Search Hotels in The Heights, Shelter Island Heights

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near The Heights, Shelter Island Heights

The Chequit
Exterior

The Chequit

3.0 star property
9.0 out of 10, Wonderful, (36)
"Everyone was amazing "
The Chequit
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (76)
"It was a peaceful and serene as it gets what a nice overnight stay we will have to come back again to explore more sometime soon. "
The price is ฿5,979
฿6,831 total
includes taxes & fees
3 Nov - 4 Nov
House on Chase Creek
Hampton Bays Hotel on Main
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk

Hampton Bays Hotel on Main

2.0 star property
7.0 out of 10, Good, (63)
"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
Saybrook Point Resort & Marina
Exterior

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1005)
"Great place!! "
The price is ฿8,412
฿10,483 total
includes taxes & fees
5 Nov - 6 Nov
Saybrook Point Resort & Marina
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
8.0 out of 10, Very good, (1004)
"Very friendly and helpful staff."
The price is ฿2,591
฿2,979 total
includes taxes & fees
7 Oct - 8 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, (1003)
"clean and quiet property, great views, amazing staff"
The price is ฿7,083
฿8,704 total
includes taxes & fees
26 Oct - 27 Oct
Water's Edge Resort & Spa
The Harbor Front Inn
One Bedroom Harbor View Terrace Suite | View from room

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (521)
"Great location ,beautiful hotel,nice staff"
The price is ฿5,342
฿7,686 total
includes taxes & fees
2 Nov - 3 Nov
The Harbor Front Inn
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, (1005)
"We have stayed there before so have been pleased with it."
The price is ฿3,024
฿3,478 total
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Old Saybrook - Westbrook
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (321)
"the staff was exceptional and our dinner was very good"
The price is ฿10,117
฿11,634 total
includes taxes & fees
4 Nov - 5 Nov
Madison Beach Hotel
The Atlantic Hotel
Outdoor pool

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (948)
"Very nice staff and great location "
The Atlantic Hotel
Ocean Vista Resort
View from property

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (195)
"Lovely short stay! Right on the beautiful beach. Staff were so welcoming and even quickly sent me something I accidentally left behind in the room. Absolutely plan to be back!"
Ocean Vista Resort
Zey Hotel
Exterior

Zey Hotel

3.5 star property
9.2 out of 10, Wonderful, (275)
"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, (631)
"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 ฿2,591
฿2,979 total
includes taxes & fees
2 Nov - 3 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, (447)
"Staff was fantastic, room was always clean and the area was perfect! "
The price is ฿5,283
฿6,036 total
includes taxes & fees
7 Oct - 8 Oct
Bayview Resort
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (260)
"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 ฿2,313
฿2,661 total
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, (667)
"Love this place "
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, (426)
"Great Staff"
The price is ฿4,221
฿5,456 total
includes taxes & fees
7 Oct - 8 Oct
Hamlet Inn
Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen | Microwave, coffee/tea maker, cookware/dishes/utensils

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 ฿4,075
฿4,656 total
includes taxes & fees
7 Oct - 8 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, (577)
"Loved everything about my stay at the Sound view !! "
The price is ฿8,027
฿10,753 total
includes taxes & fees
27 Oct - 28 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Baron's Cove

Baron's Cove

10/10 Excellent
"Parking was free and really easy. Great proximity to the main street of town—you can easily walk, but it's not too close where it gets loud at night. The front staff and cleaning team were all lovely and super helpful. We loved the coffee bar in the mornings. "
Katherine 3-night trip
Posted 5 days ago
Baron's Cove

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.

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 14 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.