Find hotels in The Heights, Shelter Island Heights

  • 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

Our top choices for The Heights hotels

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (81 reviews)
"Great stay. The host is amzing and very helpful. The house is peaceful and safe!"
United States
Marshella
The price is NT$3,933
NT$4,494 total
includes taxes & fees
Apr 1 - Apr 2
House on Chase Creek

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
26.5 km from The Heights
7.8 out of 10, Good, (1,002 reviews)
"nice area and quiet...eat and drink in the same place"
United States
michael
The price is NT$2,966
NT$3,411 total
includes taxes & fees
Mar 22 - Mar 23
Quality Inn Old Saybrook - Westbrook

Clinton Motel

Clinton Motel
2.5 star property
25.4 km from The Heights
8.6 out of 10, Excellent, (303 reviews)
"I enjoyed my stay at the Clinton Motel. The room had everything I needed for my one night stay. The front desk personnel were helpful and courteous. "
United States
william
The price is NT$2,497
NT$2,872 total
includes taxes & fees
Mar 24 - Mar 25
Clinton Motel

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
23.3 km from The Heights
7.2 out of 10, Good, (468 reviews)
"All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. "
United States
Hilary
The price is NT$2,146
NT$2,468 total
includes taxes & fees
Mar 22 - Mar 23
Econo Lodge Inn & Suites Old Saybrook Westbrook

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
23.3 km from The Heights
8.0 out of 10, Very Good, (1,000 reviews)
"Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. "
United States
Joseph
The price is NT$2,641
NT$3,037 total
includes taxes & fees
Mar 16 - Mar 17
Pier Blue Inn Old Saybrook - Essex

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
24 km from The Heights
9.8 out of 10, Exceptional, (180 reviews)
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is NT$6,591
NT$7,316 total
includes taxes & fees
Mar 16 - Mar 17
Westbrook Inn B&B

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
23.3 km from The Heights
8.8 out of 10, Excellent, (1,000 reviews)
"The overall resort is just beautiful "
United States
Kristina
The price is NT$4,294
NT$5,490 total
includes taxes & fees
Apr 1 - Apr 2
Water's Edge Resort & Spa

Copper Beech Inn

Copper Beech Inn
4.0 star property
30.3 km from The Heights
8.6 out of 10, Excellent, (509 reviews)
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is NT$8,933
NT$10,273 total
includes taxes & fees
Mar 16 - Mar 17
Copper Beech Inn

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
24.6 km from The Heights
6.4 out of 10, (230 reviews)
"Would stay again. "
United States
pamela
The price is NT$2,081
NT$2,393 total
includes taxes & fees
Mar 16 - Mar 17
Lamplighter Motel - Clinton, Connecticut

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
21.4 km from The Heights
10.0 out of 10, Exceptional, (93 reviews)
"Fantastic hotel, great location."
United States
Tunca
The price is NT$19,031
NT$22,830 total
includes taxes & fees
Mar 16 - Mar 17
The Roundtree, Amagansett

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (1,002 reviews)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is NT$9,573
NT$11,810 total
includes taxes & fees
Mar 23 - Mar 24
Saybrook Point Resort & Marina

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
23.7 km from The Heights
7.0 out of 10, Good, (913 reviews)
"Excellent "
United States
David
The price is NT$2,276
NT$2,697 total
includes taxes & fees
Apr 14 - Apr 15
Super 8 by Wyndham Old Saybrook

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
29.8 km from The Heights
9.4 out of 10, Exceptional, (347 reviews)
"Staff and hotel are lovely "
United States
Steven
The price is NT$7,193
NT$8,273 total
includes taxes & fees
Mar 31 - Apr 1
Madison Beach Hotel

The Niantic Inn

The Niantic Inn
2.5 star property
30.1 km from The Heights
9.2 out of 10, Wonderful, (143 reviews)
"Very friendly staff, incredibly clean & quiet and great location!"
United States
Amanda
The price is NT$3,688
NT$4,242 total
includes taxes & fees
Mar 16 - Mar 17
The Niantic Inn

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
22.9 km from The Heights
9.0 out of 10, Wonderful, (23 reviews)
"Cute B&B, very nice room, check-in worked well"
United States
Isolde
The price is NT$9,672
NT$10,736 total
includes taxes & fees
Apr 1 - Apr 2
James Pharmacy Bed & Breakfast

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
10 km from The Heights
9.4 out of 10, Exceptional, (584 reviews)
"Lovely hotel, very clean and friendly! Definitely going back!"
United States
Hollie
The price is NT$6,564
NT$7,499 total
includes taxes & fees
Mar 16 - Mar 17
Sag Harbor Inn

The Hampton Maid

The Hampton Maid
2.5 star property
24.7 km from The Heights
9.0 out of 10, Wonderful, (688 reviews)
"Great place to stay"
United States
Mitchell
The price is NT$6,772
NT$7,737 total
includes taxes & fees
Apr 2 - Apr 3
The Hampton Maid

The Captain Stannard

The Captain Stannard
3.0 star property
24 km from The Heights
9.8 out of 10, Exceptional, (261 reviews)
"Classic inn- great breakfast"
United States
John
The price is NT$6,865
NT$7,621 total
includes taxes & fees
Mar 22 - Mar 23
The Captain Stannard

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
19.4 km from The Heights
9.8 out of 10, Exceptional, (162 reviews)
"Wonderful Inn & staff…The restaurant is also excellent! "
United States
Anthony
The price is NT$8,501
NT$11,622 total
includes taxes & fees
Mar 16 - Mar 17
The 1770 House Restaurant & Inn

Liberty Inn

Liberty Inn
2.0 star property
25.8 km from The Heights
7.6 out of 10, Good, (641 reviews)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is NT$2,850
NT$3,277 total
includes taxes & fees
Mar 16 - Mar 17
Liberty 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 Harbor Brewing Company are two attractions nearby that you can check out.

Top The Heights Hotel Reviews

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, House on Chase Creek is the highest ranked property in The Heights. This guesthouse offers free parking and free WiFi.
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.

Explore a world of travel with Expedia