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Hotels in The Heights, Shelter Island Heights from CA $136

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The Heights hotels and places to stay

Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport
4.0 star property
8.4 out of 10, Very good, (487)
"Restaurant was horrible, other wise not an bad experience "
The price is CA $177
CA $226 total
includes taxes & fees
Dec 8 - Dec 9
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)
"Great location.Excellant breakfast.However somewhat worn down,such as rug stains.Service was more than adequate."
The price is CA $177
CA $226 total
includes taxes & fees
Dec 12 - Dec 13
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)
"Beautiful and serene location and accommodations. "
The price is CA $236
CA $296 total
includes taxes & fees
Dec 5 - Dec 6
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 CA $136
CA $191 total
includes taxes & fees
Nov 28 - Nov 29
The Atlantic Hotel
The Bentley Hotel Southampton
Terrace/patio
The Bentley Hotel Southampton
2.0 star property
9.4 out of 10, Exceptional, (206)
"If you ever planing on staying in a hotel Southampton area don’t look any farther. You will be blown away beyond your expectations. I felt like at home away from home. It’s a hidden gem. Experience it yourself "
The price is CA $234
CA $267 total
includes taxes & fees
Dec 23 - Dec 24
The Bentley Hotel Southampton
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 CA $261
CA $347 total
includes taxes & fees
Dec 23 - Dec 24
The Sagaponack
Journey East Hampton
Exterior
Journey East Hampton
4.0 star property
9.0 out of 10, Wonderful, (118)
"close to amenities. "
The price is CA $274
CA $359 total
includes taxes & fees
Dec 23 - Dec 24
Journey East Hampton
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
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 CA $283
CA $323 total
includes taxes & fees
Nov 24 - Nov 25
The Hampton Maid
Sag Harbor Inn
Outdoor pool
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (489)
"Oversized room, gorgeous view, close to the village, but quiet. Fantastic service. Special thanks to Ian at the front desk. "
The price is CA $285
CA $326 total
includes taxes & fees
Nov 24 - Nov 25
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 CA $691
CA $794 total
includes taxes & fees
Dec 23 - Dec 24
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 CA $349
CA $438 total
includes taxes & fees
Dec 15 - Dec 16
Mill House 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 CA $296
CA $394 total
includes taxes & fees
Dec 16 - Dec 17
The Menhaden
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 CA $156
CA $202 total
includes taxes & fees
Nov 23 - Nov 24
Hamlet Inn
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 CA $175
CA $208 total
includes taxes & fees
Nov 23 - Nov 24
Southampton Long Island Hotel
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
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 CA $279
CA $342 total
includes taxes & fees
Dec 23 - Dec 24
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 CA $245
CA $309 total
includes taxes & fees
Nov 25 - Nov 26
East Hampton House Resort
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 CA $591
CA $674 total
includes taxes & fees
Nov 25 - Nov 26
East Hampton Art House Bed & Breakfast
Sea Haven Resort Motel
Terrace/patio
Sea Haven Resort Motel
2.0 star property
6.6 out of 10, (14)
"This was a convenient place for me to spend a night when I was in a jam and too tired to drive any more. The manager Umar was exceptionally helpful. There was an issue with my billing…very long story…and I was double billed. Umar spent a lot time, hours, between texts, phone calls, and emails to make sure I was properly refunded. He didn’t have to do that. "
The price is CA $156
CA $200 total
includes taxes & fees
Dec 23 - Dec 24
Sea Haven Resort Motel
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 neighborhood has to offer. Be sure to check out 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 guesthouse offers free parking and free WiFi. Another top choice in the area is The Chequit.

How many hotels will I 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 accommodations in The Heights.

If I need to cancel my hotel reservation in The Heights, will I receive a refund?

Yes, most hotel bookings are fully refundable if cancelled prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best options available in The Heights.

Where can I learn more about changing or cancelling my trip to The Heights?

To find more details about picking new dates or cancelling your trip to The Heights, click here.

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.