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Hotels in The Heights, Shelter Island Heights

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Top 10 Hotels in The Heights, Shelter Island Heights

The Chequit

3.0 star property
8.8 out of 10, Excellent, (28)
"Excellent "
The price is RM1,399
RM1,596 total
includes taxes & fees
13 Feb - 14 Feb
The Chequit

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (67)
"Everything you need for a stay on the island"
The price is RM460
RM526 total
includes taxes & fees
13 Feb - 14 Feb
House on Chase Creek

Sea Crest Resort

2.5 star property
9.2 out of 10, Wonderful, (445)
"Pleasant checkin."
The price is RM881
RM1,102 total
includes taxes & fees
23 Feb - 24 Feb
Sea Crest Resort

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (269)
"Was a winter wonderland. Quiet and clean. Staff were very helpful and kind!"
The price is RM583
RM761 total
includes taxes & fees
12 Feb - 13 Feb
Windward Shores Ocean Resort

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (85)
"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."
The price is RM2,631
RM3,153 total
includes taxes & fees
20 Feb - 21 Feb
The Roundtree, Amagansett

Villa Spectrum

3.5 star property
The price is RM9,287
RM13,915 total
includes taxes & fees
20 Feb - 21 Feb
Villa Spectrum

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (123)
"Enjoyed our stay here. Room was spacious. Really friendly staff. "
The price is RM857
RM1,090 total
includes taxes & fees
13 Feb - 14 Feb
Journey East Hampton

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (244)
"A fantastic place for a short weekend getaway. Would love to do it again"
The price is RM771
RM975 total
includes taxes & fees
20 Feb - 21 Feb
East Hampton House Resort

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (66)
"Great experience at a wonderful property!"
The price is RM1,106
RM1,388 total
includes taxes & fees
10 Feb - 11 Feb
Mill House Inn

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (60)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is RM1,868
RM2,132 total
includes taxes & fees
20 Feb - 21 Feb
East Hampton Art House Bed & Breakfast

The Huntting Inn

3.5 star property
8.6 out of 10, Excellent, (87)
"One of the very few options in East Hampton that offered a one night stay, most have a 2-night minimum. An old, charming inn that was very welcoming and clean. Our king bed room was spacious enough and decorated nicely. The bathroom was very clean and modernized. We did have to walk up a flight of stairs with our luggage which wasn’t difficult for us but may be for some."
The price is RM1,583
RM1,851 total
includes taxes & fees
20 Feb - 21 Feb
The Huntting Inn

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (146)
"Property was adorable and the staff very pleasant and helpful!! "
The price is RM1,111
RM1,517 total
includes taxes & fees
9 Feb - 10 Feb
The 1770 House Restaurant & Inn

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is RM1,771
RM2,021 total
includes taxes & fees
20 Feb - 21 Feb
The Maidstone

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (134)
"Very hospitable and accomodating. They were very helpful with a last minute reservation. "
The price is RM669
RM918 total
includes taxes & fees
13 Feb - 14 Feb
The Sagaponack

Villa Bridgehampton Village

3.5 star property
The price is RM18,427
RM26,558 total
includes taxes & fees
20 Feb - 21 Feb
Villa Bridgehampton Village

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (122)
"Great location and very comfortable "
The price is RM1,750
RM2,013 total
includes taxes & fees
9 Feb - 10 Feb
Topping Rose House

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (85)
"Nice"
The price is RM694
RM798 total
includes taxes & fees
13 Feb - 14 Feb
The Niantic Inn

Bridgehampton Inn

3.5 star property
9.4 out of 10, Exceptional, (213)
"Lovely inn, with very accommodating staff. "
The price is RM1,322
RM1,509 total
includes taxes & fees
20 Feb - 21 Feb
Bridgehampton Inn

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (209)
"one night for our anniversary. it was nice. the place is cozy. the room was comfortable."
The price is RM808
RM1,015 total
includes taxes & fees
13 Feb - 14 Feb
Baron's Cove

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (498)
"It was only a 10 minute walk to Main Street. "
The price is RM880
RM1,004 total
includes taxes & fees
16 Feb - 17 Feb
Sag Harbor 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.
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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.

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.