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Find hotels in The Heights, Shelter Island Heights from ￥15,613

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Check prices for these dates

Tonight
Mar 26 - Mar 27
Tomorrow
Mar 27 - Mar 28
This weekend
Mar 28 - Mar 30
Next weekend
Apr 4 - Apr 6

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Discover 3,963 The Heights hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (68)
"Beautiful setting and big rooms close to ferry and town center. "
The price is ￥15,613
￥17,840 total
includes taxes & fees
Mar 31 - Apr 1
House on Chase Creek
The Chequit
Outdoor dining

The Chequit

3.0 star property
8.8 out of 10, Excellent, (29)
"Excellent "
The price is ￥47,419
￥54,175 total
includes taxes & fees
Mar 27 - Mar 28
The Chequit
The Hermitage
Seasonal outdoor pool

The Hermitage

3.5 star property
9.2 out of 10, Wonderful, (153)
"Access to the dunes and the beach "
The price is ￥24,088
￥30,785 total
includes taxes & fees
Apr 16 - Apr 17
The Hermitage
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (275)
"Great cozy place"
The price is ￥19,756
￥25,833 total
includes taxes & fees
Mar 27 - Mar 28
Windward Shores Ocean Resort
Ocean Colony Beach and Tennis Club
Cozy Pad 2BR Beachside Home | TennisPoolFreePKG Unit 721 | Terrace/patio

Ocean Colony Beach and Tennis Club

2.0 star property
The price is ￥30,384
￥81,011 total
includes taxes & fees
Apr 9 - Apr 10
Ocean Colony Beach and Tennis Club
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 ￥104,208
￥125,010 total
includes taxes & fees
Mar 27 - Mar 28
The Roundtree, Amagansett
The Reform Club
Deluxe Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

The Reform Club

2.0 star property
10.0 out of 10, Exceptional, (1)
"We went to the area for a last minute concert. We loved all the staff and the property was exquisite. We would like to recommend that if you are sensitive to noise you should stay in the upstairs suites. High quality and we will be back if ever in this area in the future."
The Reform Club
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (126)
"Great property! Staff is great and personable. I’ve stayed multiple times and will definitely be back again. "
The price is ￥31,712
￥39,854 total
includes taxes & fees
Apr 1 - Apr 2
Journey East Hampton
East Hampton House Resort
Deluxe Studio | Living area | TV

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (245)
"Perfect location and super clean"
The price is ￥22,206
￥28,634 total
includes taxes & fees
Apr 9 - Apr 10
East Hampton House Resort
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (67)
"What a lovely space and wonderful thoughtful staff! Absolutely loved everything about it, and the breakfast was beyond excellence! Hats off to the chef you can tell she cooked with ❤️ love. Highly Recommend you experience it for yourself. "
The price is ￥37,678
￥47,352 total
includes taxes & fees
Mar 27 - Mar 28
Mill House Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (61)
"What a beautiful, quiet, peaceful place to stay, even in the dead of winter. The home itself is modern, welcoming, bright, everything you could dream of. The hosts are very active and successful artists who all but gave us a private master class in how their work is imagined and created. I don’t know when we’ve had a more delightful weekend. The walks to the beach were lovely, too. "
The price is ￥63,335
￥72,360 total
includes taxes & fees
Mar 27 - Mar 28
East Hampton Art House Bed & Breakfast
The Huntting Inn
Exterior

The Huntting Inn

3.5 star property
8.6 out of 10, Excellent, (87)
"One of the very few options in East Hampton that offered a one night stay, most have a 2-night minimum. An old, charming inn that was very welcoming and clean. Our king bed room was spacious enough and decorated nicely. The bathroom was very clean and modernized. We did have to walk up a flight of stairs with our luggage which wasn’t difficult for us but may be for some."
The price is ￥68,344
￥79,582 total
includes taxes & fees
Apr 20 - Apr 21
The Huntting Inn
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (148)
"Property was adorable and the staff very pleasant and helpful!! "
The price is ￥37,597
￥51,398 total
includes taxes & fees
Mar 27 - Mar 28
The 1770 House Restaurant & Inn
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is ￥43,857
￥50,108 total
includes taxes & fees
Apr 9 - Apr 10
The Maidstone
EHP Resort & Marina
Boating

EHP Resort & Marina

3.5 star property
7.8 out of 10, Good, (8)
"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 ￥42,055
￥52,854 total
includes taxes & fees
Apr 7 - Apr 8
EHP Resort & Marina
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (140)
"I stayed for a weekend trip as a short romantic getaway. I booked a bungalow that was not part of the main building. While I don't expect everything to be perfect, there were definitely a lot of flaws that could be improved. I liked the room, however, the pillows on the bed were extremely uncomfortable. My partner and I both agreed this was the worst night's sleep we've ever had. The room smelled kind of musty. The bedroom door and shower door struggled to close because they kept getting caught...
The price is ￥23,102
￥32,391 total
includes taxes & fees
Mar 27 - Mar 28
The Sagaponack
A Room At The Beach
Outdoor pool

A Room At The Beach

3.0 star property
9.0 out of 10, Wonderful, (83)
"Beautiful property and amazing staff, I will definitely be back soon!"
The price is ￥65,974
￥75,375 total
includes taxes & fees
Apr 3 - Apr 4
A Room At The Beach
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (130)
"Had an excellent stay at Topping Rose House! Can’t wait to be back soon!"
The price is ￥73,934
￥84,996 total
includes taxes & fees
Apr 3 - Apr 4
Topping Rose House
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (89)
"Loved this hotel! Friendly staff and extremely clean. I plan on coming back. The only place I will stay."
The price is ￥19,583
￥22,520 total
includes taxes & fees
Mar 27 - Mar 28
The Niantic Inn
Bridgehampton Inn
Property grounds

Bridgehampton Inn

3.5 star property
9.4 out of 10, Exceptional, (213)
"Lovely inn, with very accommodating staff. "
The price is ￥44,832
￥51,221 total
includes taxes & fees
Apr 1 - Apr 2
Bridgehampton 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 14 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.