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Our top choices for The Heights hotels

1. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (86 reviews)
"Nice owner.. convenient location"
United States
Calvin
The price is Rp4.347.416
Rp4.966.883 total
includes taxes & fees
9 Sept - 10 Sept
House on Chase Creek

2. The Chequit

The Chequit
3.0 star property
The Heights
9.2 out of 10, Wonderful, (52 reviews)
"Everything was great ! Wish we had been there when restaurant was open."
United States
Kathleen
The price is Rp5.175.495
Rp5.913.003 total
includes taxes & fees
8 Sept - 9 Sept
The Chequit

3. Shelter Island House

Shelter Island House
3.5 star property
0.9 km from The Heights
8.4 out of 10, Very good, (64 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 Rp5.595.728
Rp6.393.196 total
includes taxes & fees
31 Aug - 1 Sept
Shelter Island House

4. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
2.4 km from The Heights
8.8 out of 10, Excellent, (641 reviews)
"Overall great stay! People are fantastic!"
United States
John
The price is Rp4.895.426
Rp6.504.060 total
includes taxes & fees
8 Sept - 9 Sept
The Harbor Front Inn

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, (163 reviews)
"This was my first time in the North fork and this hotel was a total surprise It was absolutely wonderful The accommodations the service the food everything was a delight and we cannot wait to come back"
United States
Sol
The price is Rp6.999.795
Rp7.997.310 total
includes taxes & fees
21 Sept - 22 Sept
Silver Sands Motel & Beach Bungalows

6. Oyster Estate

Oyster Estate
4.0 star property
2.5 km from The Heights
9.2 out of 10, Wonderful, (284 reviews)
"Great location, great hotel, great staff! "
United States
Jenny
The price is Rp5.759.397
Rp7.256.553 total
includes taxes & fees
9 Sept - 10 Sept
Oyster Estate

7. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
0.6 km from The Heights
8.2 out of 10, Very good, (46 reviews)
"It was great! The location was perfect, plenty of amenities close by as well. Easy ferry access depending on time of day. Room was very clean. Will be staying again!"
United States
Allie
The price is Rp5.547.069
Rp6.337.637 total
includes taxes & fees
9 Sept - 10 Sept
West Neck Guesthouse

8. The Menhaden

The Menhaden
3.5 star property
2.4 km from The Heights
9.6 out of 10, Exceptional, (189 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is Rp8.717.314
Rp10.668.396 total
includes taxes & fees
26 Aug - 27 Aug
The Menhaden

9. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
2 km from The Heights
9.4 out of 10, Exceptional, (111 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is Rp9.498.305
Rp11.936.986 total
includes taxes & fees
15 Sept - 16 Sept
The Pridwin Hotel

10. Zey Hotel

Zey Hotel
3.5 star property
2.7 km from The Heights
9.2 out of 10, Wonderful, (386 reviews)
"Very excellent boutique hotel right on Main st. Beautiful garden for relaxing. Perfect location, friendly staff"
United States
shaun
The price is Rp3.583.035
Rp4.093.617 total
includes taxes & fees
7 Sept - 8 Sept
Zey Hotel

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, (326 reviews)
"Amazing stay!!!"
United States
Maria
The price is Rp5.145.238
Rp6.320.784 total
includes taxes & fees
1 Sept - 2 Sept
The Shoals Suites and Slips

12. American Beech Hotel

American Beech Hotel
3.5 star property
2.6 km from The Heights
9.0 out of 10, Wonderful, (205 reviews)
"The hotel doesn’t reception doesn’t open till 9am. For early risers we had to leave the hotel just to get coffee. 9am is unheard of for a hotel"
United States
kerri
The price is Rp6.560.935
Rp8.203.469 total
includes taxes & fees
9 Sept - 10 Sept
American Beech Hotel

13. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
26.5 km from The Heights
7.8 out of 10, Good, (1,012 reviews)
"Although the property is older, the Inn is clean, quiet, staff are very nice and amenities were great!"
United States
Theresa
The price is Rp1.789.748
Rp2.058.211 total
includes taxes & fees
20 Sept - 21 Sept
Quality Inn Old Saybrook - Westbrook

14. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
3.5 km from The Heights
9.0 out of 10, Wonderful, (288 reviews)
"Great place!"
United States
Christine
The price is Rp5.352.274
Rp7.694.635 total
includes taxes & fees
21 Sept - 22 Sept
Cliffside Resort Condominiums

15. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
23.3 km from The Heights
8.0 out of 10, Very good, (1,017 reviews)
"It was a very nice hotel. The room was clean and comfortable, the staff was friendly, and the location was convenient. We had a great stay and really enjoyed our time there."
United States
Egor
The price is Rp1.542.487
Rp1.773.860 total
includes taxes & fees
26 Aug - 27 Aug
Pier Blue Inn Old Saybrook - Essex

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, (1,012 reviews)
"Great staff Multiple food and drink options"
United States
Thomas
The price is Rp4.124.471
Rp5.048.363 total
includes taxes & fees
20 Sept - 21 Sept
Water's Edge Resort & Spa

17. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
10 km from The Heights
9.4 out of 10, Exceptional, (659 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is Rp6.263.676
Rp7.156.249 total
includes taxes & fees
20 Sept - 21 Sept
Sag Harbor Inn

18. Sound View Greenport

Sound View Greenport
4.0 star property
3.8 km from The Heights
8.4 out of 10, Very good, (703 reviews)
"Beautiful location! Everything was excellent!"
United States
Suzanne
The price is Rp4.443.541
Rp6.595.225 total
includes taxes & fees
15 Sept - 16 Sept
Sound View Greenport

19. Clinton Motel

Clinton Motel
2.5 star property
25.4 km from The Heights
8.6 out of 10, Excellent, (332 reviews)
"Hotel was clean and the staff was pleasant. The pool was wonderful! I would stay there again."
United States
Selena
The price is Rp1.399.959
Rp1.609.953 total
includes taxes & fees
2 Sept - 3 Sept
Clinton Motel

20. The Captain Stannard

The Captain Stannard
3.0 star property
24 km from The Heights
9.6 out of 10, Exceptional, (280 reviews)
"Very Friendly staff, very clean everywhere, TVs in main living room and no TVs in rooms which we found awesome actually had time for personal time which we enjoyed"
United States
Joseph
The price is Rp4.138.963
Rp4.594.248 total
includes taxes & fees
26 Aug - 27 Aug
The Captain Stannard
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.

Where to stay in The Heights

Find the best The Heights areas for the activities you enjoy most.

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

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 11 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.