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The Heights Hotels, Shelter Island Heights

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3952 Cheap Hotels in The Heights - Specials, Reviews, & Last Minute Deals

Sound View Greenport
Seasonal outdoor pool, pool umbrellas, pool loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (487)
"Beautiful waterfront property - room was lovely - location 5 minutes to Greenport town and wineries "
The price is NZ$278
includes taxes & fees
8 Dec - 9 Dec
Sound View Greenport
The Harbor Front Inn
Harbor View King | View from room

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (416)
"Location is amazing even during the off season "
The price is NZ$278
includes taxes & fees
1 Dec - 2 Dec
The Harbor Front Inn
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (196)
"The place was great and maintained very well. Staff always helpful. "
The price is NZ$346
includes taxes & fees
8 Dec - 9 Dec
Baron's Cove
The Atlantic Hotel
Outdoor pool

The Atlantic Hotel

2.5 star property
7.0 out of 10, Good, (822)
"Was great property for the cost. Our room was not serviced so we ran out of towels and toilet paper. Would have been better if people in the room next to us hadn't been smoking excessively and seeping into our suite."
The price is NZ$234
includes taxes & fees
29 Nov - 30 Nov
The Atlantic Hotel
The Bentley Hotel Southampton
Terrace/patio

The Bentley Hotel Southampton

2.0 star property
9.4 out of 10, Exceptional, (206)
"Rooms were very spacious and clean "
The price is NZ$327
includes taxes & fees
1 Dec - 2 Dec
The Bentley Hotel Southampton
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (118)
"close to amenities. "
The price is NZ$390
includes taxes & fees
22 Dec - 23 Dec
Journey East Hampton
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (123)
"Beautiful for a quiet weekend getaway "
The price is NZ$425
includes taxes & fees
1 Dec - 2 Dec
The Sagaponack
The Hampton Maid
Property grounds

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (579)
"It was great."
The price is NZ$396
includes taxes & fees
26 Nov - 27 Nov
The Hampton Maid
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (95)
"Everything was as expected. Staff was helpful and professional. Room was clean and cozy. Thanks !!"
Greenporter Hotel
Sag Harbor Inn
Outdoor pool

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (489)
"Our stay was lovely! Thank you "
The price is NZ$409
includes taxes & fees
1 Dec - 2 Dec
Sag Harbor Inn
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (119)
"Amazing place. "
The price is NZ$583
includes taxes & fees
1 Dec - 2 Dec
Topping Rose House
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
8.8 out of 10, Excellent, (58)
"Lovely building. Our room was great. Staff were very nice and accommodating. We would definitely return."
The price is NZ$489
includes taxes & fees
1 Dec - 2 Dec
Mill House Inn
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, (375)
"Has everything you need, and the hosts are great."
The price is NZ$199
includes taxes & fees
26 Nov - 27 Nov
Hamlet Inn
The Menhaden
Property entrance

The Menhaden

3.5 star property
9.6 out of 10, Exceptional, (133)
"Beautiful hotel! We really loved all the staff and cleanliness of it. The Galley was the best part!!! We will definitely come back. "
The price is NZ$483
includes taxes & fees
16 Dec - 17 Dec
The Menhaden
Southampton Long Island Hotel
Desk, free WiFi, bed sheets

Southampton Long Island Hotel

2.5 star property
8.4 out of 10, Very good, (183)
"Friendly staff. Clean. For the price and a solo one-nighter, it was perfectly above my expectations."
The price is NZ$243
includes taxes & fees
24 Dec - 25 Dec
Southampton Long Island Hotel
Southampton Inn
Traditional Single Room, 1 King Bed

Southampton Inn

3.0 star property
8.6 out of 10, Excellent, (510)
"Beautiful boutique hotel in awesome Southampton. Outdoor heated pool. Beautiful gardens. Easy walk to restaurants and shops. Nice venue for small wedding or event."
The price is NZ$419
includes taxes & fees
26 Nov - 27 Nov
Southampton Inn
East Hampton House Resort
Deluxe Studio | Living area

East Hampton House Resort

3.0 star property
8.8 out of 10, Excellent, (235)
"We’ll-appointed, nice grounds, good communication, great location. "
The price is NZ$379
includes taxes & fees
26 Nov - 27 Nov
East Hampton House 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$1,222
includes taxes & fees
26 Nov - 27 Nov
The Roundtree, Amagansett
Canoe Place Inn and Cottages
Garden

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (35)
"Exceptional property, great staff, excellent dining experience "
The price is NZ$590
includes taxes & fees
2 Dec - 3 Dec
Canoe Place Inn and Cottages
Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (272)
"Very clean and quiet."
Hampton's Vacation 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, 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.