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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 11.013.833 ₫
12.583.305 ₫ total
includes taxes & fees
26 Jul - 27 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
House on Chase Creek

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 3.107.463 ₫
3.573.582 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Quality Inn Old Saybrook - Westbrook

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 2.419.692 ₫
2.782.646 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Clinton Motel

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, (1,001 reviews)
"It was in a good location and less expensive than area hotels."
United States
David
The price is 2.417.588 ₫
2.780.279 ₫ total
includes taxes & fees
9 Jul - 10 Jul
Pier Blue Inn Old Saybrook - Essex

The Captain Stannard

The Captain Stannard
3.0 star property
24 km from The Heights
9.8 out of 10, Exceptional, (267 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is 6.152.304 ₫
6.829.058 ₫ total
includes taxes & fees
8 Jul - 9 Jul
The Captain Stannard

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
24.6 km from The Heights
6.4 out of 10, (240 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is 2.077.779 ₫
2.389.446 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Lamplighter Motel - Clinton, Connecticut

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, (931 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 2.154.052 ₫
2.551.723 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Super 8 by Wyndham Old Saybrook

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, (1,001 reviews)
"Great stay j"
United States
Maria Felicitas
The price is 9.179.049 ₫
11.009.599 ₫ total
includes taxes & fees
9 Jul - 10 Jul
Water's Edge Resort & Spa

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, (481 reviews)
"Nice place , served it's purpose. Bed was very comfortable."
United States
Kenneth
The price is 2.118.020 ₫
2.435.723 ₫ total
includes taxes & fees
8 Jul - 9 Jul
Econo Lodge Inn & Suites Old Saybrook Westbrook

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (1,000 reviews)
"Everything from room to dining was excellent!"
United States
Kristine
The price is 10.497.690 ₫
12.730.094 ₫ total
includes taxes & fees
21 Jul - 22 Jul
Saybrook Point Resort & Marina

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 4.227.623 ₫
4.830.060 ₫ total
includes taxes & fees
15 Jul - 16 Jul
Hampton Bays Hotel on Main

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 8.489.963 ₫
9.423.859 ₫ total
includes taxes & fees
22 Jul - 23 Jul
Westbrook Inn B&B

The Hampton Maid

The Hampton Maid
2.5 star property
24.7 km from The Heights
9.2 out of 10, Wonderful, (718 reviews)
"Charming , wonderful stay and great food at restaurant."
United States
Dawn
The price is 10.296.841 ₫
11.764.141 ₫ total
includes taxes & fees
6 Jul - 7 Jul
The Hampton Maid

The Niantic Inn

The Niantic Inn
2.5 star property
30.1 km from The Heights
9.2 out of 10, Wonderful, (180 reviews)
"Great staff."
United States
Grant
The price is 6.911.903 ₫
7.948.689 ₫ total
includes taxes & fees
8 Jul - 9 Jul
The Niantic Inn

Copper Beech Inn

Copper Beech Inn
4.0 star property
30.3 km from The Heights
8.6 out of 10, Excellent, (515 reviews)
"It could use an upgrade for the Breakfast menu."
United States
EUGENE
The price is 7.337.979 ₫
8.438.676 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Copper Beech Inn

Liberty Inn

Liberty Inn
2.0 star property
25.8 km from The Heights
7.6 out of 10, Good, (657 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is 2.343.419 ₫
2.694.932 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Liberty Inn

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
10 km from The Heights
9.4 out of 10, Exceptional, (640 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is 12.072.159 ₫
13.792.442 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Sag Harbor Inn

Hamlet Inn

Hamlet Inn
2.0 star property
23.1 km from The Heights
8.6 out of 10, Excellent, (486 reviews)
"Perfectly perfect for a getaway"
United States
Christie
The price is 5.894.054 ₫
7.618.085 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Hamlet Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
2.4 km from The Heights
8.8 out of 10, Excellent, (619 reviews)
"Beautiful room in Greenport , NY"
United States
June
The price is 10.900.239 ₫
13.805.656 ₫ total
includes taxes & fees
16 Jul - 17 Jul
The Harbor Front 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.
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.