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Our top choices for The Heights hotels

1. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (42 reviews)
"It’s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
United States
Kristin
The price is ฿12,888
฿14,724 total
includes taxes & fees
28 Jul - 29 Jul
The Chequit

2. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
2 km from The Heights
9.6 out of 10, Exceptional, (95 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is ฿22,046
฿27,707 total
includes taxes & fees
17 Aug - 18 Aug
The Pridwin Hotel

3. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
2.3 km from The Heights
9.8 out of 10, Exceptional, (160 reviews)
"Amazing!"
United States
Joseph
The price is ฿26,113
฿29,834 total
includes taxes & fees
29 Jul - 30 Jul
Silver Sands Motel & Beach Bungalows

4. Zey Hotel

Zey Hotel
3.5 star property
2.7 km from The Heights
9.2 out of 10, Wonderful, (361 reviews)
"Great atmosphere, lovely hotel! We had a great time."
United States
Luis
The price is ฿8,188
฿9,354 total
includes taxes & fees
17 Aug - 18 Aug
Zey Hotel

5. Shelter Island House

Shelter Island House
3.5 star property
0.9 km from The Heights
8.4 out of 10, Very good, (62 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 ฿10,656
฿12,174 total
includes taxes & fees
13 Aug - 14 Aug
Shelter Island House

6. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
2.4 km from The Heights
8.8 out of 10, Excellent, (632 reviews)
"Very nice property/staff and a great location"
United States
David
The price is ฿13,924
฿17,640 total
includes taxes & fees
10 Aug - 11 Aug
The Harbor Front Inn

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
3.5 km from The Heights
9.0 out of 10, Wonderful, (275 reviews)
"Comfortable and clean, and the beach location is amazing. The sunset was spectacular. We will definitely come back again!"
United States
Suzanne
The price is ฿16,753
฿20,605 total
includes taxes & fees
12 Aug - 13 Aug
Cliffside Resort Condominiums

8. The Menhaden

The Menhaden
3.5 star property
2.4 km from The Heights
9.6 out of 10, Exceptional, (186 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is ฿16,575
฿20,284 total
includes taxes & fees
29 Jul - 30 Jul
The Menhaden

9. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
0.6 km from The Heights
8.2 out of 10, Very good, (42 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 ฿10,563
฿12,069 total
includes taxes & fees
3 Aug - 4 Aug
West Neck Guesthouse

10. Sound View Greenport

Sound View Greenport
4.0 star property
3.8 km from The Heights
8.4 out of 10, Very good, (668 reviews)
"Location was the best. Enjoyed using the pool. View from the room of the Long Island sound was incredible. We had dinner at Haylard restaurant. On the premises and it was delicious."
United States
rosemary
The price is ฿11,908
฿16,493 total
includes taxes & fees
10 Aug - 11 Aug
Sound View Greenport

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, (305 reviews)
"It is a beautiful upscale property. The rooms are very comfortable & had all the amenities you needed. Very good location making it accessible for anything you wanted to do in the area."
United States
Sue
The price is ฿12,527
฿15,155 total
includes taxes & fees
10 Aug - 11 Aug
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, (203 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 ฿14,792
฿18,248 total
includes taxes & fees
29 Jul - 30 Jul
American Beech Hotel

13. North Fork Resort

North Fork Resort
3.0 star property
3.4 km from The Heights
9.4 out of 10, Exceptional, (39 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is ฿19,778
฿22,597 total
includes taxes & fees
10 Aug - 11 Aug
North Fork Resort

14. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
10 km from The Heights
9.4 out of 10, Exceptional, (652 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is ฿17,150
฿19,594 total
includes taxes & fees
10 Aug - 11 Aug
Sag Harbor Inn

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
10.1 km from The Heights
9.0 out of 10, Wonderful, (299 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too "
United States
Michael
The price is ฿32,515
฿40,863 total
includes taxes & fees
28 Jul - 29 Jul
Faraway Sag Harbor

16. 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, (1,009 reviews)
"parking was fine and room was basic but clean. would book here again."
United States
Nancy
The price is ฿2,231
฿2,565 total
includes taxes & fees
28 Jul - 29 Jul
Pier Blue Inn Old Saybrook - Essex

17. Clinton Motel

Clinton Motel
2.5 star property
25.4 km from The Heights
8.6 out of 10, Excellent, (326 reviews)
"It was a nice motor lodge with chairs for sitting outside. There’s also a pool out back that was great."
United States
David
The price is ฿2,999
฿3,449 total
includes taxes & fees
28 Jul - 29 Jul
Clinton Motel

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, (1,017 reviews)
"Beautiful resort!! Great location! Rooms were spacious, comfortable and very clean! Restaurant a must do!"
United States
Marilyn
The price is ฿13,781
฿17,027 total
includes taxes & fees
5 Aug - 6 Aug
Saybrook Point Resort & Marina

19. 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, (1,006 reviews)
"Very nice place would stay again."
United States
Cary
The price is ฿10,075
฿12,167 total
includes taxes & fees
26 Aug - 27 Aug
Water's Edge Resort & Spa

20. 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, (1,011 reviews)
"Definitely staying again!!"
United States
Shoraya
The price is ฿3,981
฿4,578 total
includes taxes & fees
23 Aug - 24 Aug
Quality Inn Old Saybrook - Westbrook
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 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.