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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 ฿9,039
฿10,327 total
includes taxes & fees
15 Jun - 16 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 ฿18,678
฿21,340 total
includes taxes & fees
15 Jun - 16 Jun
The Chequit

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 ฿3,701
฿4,256 total
includes taxes & fees
21 Jun - 22 Jun
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, (316 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is ฿3,208
฿3,689 total
includes taxes & fees
15 Jun - 16 Jun
Clinton Motel

Zey Hotel

Zey Hotel
3.5 star property
2.7 km from The Heights
9.2 out of 10, Wonderful, (325 reviews)
"Loved the stay"
United States
Elena
The price is ฿5,892
฿6,732 total
includes taxes & fees
29 Jun - 30 Jun
Zey Hotel

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, (1,003 reviews)
"Friendly staff, clean room, nice location"
United States
Freddy
The price is ฿3,182
฿3,659 total
includes taxes & fees
15 Jun - 16 Jun
Pier Blue Inn Old Saybrook - Essex

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 ฿3,683
฿4,207 total
includes taxes & fees
22 Jun - 23 Jun
Shorewood Inn

The Niantic Inn

The Niantic Inn
2.5 star property
30.1 km from The Heights
9.2 out of 10, Wonderful, (171 reviews)
"Great place."
United States
Joshua
The price is ฿6,206
฿7,137 total
includes taxes & fees
15 Jun - 16 Jun
The Niantic Inn

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 ฿2,586
฿2,974 total
includes taxes & fees
15 Jun - 16 Jun
Lamplighter Motel - Clinton, Connecticut

The Penny Lane

The Penny Lane
2.0 star property
28.2 km from The Heights
9.0 out of 10, Wonderful, (79 reviews)
"Very nice property"
United States
Steven
The price is ฿8,723
฿9,966 total
includes taxes & fees
6 Jul - 7 Jul
The Penny Lane

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, (478 reviews)
"The room was clean and comfortable. The Ac unit worked well. I was able to get a good nights sleep. Although I didn't need to use them, there were plenty of shops nearby."
United States
Robert
The price is ฿2,636
฿3,031 total
includes taxes & fees
21 Jun - 22 Jun
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, (652 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is ฿2,683
฿3,086 total
includes taxes & fees
16 Jun - 17 Jun
Liberty Inn

North Fork Resort

North Fork Resort
3.0 star property
3.4 km from The Heights
9.2 out of 10, Wonderful, (22 reviews)
"Great stay & great staff!"
United States
James
The price is ฿10,639
฿12,155 total
includes taxes & fees
15 Jun - 16 Jun
North Fork Resort

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, (79 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 ฿8,098
฿9,252 total
includes taxes & fees
15 Jul - 16 Jul
Hampton Bays Hotel on Main

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (1,004 reviews)
"Everything from room to dining was excellent!"
United States
Kristine
The price is ฿11,097
฿13,580 total
includes taxes & fees
21 Jun - 22 Jun
Saybrook Point Resort & Marina

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 ฿6,088
฿8,378 total
includes taxes & fees
15 Jun - 16 Jun
Cliffside Resort Condominiums

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (521 reviews)
"I loved My stay"
United States
David
The price is ฿7,630
฿9,536 total
includes taxes & fees
28 Jun - 29 Jun
The Bentley Hotel Southampton

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 ฿7,657
฿8,499 total
includes taxes & fees
15 Jun - 16 Jun
The Captain Stannard

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 ฿11,755
฿14,083 total
includes taxes & fees
18 Jun - 19 Jun
Water's Edge Resort & Spa

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, (926 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 ฿2,979
฿3,528 total
includes taxes & fees
5 Jul - 6 Jul
Super 8 by Wyndham Old Saybrook
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.