Lodging Image

The Heights Hotels, Shelter Island Heights

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

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, (82 reviews)
"Bill is a wonderful and knowledgeable host for a beautiful getaway in a unique setting."
United States
Robert
The price is AU$446
includes taxes & fees
17 June - 18 June
House on Chase Creek

2. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (37 reviews)
"Always a sold stay on Shelter Island"
United States
Peter
The price is AU$839
includes taxes & fees
21 June - 22 June
The Chequit

3. Zey Hotel

Zey Hotel
3.5 star property
2.7 km from The Heights
9.2 out of 10, Wonderful, (326 reviews)
"Loved the stay"
United States
Elena
The price is AU$262
includes taxes & fees
30 June - 1 July
Zey Hotel

4. Shorewood Inn

Shorewood Inn
2.5 star property
24.5 km from The Heights
8.6 out of 10, Excellent, (762 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is AU$164
includes taxes & fees
28 June - 29 June
Shorewood Inn

5. Clinton Motel

Clinton Motel
2.5 star property
25.4 km from The Heights
8.6 out of 10, Excellent, (317 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is AU$145
includes taxes & fees
18 June - 19 June
Clinton Motel

6. The Niantic Inn

The Niantic Inn
2.5 star property
30.1 km from The Heights
9.2 out of 10, Wonderful, (175 reviews)
"Great staff."
United States
Grant
The price is AU$310
includes taxes & fees
17 June - 18 June
The Niantic Inn

7. Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
26 km from The Heights
9.4 out of 10, Exceptional, (334 reviews)
"The room was really cute and the bed was extremely comfortable! The property was well kept and the grass was super soft! The staff were very helpful and kind. I loved the picnic basket breakfast!"
United States
Dorene
The price is AU$763
includes taxes & fees
1 July - 2 July
Aqua by American Beech - Adults Only

8. 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, (1,010 reviews)
"Everyone was friendly, the rooms were clean and breakfast was great!"
United States
Pamela
The price is AU$184
includes taxes & fees
21 June - 22 June
Quality Inn Old Saybrook - Westbrook

9. The Penny Lane

The Penny Lane
2.0 star property
28.2 km from The Heights
9.0 out of 10, Wonderful, (80 reviews)
"Very nice property"
United States
Steven
The price is AU$413
includes taxes & fees
6 July - 7 July
The Penny Lane

10. 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, (1,006 reviews)
"It was in a good location and less expensive than area hotels."
United States
David
The price is AU$166
includes taxes & fees
2 July - 3 July
Pier Blue Inn Old Saybrook - Essex

11. Liberty Inn

Liberty Inn
2.0 star property
25.8 km from The Heights
7.6 out of 10, Good, (652 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is AU$145
includes taxes & fees
21 June - 22 June
Liberty Inn

12. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
24.6 km from The Heights
6.4 out of 10, (236 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is AU$129
includes taxes & fees
17 June - 18 June
Lamplighter Motel - Clinton, Connecticut

13. Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
26.5 km from The Heights
7.2 out of 10, Good, (80 reviews)
"Spent a night here for my girlfriends birthday and it was just what the Dr ordered. The room was cozy with a humongous bathroom, GREAT SHOWER PRESSURE,plenty of windows,oh and we had a few cool options on nearby places to eat. Definitely coming back in the summer."
United States
Steven
The price is AU$310
includes taxes & fees
30 June - 1 July
Hampton Bays Hotel on Main

14. Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
23.7 km from The Heights
7.0 out of 10, Good, (929 reviews)
"We only stay for one day, we had a very clean room and the manager was so helpful and nice!!!"
United States
Carmen
The price is AU$139
includes taxes & fees
25 June - 26 June
Super 8 by Wyndham Old Saybrook

15. The Captain Stannard

The Captain Stannard
3.0 star property
24 km from The Heights
9.6 out of 10, Exceptional, (265 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is AU$367
includes taxes & fees
18 June - 19 June
The Captain Stannard

16. North Fork Resort

North Fork Resort
3.0 star property
3.4 km from The Heights
9.2 out of 10, Wonderful, (23 reviews)
"Great stay & great staff!"
United States
James
The price is AU$462
includes taxes & fees
17 June - 18 June
North Fork Resort

17. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
23.3 km from The Heights
7.2 out of 10, Good, (479 reviews)
"Nice place , served it's purpose. Bed was very comfortable."
United States
Kenneth
The price is AU$131
includes taxes & fees
23 June - 24 June
Econo Lodge Inn & Suites Old Saybrook Westbrook

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, (1,005 reviews)
"Everything from room to dining was excellent!"
United States
Kristine
The price is AU$548
includes taxes & fees
21 June - 22 June
Saybrook Point Resort & Marina

19. Hamlet Inn

Hamlet Inn
2.0 star property
23.1 km from The Heights
8.6 out of 10, Excellent, (484 reviews)
"Perfectly perfect for a getaway"
United States
Christie
The price is AU$434
includes taxes & fees
29 June - 30 June
Hamlet Inn

20. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
3.5 km from The Heights
9.0 out of 10, Wonderful, (256 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is AU$399
includes taxes & fees
21 June - 22 June
Cliffside Resort Condominiums
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.

Our guide on 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. Another good choice for your stay in the neighbourhood is House on Chase Creek.
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.