Photo by Erisa Dilo

Search Hotels in The Heights, Shelter Island Heights

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Property class

Top Trending Hotels Near The Heights, Shelter Island Heights

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 ฿3,537
฿4,042 total
includes taxes & fees
31 Mar - 1 Apr
House on Chase Creek

The Chequit

3.0 star property
8.8 out of 10, Excellent, (29)
"Excellent "
The price is ฿10,695
฿12,219 total
includes taxes & fees
9 Apr - 10 Apr
The Chequit

The Hermitage

3.5 star property
9.2 out of 10, Wonderful, (153)
"Access to the dunes and the beach "
The price is ฿5,433
฿6,943 total
includes taxes & fees
23 Apr - 24 Apr
The Hermitage

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (275)
"Beautiful location, clean property, and nice staff. Just hard to turn in to the parking lot but not much that the hotel can do for that. The private beach is stunning. "
The price is ฿4,456
฿5,827 total
includes taxes & fees
27 Mar - 28 Mar
Windward Shores Ocean Resort

Ocean Colony Beach and Tennis Club

2.0 star property
The price is ฿6,853
฿18,272 total
includes taxes & fees
9 Apr - 10 Apr
Ocean Colony Beach and Tennis Club

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 ฿23,504
฿28,195 total
includes taxes & fees
2 Apr - 3 Apr
The Roundtree, Amagansett

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

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 ฿7,184
฿9,029 total
includes taxes & fees
1 Apr - 2 Apr
Journey East Hampton

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (245)
"Perfect location and super clean"
The price is ฿5,008
฿6,458 total
includes taxes & fees
9 Apr - 10 Apr
East Hampton House Resort

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 ฿8,492
฿10,673 total
includes taxes & fees
27 Mar - 28 Mar
Mill House Inn

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 ฿14,285
฿16,320 total
includes taxes & fees
7 Apr - 8 Apr
East Hampton Art House Bed & Breakfast

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 ฿15,483
฿18,029 total
includes taxes & fees
15 Apr - 16 Apr
The Huntting Inn

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 ฿8,518
฿11,644 total
includes taxes & fees
27 Mar - 28 Mar
The 1770 House Restaurant & Inn

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is ฿9,892
฿11,302 total
includes taxes & fees
9 Apr - 10 Apr
The Maidstone

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 ฿9,485
฿11,921 total
includes taxes & fees
7 Apr - 8 Apr
EHP Resort & Marina

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (140)
"This property was nice. It was clean and comfortable. The bed could have been better there was a sip in the mattress. But we enjoyed our stay and the staff was courteous."
The price is ฿5,211
฿7,306 total
includes taxes & fees
27 Mar - 28 Mar
The Sagaponack

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 ฿14,880
฿17,000 total
includes taxes & fees
9 Apr - 10 Apr
A Room At The Beach

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 ฿17,103
฿19,659 total
includes taxes & fees
3 Apr - 4 Apr
Topping Rose House

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 ฿4,437
฿5,102 total
includes taxes & fees
27 Mar - 28 Mar
The Niantic Inn

Bridgehampton Inn

3.5 star property
9.4 out of 10, Exceptional, (213)
"Lovely inn, with very accommodating staff. "
The price is ฿10,112
฿11,553 total
includes taxes & fees
9 Apr - 10 Apr
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.
Don't see what you're looking for?
See all available properties in The Heights
Save an average of 15% on thousands of hotels when you're signed in

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.