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The Heights Hotels, Shelter Island Heights

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3934 Cheap Hotels in The Heights - Specials, Reviews, & Last Minute Deals

The Chequit
Outdoor dining

The Chequit

3.0 star property
8.6 out of 10, Excellent, (27)
"Excellent "
The price is NZ$641
includes taxes & fees
10 Jan - 11 Jan 2025
The Chequit
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (66)
"The view of the creek is beautiful. Time stops."
The price is NZ$211
includes taxes & fees
28 Jan - 29 Jan 2025
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, (437)
"The place was clean and very welcoming. It was also very close to the beach which made it even more attractive "
The price is NZ$475
includes taxes & fees
29 Dec - 30 Dec
Sea Crest Resort
The Hermitage
Seasonal outdoor pool

The Hermitage

3.5 star property
9.2 out of 10, Wonderful, (151)
"Access to the dunes and the beach "
The price is NZ$401
includes taxes & fees
29 Dec - 30 Dec
The Hermitage
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (264)
"Stayed for the second time at Windward and have no complaints. will book again next time I'm in Montauk!"
The price is NZ$295
includes taxes & fees
5 Jan - 6 Jan 2025
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$1,265
includes taxes & fees
27 Jan - 28 Jan 2025
The Roundtree, Amagansett
The Reform Club
Deluxe Suite

The Reform Club

2.0 star property
10.0 out of 10, Exceptional, (1)
"We went to the area for a last minute concert. We loved all the staff and the property was exquisite. We would like to recommend that if you are sensitive to noise you should stay in the upstairs suites. High quality and we will be back if ever in this area in the future."
The price is NZ$2,221
includes taxes & fees
29 Dec - 30 Dec
The Reform Club
Villa Spectrum
Porch

Villa Spectrum

3.5 star property
The price is NZ$5,584
includes taxes & fees
30 Dec - 31 Dec
Villa Spectrum
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (122)
"close to amenities. "
The price is NZ$458
includes taxes & fees
5 Jan - 6 Jan 2025
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, (241)
"There is value in this if you think it is the most expensive neighborhood in L.I. Large garden, pool. Vicinity to Carissa and Goldberg for breakfast."
The price is NZ$414
includes taxes & fees
13 Jan - 14 Jan 2025
East Hampton House Resort
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
8.8 out of 10, Excellent, (60)
"Lovely building. Our room was great. Staff were very nice and accommodating. We would definitely return."
The price is NZ$506
includes taxes & fees
27 Jan - 28 Jan 2025
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$857
includes taxes & fees
30 Dec - 31 Dec
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$743
includes taxes & fees
13 Jan - 14 Jan 2025
The Huntting Inn
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (144)
"Nice, quiet & quaint bed and breakfast near all, friendly staff"
The price is NZ$608
includes taxes & fees
5 Jan - 6 Jan 2025
The 1770 House Restaurant & Inn
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
7.8 out of 10, Good, (119)
"Cozy bedroom which made my stay comfortable. Nice, easy going staff. "
The price is NZ$811
includes taxes & fees
14 Jan - 15 Jan 2025
The Maidstone
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (126)
"I really liked the manager Shelby. She went above and beyond to make us feel welcome. She was hospitable, warm and friendly. The room was new, however the bathroom was very small and it was challenging to adjust the water temperature in the shower .But overall it exceeded my expectations. "
The price is NZ$385
includes taxes & fees
29 Dec - 30 Dec
The Sagaponack
Villa Bridgehampton Village
Outdoor dining

Villa Bridgehampton Village

3.5 star property
The price is NZ$10,658
includes taxes & fees
10 Jan - 11 Jan 2025
Villa Bridgehampton Village
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (120)
"Amazing place. "
The price is NZ$880
includes taxes & fees
29 Dec - 30 Dec
Topping Rose House
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (82)
"Stay one night at November and the room is spacious and was very clean. "
The price is NZ$261
includes taxes & fees
28 Jan - 29 Jan 2025
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$606
includes taxes & fees
27 Jan - 28 Jan 2025
Bridgehampton 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 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.