Find hotels in The Heights, Shelter Island Heights from NT$2,516

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Discover 4,003 The Heights hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

The Chequit
3.0 star property
9.0 out of 10, Wonderful, (37)
"A cozy room with great pillows and quiet. Perfect little place. "
The Chequit
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (77)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
The price is NT$5,675
NT$6,483 total
includes taxes & fees
Nov 3 - Nov 4
House on Chase Creek
Saybrook Point Resort & Marina
3.5 star property
9.4 out of 10, Exceptional, (1011)
"Beautiful property, we loved our room, friendly staff. "
The price is NT$7,372
NT$9,245 total
includes taxes & fees
Nov 6 - Nov 7
Saybrook Point Resort & Marina
Hampton Bays Hotel on Main
2.0 star property
7.0 out of 10, Good, (64)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
Hampton Bays Hotel on Main
Pier Blue Inn Old Saybrook - Essex
2.0 star property
7.8 out of 10, Good, (1013)
"Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!"
The price is NT$2,450
NT$2,817 total
includes taxes & fees
Oct 19 - Oct 20
Pier Blue Inn Old Saybrook - Essex
Water's Edge Resort & Spa
3.5 star property
8.8 out of 10, Excellent, (1007)
"clean and quiet property, great views, amazing staff"
The price is NT$6,697
NT$8,230 total
includes taxes & fees
Oct 19 - Oct 20
Water's Edge Resort & Spa
The Atlantic Hotel
2.5 star property
7.2 out of 10, Good, (954)
"Love the area love the room size clean parking was perfect "
The Atlantic Hotel
Quality Inn Old Saybrook - Westbrook
2.5 star property
7.6 out of 10, Good, (1009)
"We have stayed there before so have been pleased with it."
The price is NT$2,859
NT$3,288 total
includes taxes & fees
Nov 2 - Nov 3
Quality Inn Old Saybrook - Westbrook
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (323)
"the staff was exceptional and our dinner was very good"
The price is NT$9,289
NT$10,682 total
includes taxes & fees
Nov 4 - Nov 5
Madison Beach Hotel
The Harbor Front Inn
3.5 star property
8.8 out of 10, Excellent, (523)
"Great location ,beautiful hotel,nice staff"
The price is NT$5,051
NT$7,268 total
includes taxes & fees
Nov 2 - Nov 3
The Harbor Front Inn
Ocean Vista Resort
2.5 star property
9.0 out of 10, Wonderful, (196)
"Such a beautiful place to stay. Pam at the front was so nice and welcoming. The room was clean it was quiet and everyone was friendly. Love that it has a private beach! Would 10/10 recommend it and deff will be going back."
Ocean Vista Resort
Zey Hotel
3.5 star property
9.2 out of 10, Wonderful, (278)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
Zey Hotel
The Hampton Maid
2.5 star property
9.0 out of 10, Wonderful, (669)
"Love this place "
The price is NT$8,703
NT$9,943 total
includes taxes & fees
Oct 17 - Oct 18
The Hampton Maid
Liberty Inn
2.0 star property
7.4 out of 10, Good, (632)
"Well located for getting to the places we wanted to be. This is an older property, but well taken care of and service was very good. I wouldn’t hesitate to stay here again. "
The price is NT$2,450
NT$2,817 total
includes taxes & fees
Nov 11 - Nov 12
Liberty Inn
Greenporter Hotel
2.0 star property
9.2 out of 10, Wonderful, (266)
"Staff was amazing and this hotel is in the perfect location "
Greenporter Hotel
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (317)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
The price is NT$3,853
NT$4,402 total
includes taxes & fees
Oct 19 - Oct 20
Hampton's Vacation Inn
Bayview Resort
2.5 star property
8.8 out of 10, Excellent, (452)
"Staff was fantastic, room was always clean and the area was perfect! "
The price is NT$4,996
NT$5,707 total
includes taxes & fees
Oct 19 - Oct 20
Bayview Resort
Hamlet Inn
2.0 star property
8.6 out of 10, Excellent, (429)
"Great Staff"
The price is NT$3,275
NT$4,233 total
includes taxes & fees
Nov 5 - Nov 6
Hamlet Inn
Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
7.2 out of 10, Good, (456)
"the so-called breakfast was absolute minimum only thing available was make your own waffle"
The price is NT$2,188
NT$2,516 total
includes taxes & fees
Nov 11 - Nov 12
Econo Lodge Inn & Suites Old Saybrook Westbrook
Sound View Greenport
4.0 star property
8.4 out of 10, Very Good, (579)
"Loved everything about my stay at the Sound view !! "
The price is NT$6,828
NT$9,298 total
includes taxes & fees
Oct 26 - Oct 27
Sound View Greenport
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 and neighborhoods for the activities you enjoy most.

Hay Beach

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

Top The Heights Hotel Reviews

Explore a world of travel with Expedia

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, The Chequit is the highest ranked property in The Heights. This hotel offers a restaurant and free parking. Another top choice in the area is House on Chase Creek.
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.