 out of 10, Wonderful, (104 reviews)
"We loved this place! Gorgeous, well-appointed, clean, charming, staff friendly and helpful."
United States
Annabel
The price is ₹28,198
₹32,215 total
includes taxes & fees
1 Nov - 2 Nov
A Room At The Beach
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
671 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
186 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
440 reviews
View

Where to stay in The Heights

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

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Top The Heights Hotel Reviews

Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Perfect experience all around. But very noisy at 8 am - maintenance trucks, etc too loud. Would be better if they started at 9 am. A little jarring to hear the noise right outside rooms so early"
Mary Ann 1-night trip
Posted 7 hours ago
Faraway Sag Harbor

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 neighbourhood has to offer. Make sure that you visit 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 traveller 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 can I expect to 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 accommodation options in The Heights.
If I need to cancel my hotel reservation in The Heights, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to review the top deals on offer in The Heights.
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.