Find hotels in The Heights, Shelter Island Heights from NT$2,514

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Discover 4,010 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$5,663
NT$6,469 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, (1012)
"Beautiful property, we loved our room, friendly staff. "
The price is NT$7,356
NT$9,225 total
includes taxes & fees
Nov 6 - Nov 7
Saybrook Point Resort & Marina
Pier Blue Inn Old Saybrook - Essex
2.0 star property
7.8 out of 10, Good, (1014)
"Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!"
The price is NT$2,448
NT$2,815 total
includes taxes & fees
Oct 19 - Oct 20
Pier Blue Inn Old Saybrook - Essex
Hampton Bays Hotel on Main
2.0 star property
7.0 out of 10, Good, (65)
"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
Water's Edge Resort & Spa
3.5 star property
8.8 out of 10, Excellent, (1008)
"We love the stay everything was perfect"
The price is NT$6,387
NT$7,872 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, (955)
"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$2,857
NT$3,286 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$7,492
NT$8,616 total
includes taxes & fees
Oct 30 - Oct 31
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$5,047
NT$7,262 total
includes taxes & fees
Nov 2 - Nov 3
The Harbor Front Inn
Zey Hotel
3.5 star property
9.2 out of 10, Wonderful, (279)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
Zey Hotel
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
The Hampton Maid
2.5 star property
9.0 out of 10, Wonderful, (671)
"Love this place "
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$2,448
NT$2,815 total
includes taxes & fees
Nov 2 - Nov 3
Liberty Inn
Greenporter Hotel
2.0 star property
9.2 out of 10, Wonderful, (270)
"Great location, great service, very clean."
Greenporter Hotel
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (318)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
The price is NT$3,860
NT$4,409 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$5,004
NT$5,717 total
includes taxes & fees
Oct 19 - Oct 20
Bayview Resort
Hamlet Inn
2.0 star property
8.6 out of 10, Excellent, (430)
"Great Staff"
The price is NT$3,281
NT$4,240 total
includes taxes & fees
Nov 2 - Nov 3
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$2,186
NT$2,514 total
includes taxes & fees
Nov 2 - Nov 3
Econo Lodge Inn & Suites Old Saybrook Westbrook
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (557)
"Great place to stay!"
The price is NT$5,748
NT$6,567 total
includes taxes & fees
Nov 11 - Nov 12
Sag Harbor 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.

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.