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Hotels in The Heights

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Tonight
26 Jul - 27 Jul
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27 Jul - 28 Jul
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1 Aug - 3 Aug
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8 Aug - 10 Aug

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Top 10 Hotels in The Heights

The Chequit
Exterior

The Chequit

3.0 star property
8.8 out of 10, Excellent, (31)
"we loved it!"
The Chequit
Driftwood Resort
Private kitchen

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (226)
"Phenomenal property and our room had a private sand patio. Service was extremely attentive and friendly. The beach was very spacious and pretty clean."
The price is S$798
includes taxes & fees
28 Jul - 29 Jul
Driftwood Resort
Sea Crest Resort
Terrace/patio

Sea Crest Resort

2.5 star property
9.2 out of 10, Wonderful, (462)
"Great stay and beautiful clean room "
The price is S$686
includes taxes & fees
3 Aug - 4 Aug
Sea Crest Resort
The Hermitage
Seasonal outdoor pool

The Hermitage

3.5 star property
9.2 out of 10, Wonderful, (159)
"Quiet peaceful beautiful "
The price is S$1,124
includes taxes & fees
28 Jul - 29 Jul
The Hermitage
Ocean Vista Resort
View from property

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (183)
"It waa great for traveling with kids. Close to the beach and my kids loved the indoor pool!"
Ocean Vista Resort
Windward Shores Ocean Resort
Living area

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (289)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is S$607
includes taxes & fees
28 Jul - 29 Jul
Windward Shores Ocean Resort
The Roundtree, Amagansett
Beach nearby, white sand, sun-loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (88)
"The Roundtree was one of the most peaceful hotels we’ve ever stayed in. I highly recommend for a romantic getaway. "
The price is S$1,989
includes taxes & fees
29 Jul - 30 Jul
The Roundtree, Amagansett
The Reform Club
1 bedroom, Egyptian cotton sheets, premium bedding, down duvets

The Reform Club

2.0 star property
10.0 out of 10, Exceptional, (2)
"Unique property; lots of attention from staff; close to town."
The Reform Club
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (141)
"We had a good stay at The Journey. Can’t wait to come back! "
Journey East Hampton
East Hampton House Resort
Living area

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (271)
"Great "
The price is S$552
includes taxes & fees
5 Aug - 6 Aug
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, (70)
"Great experience at a wonderful property!"
The price is S$1,603
includes taxes & fees
28 Jul - 29 Jul
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, (63)
"Very profesional, very good experiencia , the host the best , the property beatiful 100 porcent recomended"
The price is S$1,342
includes taxes & fees
28 Jul - 29 Jul
East Hampton Art House Bed & Breakfast
The Huntting Inn
Garden

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (94)
"Staff and management was very welcoming!"
The price is S$859
includes taxes & fees
10 Aug - 11 Aug
The Huntting Inn
The 1770 House Restaurant & Inn
Garden

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (156)
"The staff was incredibly genuine and the property felt intimate and comfortable."
The price is S$1,007
includes taxes & fees
30 Jul - 31 Jul
The 1770 House Restaurant & Inn
The Hedges Inn
Egyptian cotton sheets, premium bedding, in-room safe

The Hedges Inn

3.5 star property
9.6 out of 10, Exceptional, (69)
"Great staff "
The price is S$1,116
includes taxes & fees
28 Jul - 29 Jul
The Hedges Inn
EHP Resort & Marina
Boating

EHP Resort & Marina

3.5 star property
7.8 out of 10, Good, (8)
"Rooms are well appointed with cozy cottage vibe yet modern and clean . My only ask would be rooms should have one full length mirror. The property is beautiful, location amazing. "
The price is S$1,141
includes taxes & fees
28 Jul - 29 Jul
EHP Resort & Marina
Wainscott Woods Retreat
Exterior

Wainscott Woods Retreat

2.0 star property
10.0 out of 10, Exceptional, (1)
"HIDDEN GEM IN THE HEART OF HAMPTONS! What a special place to stay in the Hamptons! I am so happy we found this wonderful gem! This hotel is clean, quiet and well managed. The pool is beautiful the rooms are modern, sleek and clean! The grounds are beautifully manicured. The location is perfect! This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...
The price is S$1,713
includes taxes & fees
3 Aug - 4 Aug
Wainscott Woods Retreat
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (164)
"The location was great, the room was clean, and the staff were very friendly and accommodating."
The price is S$636
includes taxes & fees
3 Aug - 4 Aug
The Sagaponack
A Room At The Beach
Outdoor pool

A Room At The Beach

3.0 star property
9.0 out of 10, Wonderful, (84)
"Beautiful property and amazing staff, I will definitely be back soon!"
The price is S$1,127
includes taxes & fees
3 Aug - 4 Aug
A Room At The Beach
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (133)
"Great location and very comfortable "
The price is S$1,843
includes taxes & fees
12 Aug - 13 Aug
Topping Rose House
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.

Where to stay in The Heights

Find the best The Heights areas for the activities you enjoy most.
Hay Beach map

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Top The Heights Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Love Waters Edge. Beautiful views of the sound. Restaurant never disappoints. Staff is always very friendly and helpful. "
Jeri 1-night trip
Posted 3 days ago
Water's Edge Resort & Spa

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 neighbourhood has to offer. Make sure that you visit 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 guest house offers free parking and free WiFi. Another top choice in the area is The Chequit.

How many hotels can I expect to 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 accommodation options in The Heights.

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

Yes! You'll find that most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to review the top deals on offer in The Heights.

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.