Hotels in The Heights

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Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
Next weekend
17 Oct - 19 Oct
In two weeks
24 Oct - 26 Oct

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Top 10 Hotels in The Heights

The Chequit
Exterior

The Chequit

3.0 star property
9.0 out of 10, Wonderful, (37)
"A cozy room with great pillows and quiet. Perfect little place. "
The Chequit
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (77)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
The price is S$274
includes taxes & fees
3 Nov - 4 Nov
House on Chase Creek
Saybrook Point Resort & Marina
Exterior

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1009)
"Great place!! "
The price is S$417
includes taxes & fees
9 Nov - 10 Nov
Saybrook Point Resort & Marina
Hampton Bays Hotel on Main
In-room safe, individually decorated, individually furnished, desk

Hampton Bays Hotel on Main

2.0 star property
7.0 out of 10, Good, (64)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
Hampton Bays Hotel on Main
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1011)
"Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!"
The price is S$119
includes taxes & fees
13 Oct - 14 Oct
Pier Blue Inn Old Saybrook - Essex
Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1006)
"clean and quiet property, great views, amazing staff"
The price is S$342
includes taxes & fees
19 Oct - 20 Oct
Water's Edge Resort & Spa
The Harbor Front Inn
View from room

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (522)
"Great location ,beautiful hotel,nice staff"
The price is S$308
includes taxes & fees
2 Nov - 3 Nov
The Harbor Front Inn
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (322)
"the staff was exceptional and our dinner was very good"
The price is S$451
includes taxes & fees
4 Nov - 5 Nov
Madison Beach Hotel
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1006)
"We have stayed there before so have been pleased with it."
The price is S$139
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Old Saybrook - Westbrook
The Atlantic Hotel
Outdoor pool

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (951)
"Love the area love the room size clean parking was perfect "
The Atlantic Hotel
Ocean Vista Resort
View from property

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (196)
"Such a beautiful place to stay. Pam at the front was so nice and welcoming. The room was clean it was quiet and everyone was friendly. Love that it has a private beach! Would 10/10 recommend it and deff will be going back."
Ocean Vista Resort
Zey Hotel
Exterior

Zey Hotel

3.5 star property
9.2 out of 10, Wonderful, (276)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
Zey Hotel
Liberty Inn
Property grounds

Liberty Inn

2.0 star property
7.4 out of 10, Good, (632)
"Well located for getting to the places we wanted to be. This is an older property, but well taken care of and service was very good. I wouldn’t hesitate to stay here again. "
The price is S$108
includes taxes & fees
3 Nov - 4 Nov
Liberty Inn
Bayview Resort
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, free pool cabanas

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (449)
"Staff was fantastic, room was always clean and the area was perfect! "
The price is S$242
includes taxes & fees
13 Oct - 14 Oct
Bayview Resort
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (263)
"Staff was amazing and this hotel is in the perfect location "
Greenporter Hotel
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (456)
"the so-called breakfast was absolute minimum only thing available was make your own waffle"
The price is S$107
includes taxes & fees
2 Nov - 3 Nov
Econo Lodge Inn & Suites Old Saybrook Westbrook
The Hampton Maid
Property grounds

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (669)
"Love this place "
The price is S$420
includes taxes & fees
17 Oct - 18 Oct
The Hampton Maid
Hamlet Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

2.0 star property
8.6 out of 10, Excellent, (427)
"Great Staff"
The price is S$180
includes taxes & fees
2 Nov - 3 Nov
Hamlet Inn
Hampton's Vacation Inn
Private kitchen

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (317)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
The price is S$187
includes taxes & fees
13 Oct - 14 Oct
Hampton's Vacation Inn
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, pool loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (579)
"Loved everything about my stay at the Sound view !! "
The price is S$431
includes taxes & fees
19 Oct - 20 Oct
Sound View Greenport
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.
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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

The Hampton Maid

The Hampton Maid

10/10 Excellent
"Property was very welcoming thanx for having me"
Jemaine 2-night trip
Posted 2 days ago
The Hampton Maid

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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 Expedia customer reviews, The Chequit is the highest ranked property in The Heights. This hotel offers a restaurant and free parking. Another top choice in the area 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 13 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.