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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)
" 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 ! "
United States
Maureen
The price is NT$7,722
NT$8,822 total
includes taxes & fees
Mar 17 - Mar 18
House on Chase Creek

Clinton Motel

Clinton Motel
2.5 star property
25.4 km from The Heights
8.6 out of 10, Excellent, (302 reviews)
"The room was comfortable and clean. A good value for the money."
United States
Michael
The price is NT$2,467
NT$2,837 total
includes taxes & fees
Feb 25 - Feb 26
Clinton Motel

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, (1,008 reviews)
"Hotel was very clean, staff was wonderful and the pool was so relaxing. It was a quick visit but definitely would stay again if I was in that area. "
United States
Kathleen
The price is NT$3,179
NT$3,656 total
includes taxes & fees
Mar 10 - Mar 11
Quality Inn Old Saybrook - Westbrook

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
24.6 km from The Heights
6.4 out of 10, (228 reviews)
"Would stay again. "
United States
pamela
The price is NT$2,043
NT$2,349 total
includes taxes & fees
Feb 26 - Feb 27
Lamplighter Motel - Clinton, Connecticut

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$11,253
NT$13,171 total
includes taxes & fees
Mar 10 - Mar 11
The Huntting Inn

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$4,443
NT$5,076 total
includes taxes & fees
Feb 27 - Feb 28
Hampton Bays Hotel on Main

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, (1,008 reviews)
"Great place!"
United States
Laura
The price is NT$6,142
NT$7,606 total
includes taxes & fees
Mar 4 - Mar 5
Water's Edge Resort & Spa

Mill House Inn

Mill House Inn
5.0 star property
19.3 km from The Heights
9.0 out of 10, Wonderful, (80 reviews)
"Great place to stay. Very walkable, lovely room and comfortable bed. "
Australia
Alex
The price is NT$7,857
NT$9,875 total
includes taxes & fees
Feb 25 - Feb 26
Mill House 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 Hampton Maid

Journey East Hampton

Journey East Hampton
4.0 star property
20.7 km from The Heights
9.2 out of 10, Wonderful, (163 reviews)
"Amazing stay"
United States
Liana
The price is NT$5,477
NT$6,882 total
includes taxes & fees
Mar 18 - Mar 19
Journey East Hampton

The Captain Stannard

The Captain Stannard
3.0 star property
24 km from The Heights
9.8 out of 10, Exceptional, (260 reviews)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (1,004 reviews)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is NT$9,141
NT$11,303 total
includes taxes & fees
Mar 9 - Mar 10
Saybrook Point Resort & Marina

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, (467 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$2,107
NT$2,423 total
includes taxes & fees
Mar 2 - Mar 3
Econo Lodge Inn & Suites Old Saybrook Westbrook

The Maidstone

The Maidstone
4.0 star property
19.5 km from The Heights
8.0 out of 10, Very Good, (150 reviews)
"We had a wonderful stay "
United States
Sabrina
The price is NT$5,583
NT$6,379 total
includes taxes & fees
Feb 26 - Feb 27
The Maidstone

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)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is NT$7,603
NT$10,394 total
includes taxes & fees
Feb 25 - Feb 26
The 1770 House Restaurant & Inn

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

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

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
2.4 km from The Heights
8.8 out of 10, Excellent, (569 reviews)
"Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return! "
United States
Pamela
The price is NT$4,101
NT$5,584 total
includes taxes & fees
Mar 2 - Mar 3
The Harbor Front Inn

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (439 reviews)
"Adorable room"
United States
Martin
The price is NT$4,147
NT$4,770 total
includes taxes & fees
Mar 2 - Mar 3
The Bentley Hotel Southampton

American Beech Hotel

American Beech Hotel
3.5 star property
2.6 km from The Heights
8.8 out of 10, Excellent, (196 reviews)
"Very nice and very clean."
United States
Daniel
The price is NT$4,865
NT$6,815 total
includes taxes & fees
Feb 26 - Feb 27
American Beech Hotel
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.

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