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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Mar 14 - Mar 15
Tomorrow
Mar 15 - Mar 16
Next weekend
Mar 20 - Mar 22
In two weeks
Mar 27 - Mar 29

Filter by

Guest rating
Guest rating
Star rating

Our top choices for The Heights hotels

Restaurant

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
Free cribs/infant beds, rollaway beds, free WiFi, bed sheets

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
Exterior

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
Exterior

Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
24.7 km from The Heights
8.4 out of 10, Very Good, (119 reviews)
"This place was very nice and quiet. "
United States
Shelly Ann
Ocean View Terrace Inn
Beach nearby

The Huntting Inn

The Huntting Inn
3.5 star property
19.4 km from The Heights
9.0 out of 10, Wonderful, (105 reviews)
"Inn has been newly renovated. Room was spotless. Staff were wonderful. Had an excellent stay. Highly recommend! "
United States
Valerie
The price is NT$12,139
NT$14,189 total
includes taxes & fees
Mar 16 - Mar 17
The Huntting Inn
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
26.5 km from The Heights
7.2 out of 10, Good, (71 reviews)
"Loved the 2 bar options on the property."
United States
Jennifer
The price is NT$4,526
NT$5,171 total
includes taxes & fees
Mar 20 - Mar 21
Hampton Bays Hotel on Main
Graybarn Cottage | Frette Italian sheets, premium bedding, down comforters, pillowtop beds

Mill House Inn

Mill House Inn
5.0 star property
19.3 km from The Heights
9.0 out of 10, Wonderful, (81 reviews)
"It is a very nice place, the staff is very friendly and the breakfast is very good. Also they have delicious teas, coffee, hot cider and snacks. We definitely recommend this hotel "
United States
Eliane
The price is NT$8,005
NT$10,060 total
includes taxes & fees
Mar 16 - Mar 17
Mill House Inn
Deluxe Studio | Living area | TV

East Hampton House Resort

East Hampton House Resort
3.0 star property
20.1 km from The Heights
9.0 out of 10, Wonderful, (294 reviews)
"easy clean convenient beautiful grounds !!!"
United States
carlo
The price is NT$6,224
NT$7,808 total
includes taxes & fees
Mar 16 - Mar 17
East Hampton House Resort
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
24.9 km from The Heights
9.8 out of 10, Exceptional, (62 reviews)
"Wonderful stay! "
United States
Lindsay
Canoe Place Inn and Cottages
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

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
IPod dock, MP3 dock

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 Captain Stannard
View from property

Journey East Hampton

Journey East Hampton
4.0 star property
20.7 km from The Heights
9.2 out of 10, Wonderful, (164 reviews)
"Amazing stay"
United States
Liana
The price is NT$5,579
NT$7,011 total
includes taxes & fees
Mar 29 - Mar 30
Journey East Hampton
Bar (on property)

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 Hampton Maid
Bar (on property)

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
Property entrance

The Maidstone

The Maidstone
4.0 star property
19.5 km from The Heights
8.0 out of 10, Very Good, (152 reviews)
"We had a wonderful stay "
United States
Sabrina
The price is NT$8,410
NT$9,608 total
includes taxes & fees
Mar 22 - Mar 23
The Maidstone
2 restaurants, American cuisine

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
Terrace/patio

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
Individually decorated, individually furnished, desk, laptop workspace

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
Interior

Vine & Sand

Vine & Sand
3.0 star property
7.9 km from The Heights
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful stay"
United States
Judy
Vine & Sand
Interior detail

Harpoon House

Harpoon House
3.0 star property
21.6 km from The Heights
8.4 out of 10, Very Good, (149 reviews)
"Great spot!"
United States
Keith
Harpoon 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.
View all properties

Where to stay in The Heights

Find the best The Heights areas and neighborhoods for the activities you enjoy most.
view of wetland from the Marine Park Salt Marsh Nature Trail in brooklyn, new york (with gil hodges bridge to the rockaways int he background) cloud reflections in bay, water (shell bank creek)

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

The Harbor Front Inn

The Harbor Front Inn

8/10 Good
"Convenient location in downtown Greenport. Not sure what the “resort fee” was for other than a way to jack up room price. Skip the continental breakfast. Weak. "
Julie 1-night trip
Posted 2 hours ago
The Harbor Front Inn

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