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Check prices for these dates

This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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Our top choices for The Heights hotels

An outdoor patio area with string lights, tables, chairs, and a fire pit.

1. The Chequit

The Chequit
3.0 star property
The Heights
9.2 out of 10, Wonderful, (68 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is Rp3.238.653
Rp3.700.161 total
includes taxes & fees
15 Nov - 16 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 Rp3.308.994
Rp3.780.480 total
includes taxes & fees
2 Nov - 3 Nov
House on Chase Creek
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

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, (666 reviews)
"Great hotel with friendly staff, clean and comfortable rooms, and excellent service — I really enjoyed my stay!"
United States
Antrii
The price is Rp3.204.100
Rp4.171.909 total
includes taxes & fees
9 Nov - 10 Nov
The Harbor Front Inn
A lakeside patio with outdoor seating and a view of the water.

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, (177 reviews)
"This is a great place that brings you back to a special time. Staff were exceptionally friendly and helpful. Made us feel like we were family - highly recommend."
United States
Keith
The price is Rp5.012.840
Rp5.727.170 total
includes taxes & fees
1 Nov - 2 Nov
Silver Sands Motel & Beach Bungalows
A two-story house with a balcony, outdoor seating area, and a variety of plants.

5. Zey Hotel

Zey Hotel
3.5 star property
2.7 km from The Heights
9.2 out of 10, Wonderful, (429 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is Rp3.262.275
Rp3.727.150 total
includes taxes & fees
20 Oct - 21 Oct
Zey Hotel
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, (192 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 Rp6.185.666
Rp7.783.329 total
includes taxes & fees
15 Nov - 16 Nov
The Menhaden
A spacious room with wicker furniture, large windows, and a view of the sea.

7. Sound View Greenport

Sound View Greenport
4.0 star property
3.8 km from The Heights
8.4 out of 10, Very good, (757 reviews)
"Great one night stay."
United States
Irene
The price is Rp3.432.542
Rp4.432.989 total
includes taxes & fees
1 Nov - 2 Nov
Sound View Greenport
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.

8. 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 Rp4.027.500
Rp5.074.516 total
includes taxes & fees
25 Oct - 26 Oct
Oyster Estate
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

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 Rp4.489.320
Rp5.844.887 total
includes taxes & fees
19 Oct - 20 Oct
American Beech Hotel
Terrace/patio

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 Rp3.025.965
Rp5.443.407 total
includes taxes & fees
12 Nov - 13 Nov
Cliffside Resort Condominiums
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, (65 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is Rp4.881.330
Rp5.576.920 total
includes taxes & fees
25 Oct - 26 Oct
North Fork Resort
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

12. 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, (345 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is Rp3.320.827
Rp4.241.620 total
includes taxes & fees
1 Nov - 2 Nov
The Shoals Suites and Slips
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)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is Rp3.602.375
Rp4.115.568 total
includes taxes & fees
18 Oct - 19 Oct
Shelter Island House
A waterfront property with a large house, multiple boats docked, and lush greenery.

14. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
10 km from The Heights
9.4 out of 10, Exceptional, (679 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is Rp3.920.100
Rp4.478.715 total
includes taxes & fees
9 Nov - 10 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, (315 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is Rp6.767.334
Rp8.504.910 total
includes taxes & fees
8 Nov - 9 Nov
Faraway Sag Harbor
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

16. 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, (1,004 reviews)
"Beautiful place. Staff were very helpful and polite."
United States
Deborah
The price is Rp3.194.253
Rp3.982.164 total
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

17. 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 Rp11.196.450
Rp12.854.595 total
includes taxes & fees
25 Oct - 26 Oct
Topping Rose House
A marina with boats docked, a fire pit table, and outdoor seating.

18. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (1,000 reviews)
"Location was amazing and restaurant was great"
United States
Jenny
The price is Rp4.994.937
Rp6.370.783 total
includes taxes & fees
3 Nov - 4 Nov
Saybrook Point Resort & Marina
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

19. 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, (103 reviews)
"Best place I’ve stayed in a while. Incredibly quiet and serene, an amazing sauna, door in the shower for indoor/outdoor space, and beautiful property. The staff were so kind. I left another place to stay here hoping for a better nights sleep and some rest and they delivered above and beyond. I’d definitely come back!"
United States
Samantha
The price is Rp5.300.190
Rp6.055.391 total
includes taxes & fees
25 Oct - 26 Oct
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.

20. The Sagaponack

The Sagaponack
3.0 star property
17.1 km from The Heights
8.8 out of 10, Excellent, (291 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is Rp3.593.490
Rp4.821.460 total
includes taxes & fees
15 Nov - 16 Nov
The Sagaponack
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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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

Zey Hotel

Zey Hotel

10/10 Excellent
"The staff particularly James were over the top accommodating!!"
William 2-night trip
Posted 9 hours ago
Zey Hotel

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.