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Our top choices for The Heights hotels

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 ฿9,042
฿10,330 total
includes taxes & fees
22 Jun - 23 Jun
House on Chase Creek

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 ฿18,684
฿21,347 total
includes taxes & fees
21 Jun - 22 Jun
The Chequit

Zey Hotel

Zey Hotel
3.5 star property
2.7 km from The Heights
9.2 out of 10, Wonderful, (329 reviews)
"Loved the stay"
United States
Elena
The price is ฿7,378
฿8,429 total
includes taxes & fees
7 Jul - 8 Jul
Zey Hotel

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 ฿5,196
฿5,936 total
includes taxes & fees
23 Jun - 24 Jun
Hampton Bays Hotel on Main

Shorewood Inn

Shorewood Inn
2.5 star property
24.5 km from The Heights
8.6 out of 10, Excellent, (764 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is ฿3,320
฿3,793 total
includes taxes & fees
22 Jun - 23 Jun
Shorewood Inn

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 ฿8,738
฿9,983 total
includes taxes & fees
6 Jul - 7 Jul
The Penny Lane

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 ฿17,509
฿20,004 total
includes taxes & fees
6 Jul - 7 Jul
North Fork Resort

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 ฿2,914
฿3,351 total
includes taxes & fees
21 Jun - 22 Jun
Clinton Motel

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 ฿2,587
฿2,975 total
includes taxes & fees
30 Jun - 1 Jul
Lamplighter Motel - Clinton, Connecticut

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, (1,000 reviews)
"It was in a good location and less expensive than area hotels."
United States
David
The price is ฿3,187
฿3,665 total
includes taxes & fees
21 Jun - 22 Jun
Pier Blue Inn Old Saybrook - Essex

Hamlet Inn

Hamlet Inn
2.0 star property
23.1 km from The Heights
8.6 out of 10, Excellent, (485 reviews)
"Perfectly perfect for a getaway"
United States
Christie
The price is ฿10,299
฿13,312 total
includes taxes & fees
1 Jul - 2 Jul
Hamlet Inn

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, (1,001 reviews)
"Everyone was friendly, the rooms were clean and breakfast was great!"
United States
Pamela
The price is ฿3,874
฿4,455 total
includes taxes & fees
12 Jul - 13 Jul
Quality Inn Old Saybrook - Westbrook

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 ฿7,660
฿8,502 total
includes taxes & fees
30 Jun - 1 Jul
The Captain Stannard

Ocean Vista Resort

Ocean Vista Resort
2.5 star property
28.5 km from The Heights
9.0 out of 10, Wonderful, (206 reviews)
"beautiful location, right on the beach, very friendly and helpful staff"
United States
M
The price is ฿9,119
฿10,418 total
includes taxes & fees
24 Jun - 25 Jun
Ocean Vista Resort

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 ฿2,711
฿3,118 total
includes taxes & fees
30 Jun - 1 Jul
Liberty Inn

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
0.6 km from The Heights
8.0 out of 10, Very good, (38 reviews)
"Great property! Close to beach and super clean. "
United States
Leslie
The price is ฿7,168
฿8,190 total
includes taxes & fees
22 Jun - 23 Jun
West Neck Guesthouse

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
2 km from The Heights
9.6 out of 10, Exceptional, (88 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 ฿18,843
฿23,681 total
includes taxes & fees
24 Jun - 25 Jun
The Pridwin Hotel

The Niantic Inn

The Niantic Inn
2.5 star property
30.1 km from The Heights
9.2 out of 10, Wonderful, (177 reviews)
"Great staff."
United States
Grant
The price is ฿8,605
฿9,896 total
includes taxes & fees
30 Jun - 1 Jul
The Niantic Inn

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
3.5 km from The Heights
9.0 out of 10, Wonderful, (257 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is ฿8,214
฿10,807 total
includes taxes & fees
30 Jun - 1 Jul
Cliffside Resort Condominiums

Hampton's Vacation Inn

Hampton's Vacation Inn
2.5 star property
27.6 km from The Heights
9.0 out of 10, Wonderful, (334 reviews)
"Place was very quiet. Staff is helpful if you had any questions. I would suggest have more lighting around because when we would take a walk at night, it was very dark. Hope to stay there again sometime"
United States
Iris
The price is ฿8,694
฿9,933 total
includes taxes & fees
30 Jun - 1 Jul
Hampton's Vacation Inn
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. 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.