Photo by Erisa Dilo

The Heights Hotels, Shelter Island Heights

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Check prices for these dates

Tonight
7 Feb - 8 Feb
Tomorrow
8 Feb - 9 Feb
This weekend
7 Feb - 9 Feb
Next weekend
14 Feb - 16 Feb

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3909 Cheap Hotels in The Heights - Specials, Reviews, & Last Minute Deals

The Chequit
Outdoor dining

The Chequit

3.0 star property
8.8 out of 10, Excellent, (28)
"Excellent "
The price is NZ$636
includes taxes & fees
8 Feb - 9 Feb
The Chequit
House on Chase Creek
View from property

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 NZ$209
includes taxes & fees
25 Feb - 26 Feb
House on Chase Creek
Sea Crest Resort
Studio Unit Upper Oceanfront 'San Remo' | Terrace/patio

Sea Crest Resort

2.5 star property
9.2 out of 10, Wonderful, (445)
"Pleasant checkin."
The price is NZ$439
includes taxes & fees
23 Feb - 24 Feb
Sea Crest Resort
Windward Shores Ocean Resort
View from property

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 NZ$303
includes taxes & fees
13 Feb - 14 Feb
Windward Shores Ocean Resort
The Roundtree, Amagansett
Beach nearby, white sand, sun-loungers, beach umbrellas

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 NZ$1,253
includes taxes & fees
23 Feb - 24 Feb
The Roundtree, Amagansett
Villa Spectrum
Porch

Villa Spectrum

3.5 star property
The price is NZ$5,545
includes taxes & fees
8 Feb - 9 Feb
Villa Spectrum
Journey East Hampton
Exterior

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 NZ$434
includes taxes & fees
13 Feb - 14 Feb
Journey East Hampton
East Hampton House Resort
Deluxe Studio | Living area

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 NZ$388
includes taxes & fees
10 Mar - 11 Mar
East Hampton House Resort
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (66)
"Wonderful stay in a beautiful, historic inn. The staff was always very helpful. My room (I actually got upgraded to an available suite) was gorgeous. Breakfast options were great as well. Thank you again! "
The price is NZ$552
includes taxes & fees
11 Feb - 12 Feb
Mill House Inn
East Hampton Art House Bed & Breakfast
Aerial view

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 NZ$847
includes taxes & fees
12 Feb - 13 Feb
East Hampton Art House Bed & Breakfast
The Huntting Inn
Exterior

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 NZ$738
includes taxes & fees
23 Feb - 24 Feb
The Huntting Inn
The 1770 House Restaurant & Inn
Reception

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 NZ$604
includes taxes & fees
9 Feb - 10 Feb
The 1770 House Restaurant & Inn
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is NZ$805
includes taxes & fees
23 Feb - 24 Feb
The Maidstone
The Sagaponack
Exterior

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 NZ$365
includes taxes & fees
9 Feb - 10 Feb
The Sagaponack
Villa Bridgehampton Village
Outdoor dining

Villa Bridgehampton Village

3.5 star property
The price is NZ$10,557
includes taxes & fees
9 Feb - 10 Feb
Villa Bridgehampton Village
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (122)
"Great location and very comfortable "
The price is NZ$681
includes taxes & fees
9 Feb - 10 Feb
Topping Rose House
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (85)
"Nice"
The price is NZ$276
includes taxes & fees
11 Feb - 12 Feb
The Niantic Inn
Bridgehampton Inn
Property grounds

Bridgehampton Inn

3.5 star property
9.4 out of 10, Exceptional, (213)
"Lovely inn, with very accommodating staff. "
The price is NZ$600
includes taxes & fees
10 Mar - 11 Mar
Bridgehampton Inn
Baron's Cove
Front of property - evening/night

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 NZ$404
includes taxes & fees
13 Feb - 14 Feb
Baron's Cove
Sag Harbor Inn
Outdoor pool

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 NZ$399
includes taxes & fees
26 Feb - 27 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.