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Hotels in The Heights, Shelter Island Heights from CA $174

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The Heights hotels and places to stay

The Harbor Front Inn
Frette Italian sheets, premium bedding, down comforters, pillowtop beds
The Harbor Front Inn
3.5 star property
8.8 out of 10, Excellent, (412)
"We had a very relaxing stay."
The price is CA $230
CA $294 total
includes taxes & fees
Nov 17 - Nov 18
The Harbor Front Inn
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport
4.0 star property
8.4 out of 10, Very good, (482)
"Staff was very helpful and welcoming. Views are absolutely amazing and made our one night stay that much more memorable. "
The price is CA $219
CA $279 total
includes taxes & fees
Dec 1 - Dec 2
Sound View Greenport
The Atlantic Hotel
Outdoor pool
The Atlantic Hotel
2.5 star property
7.0 out of 10, Good, (821)
"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 $209
CA $273 total
includes taxes & fees
Nov 17 - Nov 18
The Atlantic Hotel
The Bentley Hotel Southampton
Terrace/patio
The Bentley Hotel Southampton
2.0 star property
9.4 out of 10, Exceptional, (198)
"The room was actually 4 rooms and huge. Everything was in excellent condition and quality fittings were evident. Decor was great car parking excellent staff outstanding The breakfast included was adequate Highly recommended "
The price is CA $199
CA $262 total
includes taxes & fees
Nov 10 - Nov 11
The Bentley Hotel Southampton
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 Sagaponack
Exterior
The Sagaponack
3.0 star property
8.8 out of 10, Excellent, (118)
"Hosts were very easy to communicate with. We had issues with our heater and they were there in minutes to help reset it! Great location in between Southampton and montauk and sag harbor! Very spacious for our mom & daughter trip!"
The price is CA $277
CA $364 total
includes taxes & fees
Dec 1 - Dec 2
The Sagaponack
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
Journey East Hampton
Exterior
Journey East Hampton
4.0 star property
9.0 out of 10, Wonderful, (115)
"Stylish with great amenities! "
The price is CA $394
CA $514 total
includes taxes & fees
Nov 11 - Nov 12
Journey East Hampton
Bayview Resort
Seasonal outdoor pool, open 8:00 AM to 8:30 PM, free cabanas
Bayview Resort
2.5 star property
8.8 out of 10, Excellent, (400)
"They care about their property and were working on maintenance. Parking is ample but everyone must be extra careful driving in and especially getting out. The location was central to great beaches, Southampton, great restaurants and shopping. "
Bayview Resort
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
4.0 star property
9.6 out of 10, Exceptional, (57)
"Fantastic property. Rooms are beautifully appointed, decor is super chic and comfortable. Gorgeous views and amenities. Absolutely enjoyed our second stay at The Pridwin!"
The Pridwin Hotel
The Hampton Maid
Property grounds
The Hampton Maid
2.5 star property
9.0 out of 10, Wonderful, (577)
"Beautiful!"
The price is CA $282
CA $321 total
includes taxes & fees
Nov 7 - Nov 8
The Hampton Maid
Sag Harbor Inn
Outdoor pool
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (479)
"Very nice place and very friendly. We felt welcomed. The property is old so noisy a/c, slow draining water in he shower and peeling paint were present but overshadowed by the warm and friendly staff, great breakfast and beautiful location. I would certainly come again. "
The price is CA $284
CA $324 total
includes taxes & fees
Nov 17 - Nov 18
Sag Harbor 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, (373)
"One of the most wonderful stays we have ever had. From the minute we walked in to check in until the day we left. The staff all treats you like family. ! Amazin stay , Thank you Denise and Morgan !"
The price is CA $181
CA $234 total
includes taxes & fees
Nov 7 - Nov 8
Hamlet Inn
The Menhaden
Property entrance
The Menhaden
3.5 star property
9.6 out of 10, Exceptional, (131)
"A little gem of a hotel. Charming, comfortable accommodations with attention to detail and staff that ensured we were well taken care of during our stay. Special shout out to Eli who went above and beyond in taking care of our whole group. "
The price is CA $306
CA $405 total
includes taxes & fees
Dec 2 - Dec 3
The Menhaden
Topping Rose House
Outdoor pool
Topping Rose House
4.5 star property
9.2 out of 10, Wonderful, (118)
"Amazing place. "
The price is CA $410
CA $473 total
includes taxes & fees
Nov 7 - Nov 8
Topping Rose House
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 $587
CA $670 total
includes taxes & fees
Nov 6 - Nov 7
East Hampton Art House Bed & Breakfast
Baywatch Hotel & Marina
Outdoor pool
Baywatch Hotel & Marina
2.5 star property
8.4 out of 10, Very good, (173)
"Staff at the Bay Watch were friendly, helpful and kind. The rooms were clean with the exception of the towels and bed linens that seemed to be a bit dingy (may have been just hard stains to get out) Otherwise, pool was excellent, location good and quiet, and for the price, I would highly recommend trying it out!"
Baywatch Hotel & Marina
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 $174
CA $207 total
includes taxes & fees
Nov 7 - Nov 8
Southampton Long Island Hotel
Capri
Terrace/patio
Capri
3.5 star property
6.4 out of 10, (235)
"Convenient hotel location. Wonderful staff. Room was clean and organized. Quiet "
The price is CA $347
CA $421 total
includes taxes & fees
Nov 6 - Nov 7
Capri
Mill House Inn
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (56)
"Dawn was exceptional. The location allowed us to get a real feel for the Hamptons"
The price is CA $348
CA $397 total
includes taxes & fees
Dec 1 - Dec 2
Mill House 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 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 16 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.