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Find hotels in The Heights, Shelter Island Heights from $127

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May 10 - May 11
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May 11 - May 12
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May 10 - May 12

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Discover 3,998 The Heights hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Capri
Terrace/patio
Capri
3.5 star property
6.4 out of 10, (218)
"The rooms are grrat with all details"
The price is $359
$435 total
includes taxes & fees
May 23 - May 24
Capri
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (19)
"Very elegant "
The price is $299
$375 total
includes taxes & fees
May 12 - May 13
The Pridwin Hotel
East Hampton Art House Bed & Breakfast
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (53)
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is $416
$475 total
includes taxes & fees
May 13 - May 14
East Hampton Art House Bed & Breakfast
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Hampton's Vacation Inn
Children's activities
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (234)
"The bathroom was very clean with nice plush towels. The room was also very clean with a comfortable bed. I would definitely recommend this Inn to my friends and relatives. Great location as well!"
The price is $127
$144 total
includes taxes & fees
May 28 - May 29
Hampton's Vacation Inn
Hotel Moraine
Seasonal outdoor pool
Hotel Moraine
2.0 star property
10.0 out of 10, Exceptional, (12)
"Beautiful hotel, great location. Wish someone was at the front desk all night though."
The price is $286
$375 total
includes taxes & fees
May 12 - May 13
Hotel Moraine
East Hampton House Resort
Deluxe Studio | Living area | TV
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, (227)
"Very convenient with own entrance and back deck and parking right in front!! Can walk to dining and breakfast options or make in your own kitchen nook!! "
The price is $315
$381 total
includes taxes & fees
May 14 - May 15
East Hampton House Resort
Bayview Resort
Seasonal outdoor pool, open 8:00 AM to 8:30 PM, free cabanas
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, (372)
"The view of the bay is incredible ( I was on 2nd floor) but the structure itself needs some t l c, fresh paint, more tables in room, etc. "
The price is $146
$174 total
includes taxes & fees
May 12 - May 13
Bayview Resort
Journey East Hampton
Exterior
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, (88)
"Loved the room, bed was comfortable, shower was lovely. Cindy gave great suggestions on where to go."
The price is $293
$367 total
includes taxes & fees
May 27 - May 28
Journey East Hampton
Cliffside Resort Condominiums
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (180)
"Always a very nice time staying at this property. The sunset on the beach was amazing. Convenient to all area restaurants, wineries, breweries and Matchbook Distilling. "
The price is $246
$324 total
includes taxes & fees
May 12 - May 13
Cliffside Resort Condominiums
Canoe Place Inn and Cottages
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (26)
"Absolutely the nicest hotel in the area. "
The price is $500
$599 total
includes taxes & fees
May 12 - May 13
Canoe Place Inn and Cottages
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (75)
"The best hotel in the Hamptons! Luxury hospitality without pretension. Quiet, simple and the only one worth the price tag. You will pay the same if not more at any other local hotel and receive the worst service. It would be so easy for Roundtree to just rely on the high summer months to make money and rob you because they can, but they don't. The whole team works with an integrity uncommon to the area. Easy walk to everything in town and while they don't have a restaurant or bar they make up...
The price is $595
$713 total
includes taxes & fees
May 12 - May 13
The Roundtree, Amagansett
Silver Sands
Private beach, sun loungers, beach umbrellas, beach towels
Silver Sands
2.5 star property
9.8 out of 10, Exceptional, (41)
"We absolutely loved our stay at Silver Sands. The vibe was amazing! The retro styling and overall ambience sets the tone for a relaxing and unforgettable get away. The staff was professional and incredible friendly. The attention to detail was phenomenal. I highly recommended having breakfast at their dinner as well. Trust me you can't go wrong if you stay at Silver Sands."
The price is $345
$394 total
includes taxes & fees
May 12 - May 13
Silver Sands
Mill House Inn
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (50)
"Excellent facility and excellent service. Highly recommend. "
The price is $450
$514 total
includes taxes & fees
May 12 - May 13
Mill House Inn
The Maidstone
Front of property - evening/night
The Maidstone
4.0 star property
7.8 out of 10, Good, (112)
"Staff was very friendly and engaging. Handled all of our needs wonderfully."
The price is $795
$907 total
includes taxes & fees
May 23 - May 24
The Maidstone
Hampton Maid Motel
Property grounds
Hampton Maid Motel
2.5 star property
9.0 out of 10, Wonderful, (521)
"The property is well kept and beautiful. I will definitely come back. "
The price is $203
$231 total
includes taxes & fees
May 13 - May 14
Hampton Maid Motel
American Beech Hotel
Reception
American Beech Hotel
3.5 star property
9.0 out of 10, Wonderful, (152)
"A beautiful and very relaxing place to stay. Really appreciated the little touches like a breakfast basket delivered to your doorstep in the morning! Very friendly and helpful staff too. Perfect place for a Long Island getaway! "
The price is $229
$291 total
includes taxes & fees
May 12 - May 13
American Beech Hotel
Colonial Shores Resort
Aerial view
Colonial Shores Resort
2.5 star property
9.4 out of 10, Exceptional, (81)
"This is our second 8 day stay. Here for work (Hanging Wallpaper) we really enjoyed our time here. Around the corner from everything. "
The price is $250
$285 total
includes taxes & fees
May 12 - May 13
Colonial Shores Resort
EHP Resort & Marina
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine
EHP Resort & Marina
3.5 star property
7.8 out of 10, Good, (7)
"Beautiful property and the cottages were clean, gorgeous, and comfortable. It was just hard to get in touch with anyone for service related issues. The restaurant on site, Si Si was amazing and the staff there went above and beyond!"
The price is $429
$538 total
includes taxes & fees
May 12 - May 13
EHP Resort & Marina
House on Chase Creek
View from property
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (63)
"543y"
The price is $263
$300 total
includes taxes & fees
May 11 - May 12
House on Chase Creek
Sag Harbor Suite by the Beach
1 bedroom, WiFi, bed sheets
Sag Harbor Suite by the Beach
9.0 out of 10, Wonderful, (8)
"We were in town to celebrate thanksgiving. Nice cozy 1 bedroom apartment. 5 minute drive to town."
Sag Harbor Suite by the Beach
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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.

The Heights Travel Info

Number of reviews
2,278
Location
Shelter Island Heights, United States of America
Accommodation
3,998 hotels
Known landmarks
Crescent Beach, Sylvester Manor and Sunset Beach
Hotels with nearby beaches
Sound View Greenport, American Beech Hotel and Cliffside Resort Condominiums
Lowest price
$127
Highest price
$795

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 13 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.

Recent reviews of The Heights hotels

Silver Sands

Silver Sands

5/5 Excellent
"We absolutely loved our stay at Silver Sands. The vibe was amazing! The retro styling and overall ambience sets the tone for a relaxing and unforgettable get away. The staff was professional and incredible friendly. The attention to detail was phenomenal. I highly recommended having breakfast at their dinner as well. Trust me you can't go wrong if you stay at Silver Sands."
A verified traveler stayed at Silver Sands
Posted 3 days ago
Silver Sands