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Hotels in The Heights, Shelter Island Heights

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Our top choices for The Heights hotels

The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (38 reviews)
"Always a sold stay on Shelter Island"
United States
Peter
The price is RM1,449
RM1,656 total
includes taxes & fees
21 Jul - 22 Jul
The Chequit

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (83 reviews)
"Bill is a wonderful and knowledgeable host for a beautiful getaway in a unique setting."
United States
Robert
The price is RM2,625
RM2,999 total
includes taxes & fees
11 Jul - 12 Jul
House on Chase Creek

Zey Hotel

Zey Hotel
3.5 star property
2.7 km from The Heights
9.2 out of 10, Wonderful, (342 reviews)
"The hotel was very clean and updated in a great location."
United States
Jill
The price is RM1,099
RM1,256 total
includes taxes & fees
27 Jul - 28 Jul
Zey Hotel

North Fork Resort

North Fork Resort
3.0 star property
3.4 km from The Heights
9.4 out of 10, Exceptional, (26 reviews)
"Great stay & great staff!"
United States
James
The price is RM1,681
RM1,921 total
includes taxes & fees
19 Jul - 20 Jul
North Fork Resort

Clinton Motel

Clinton Motel
2.5 star property
25.4 km from The Heights
8.6 out of 10, Excellent, (320 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is RM362
RM417 total
includes taxes & fees
6 Jul - 7 Jul
Clinton Motel

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, (89 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 RM692
RM790 total
includes taxes & fees
20 Jul - 21 Jul
Hampton Bays Hotel on Main

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, (1,005 reviews)
"It was in a good location and less expensive than area hotels."
United States
David
The price is RM343
RM394 total
includes taxes & fees
7 Jul - 8 Jul
Pier Blue Inn Old Saybrook - Essex

The Niantic Inn

The Niantic Inn
2.5 star property
30.1 km from The Heights
9.2 out of 10, Wonderful, (182 reviews)
"Great staff."
United States
Grant
The price is RM1,070
RM1,230 total
includes taxes & fees
12 Jul - 13 Jul
The Niantic Inn

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
2 km from The Heights
9.6 out of 10, Exceptional, (90 reviews)
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan "
United States
Rita
The price is RM2,949
RM3,707 total
includes taxes & fees
27 Jul - 28 Jul
The Pridwin Hotel

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
24 km from The Heights
9.8 out of 10, Exceptional, (196 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is RM1,314
RM1,459 total
includes taxes & fees
13 Jul - 14 Jul
Westbrook Inn B&B

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, (1,000 reviews)
"Everyone was friendly, the rooms were clean and breakfast was great!"
United States
Pamela
The price is RM481
RM553 total
includes taxes & fees
26 Jul - 27 Jul
Quality Inn Old Saybrook - Westbrook

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
24.6 km from The Heights
6.4 out of 10, (241 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is RM322
RM370 total
includes taxes & fees
6 Jul - 7 Jul
Lamplighter Motel - Clinton, Connecticut

The Captain Stannard

The Captain Stannard
3.0 star property
24 km from The Heights
9.8 out of 10, Exceptional, (268 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is RM952
RM1,057 total
includes taxes & fees
7 Jul - 8 Jul
The Captain Stannard

The Penny Lane

The Penny Lane
3.0 star property
28.2 km from The Heights
9.0 out of 10, Wonderful, (83 reviews)
"Very nice property"
United States
Steven
The price is RM1,205
RM1,377 total
includes taxes & fees
6 Jul - 7 Jul
The Penny Lane

Shorewood Inn

Shorewood Inn
2.5 star property
24.5 km from The Heights
8.6 out of 10, Excellent, (772 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is RM736
RM841 total
includes taxes & fees
19 Jul - 20 Jul
Shorewood Inn

The Hampton Maid

The Hampton Maid
2.5 star property
24.7 km from The Heights
9.2 out of 10, Wonderful, (720 reviews)
"Charming , wonderful stay and great food at restaurant."
United States
Dawn
The price is RM1,594
RM1,821 total
includes taxes & fees
3 Aug - 4 Aug
The Hampton Maid

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, (482 reviews)
"Nice place , served it's purpose. Bed was very comfortable."
United States
Kenneth
The price is RM328
RM377 total
includes taxes & fees
12 Jul - 13 Jul
Econo Lodge Inn & Suites Old Saybrook Westbrook

Liberty Inn

Liberty Inn
2.0 star property
25.8 km from The Heights
7.6 out of 10, Good, (660 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is RM363
RM417 total
includes taxes & fees
8 Jul - 9 Jul
Liberty Inn

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, (1,000 reviews)
"Great stay j"
United States
Maria Felicitas
The price is RM1,232
RM1,487 total
includes taxes & fees
12 Jul - 13 Jul
Water's Edge Resort & Spa

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
3.5 km from The Heights
9.0 out of 10, Wonderful, (266 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is RM1,827
RM2,265 total
includes taxes & fees
19 Jul - 20 Jul
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.

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.

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