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Find hotels in The Heights, Shelter Island Heights from $195

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Discover 4,029 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, 221 reviews
"Loved it!"
The price is $399
$483 total
includes taxes & fees
Jun 11 - Jun 12
Capri
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, 22 reviews
"Excellent Service"
The price is $313
$392 total
includes taxes & fees
Jun 4 - Jun 5
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, 54 reviews
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is $762
$869 total
includes taxes & fees
Jun 3 - Jun 4
East Hampton Art House Bed & Breakfast
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Hampton's Vacation Inn
Cottage, 1 Bedroom (with porch - Pet Friendly + Fee) | Private kitchen | Dishwasher, coffee/tea maker
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, 238 reviews
"This was a very nice cottage in a great location. Very clean and spacious. Comfortable bed. Staff very helpful. Nice pool. Only issue was the tennis court was not available for our stay. They began power washing it after we arrived (after I texted about it when we arrived) and said it would be available at 1pm the next day. We had to check out at 10:30 that day. "
The price is $225
$257 total
includes taxes & fees
Jun 3 - Jun 4
Hampton's Vacation Inn
Hotel Moraine
Seasonal outdoor pool
Hotel Moraine
2.0 star property
10.0 out of 10, Exceptional, 12 reviews
"Beautiful hotel, great location. Wish someone was at the front desk all night though."
The price is $418
$549 total
includes taxes & fees
Jun 3 - Jun 4
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 reviews
"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 $321
$388 total
includes taxes & fees
Jun 17 - Jun 18
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, 375 reviews
"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 $195
$232 total
includes taxes & fees
Jun 3 - Jun 4
Bayview Resort
Journey East Hampton
Exterior
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, 90 reviews
"Nice stay at Journey, wish I could have stayed longer into the holiday weekend. One suggestion, add full length mirrors to the room!! A small shoulder level round mirror is simply not enough for a hotel in a place like the Hamptons where what you wear and how you look, matters!! "
The price is $372
$467 total
includes taxes & fees
Jun 16 - Jun 17
Journey East Hampton
Cliffside Resort Condominiums
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, 183 reviews
"Wonderful stay and super clean! Can’t wait to come back. "
The price is $312
$399 total
includes taxes & fees
Jun 27 - Jun 28
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, 27 reviews
"The room was beautiful.The grounds were amazing."
The price is $550
$659 total
includes taxes & fees
Jun 3 - Jun 4
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 reviews
"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
Jun 3 - Jun 4
The Roundtree, Amagansett
Silver Sands
Private beach, sun loungers, beach umbrellas, beach towels
Silver Sands
2.5 star property
9.6 out of 10, Exceptional, 46 reviews
"This property is beautiful and professionally maintained. It is a gorgeous location, and the amenities provided are wonderful.this 60’s style motel has been redesigned and updated, yet has kept the essential charm. It includes an attached eatery for breakfast and lunch, also designed to mirror the 60’s diner look. A really fun and relaxing place!"
Silver Sands
Mill House Inn
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, 51 reviews
"Excellent facility and excellent service. Highly recommend. "
The price is $475
$596 total
includes taxes & fees
Jun 5 - Jun 6
Mill House Inn
The Maidstone
Front of property - evening/night
The Maidstone
4.0 star property
7.8 out of 10, Good, 112 reviews
"Staff was very friendly and engaging. Handled all of our needs wonderfully."
The price is $1,850
$2,111 total
includes taxes & fees
Jul 1 - Jul 2
The Maidstone
Hampton Maid Motel
Property grounds
Hampton Maid Motel
2.5 star property
8.8 out of 10, Excellent, 524 reviews
"Always excellent. Property, staff and food are outstanding."
The price is $280
$320 total
includes taxes & fees
Jun 3 - Jun 4
Hampton Maid Motel
American Beech Hotel
Reception
American Beech Hotel
3.5 star property
9.0 out of 10, Wonderful, 152 reviews
"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 $259
$326 total
includes taxes & fees
Jun 3 - Jun 4
American Beech Hotel
Colonial Shores Resort
Aerial view
Colonial Shores Resort
2.5 star property
9.4 out of 10, Exceptional, 84 reviews
"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 $260
$297 total
includes taxes & fees
Jun 3 - Jun 4
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 reviews
"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 $452
$568 total
includes taxes & fees
Jun 3 - Jun 4
EHP Resort & Marina
House on Chase Creek
View from property
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, 64 reviews
"Amazing location. Lovely lake. Serene and Tranquil experience. "
The price is $276
$315 total
includes taxes & fees
Jun 3 - Jun 4
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 reviews
"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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The Heights Travel Info

Number of reviews
2,299
Location
Shelter Island Heights, United States of America
Accommodation
4,029 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
$195
Highest price
$1,850

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

The Harbor Front Inn

The Harbor Front Inn

5/5 Excellent
Great getaway
"Hotel was cozy, great location on the main street of all entertainment. View was amazing. Will definitely stay again!"
A verified traveler stayed at The Harbor Front Inn
Posted 2 days ago
The Harbor Front Inn