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The Heights Hotels, Shelter Island Heights

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Check prices for these dates

Tonight
16 Feb - 17 Feb
Tomorrow
17 Feb - 18 Feb
Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar

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3929 Cheap Hotels in The Heights - Specials, Reviews, & Last Minute Deals

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 AU$187
includes taxes & fees
17 Feb - 18 Feb
House on Chase Creek
The Chequit
Outdoor dining

The Chequit

3.0 star property
8.8 out of 10, Excellent, (28)
"Excellent "
The price is AU$568
includes taxes & fees
17 Feb - 18 Feb
The Chequit
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 AU$432
includes taxes & fees
17 Feb - 18 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, (271)
"Beautiful location, clean property, and nice staff. Just hard to turn in to the parking lot but not much that the hotel can do for that. The private beach is stunning. "
The price is AU$271
includes taxes & fees
17 Feb - 18 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 AU$1,311
includes taxes & fees
17 Feb - 18 Feb
The Roundtree, Amagansett
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 AU$387
includes taxes & fees
23 Feb - 24 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 AU$326
includes taxes & fees
18 Mar - 19 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, (67)
"Great experience at a wonderful property!"
The price is AU$494
includes taxes & fees
17 Feb - 18 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, (61)
"What a beautiful, quiet, peaceful place to stay, even in the dead of winter. The home itself is modern, welcoming, bright, everything you could dream of. The hosts are very active and successful artists who all but gave us a private master class in how their work is imagined and created. I don’t know when we’ve had a more delightful weekend. The walks to the beach were lovely, too. "
The price is AU$759
includes taxes & fees
17 Feb - 18 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 AU$773
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 AU$594
includes taxes & fees
19 Feb - 20 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 AU$800
includes taxes & fees
17 Feb - 18 Feb
The Maidstone
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (136)
"We had an unexpected trip to sag harbor and had to reserve quickly. The property was clean very pretty and quaint. The room was comfortable and quaint as well. "
The price is AU$305
includes taxes & fees
17 Feb - 18 Feb
The Sagaponack
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (125)
"Great location and very comfortable "
The price is AU$815
includes taxes & fees
17 Feb - 18 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 AU$256
includes taxes & fees
19 Feb - 20 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 AU$537
includes taxes & fees
17 Feb - 18 Feb
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 AU$345
includes taxes & fees
2 Mar - 3 Mar
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 AU$358
includes taxes & fees
17 Feb - 18 Feb
Sag Harbor Inn
The 1708 House
Exterior

The 1708 House

3.0 star property
The price is AU$451
includes taxes & fees
17 Feb - 18 Feb
The 1708 House
Harpoon House
Porch

Harpoon House

3.0 star property
8.2 out of 10, Very good, (110)
"Delightful stay in the middle of Southampton Village. Close to all, extremely comfortable bed and well appointed junior suite with fine amenities. "
The price is AU$195
includes taxes & fees
23 Feb - 24 Feb
Harpoon House
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, House on Chase Creek is the highest ranked property in The Heights. This guest house offers free parking and free WiFi. Another top choice in the area is The Chequit.

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 15 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.