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13 Jul - 14 Jul
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Top Trending Hotels Near The Heights, Shelter Island Heights

The Chequit
Exterior

The Chequit

3.0 star property
8.8 out of 10, Excellent, (30)
"Prefect place for a staycation "
The Chequit
Driftwood Resort
Apartment, 1 Bedroom | Private kitchen | Fridge, microwave, cookware/dishes/utensils

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (225)
"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 ฿12,076
฿14,854 total
includes taxes & fees
14 Jul - 15 Jul
Driftwood Resort
Sea Crest Resort
Studio Unit Upper Oceanfront 'San Remo' | Terrace/patio

Sea Crest Resort

2.5 star property
9.2 out of 10, Wonderful, (458)
"Lovely place !!"
The price is ฿14,329
฿17,077 total
includes taxes & fees
27 Jul - 28 Jul
Sea Crest Resort
The Hermitage
Seasonal outdoor pool

The Hermitage

3.5 star property
9.2 out of 10, Wonderful, (158)
"Quiet peaceful beautiful "
The price is ฿20,812
฿24,484 total
includes taxes & fees
14 Jul - 15 Jul
The Hermitage
Ocean Vista Resort
View from property

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (179)
"Nice place to stay out on the east end"
Ocean Vista Resort
Windward Shores Ocean Resort
Ocean View 2BD Corner King and Queen | Living area | TV

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (288)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is ฿12,823
฿15,356 total
includes taxes & fees
14 Jul - 15 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 ฿42,011
฿50,398 total
includes taxes & fees
27 Jul - 28 Jul
The Roundtree, Amagansett
The Reform Club
Deluxe Suite | 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, (139)
"We had a good stay at The Journey. Can’t wait to come back! "
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, (267)
"Great "
The price is ฿8,797
฿10,756 total
includes taxes & fees
16 Jul - 17 Jul
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, (69)
"Great experience at a wonderful property!"
The price is ฿32,279
฿40,566 total
includes taxes & fees
14 Jul - 15 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, (62)
"The hosts were really nice and the breakfast is excellent!"
The price is ฿29,722
฿33,958 total
includes taxes & fees
27 Jul - 28 Jul
East Hampton Art House Bed & Breakfast
The Huntting Inn
Garden

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (93)
"Staff and management was very welcoming!"
The price is ฿18,751
฿21,747 total
includes taxes & fees
3 Aug - 4 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, (155)
"The staff was incredibly genuine and the property felt intimate and comfortable."
The price is ฿18,654
฿25,501 total
includes taxes & fees
14 Jul - 15 Jul
The 1770 House Restaurant & Inn
The Hedges Inn
Room One: Large Queen Guestroom | 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 ฿23,328
฿28,242 total
includes taxes & fees
27 Jul - 28 Jul
The Hedges Inn
The Maidstone
Front of property – evening/night

The Maidstone

4.0 star property
8.0 out of 10, Very good, (139)
"The details in this beautiful spot is what makes it so special and magical. "
The price is ฿22,676
฿25,908 total
includes taxes & fees
15 Jul - 16 Jul
The Maidstone
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 ฿21,161
฿26,594 total
includes taxes & fees
21 Jul - 22 Jul
EHP Resort & Marina
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (161)
"The location was great, the room was clean, and the staff were very friendly and accommodating."
The price is ฿14,566
฿18,310 total
includes taxes & fees
14 Jul - 15 Jul
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 ฿24,980
฿28,539 total
includes taxes & fees
15 Jul - 16 Jul
A Room At The Beach
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (133)
"Had an excellent stay at Topping Rose House! Can’t wait to be back soon!"
The price is ฿45,255
฿51,818 total
includes taxes & fees
15 Jul - 16 Jul
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.

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.