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The Heights Hotels near Shelter Island Heights

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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, (83 reviews)
"Bill is a wonderful and knowledgeable host for a beautiful getaway in a unique setting."
United States
Robert
The price is P22,595
P25,815 total
includes taxes & fees
Jun 30 - Jul 1
House on Chase Creek

The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (38 reviews)
"Always a sold stay on Shelter Island"
United States
Peter
The price is P35,535
P40,598 total
includes taxes & fees
Jul 6 - Jul 7
The Chequit

Zey Hotel

Zey Hotel
3.5 star property
2.7 km from The Heights
9.2 out of 10, Wonderful, (335 reviews)
"Loved the stay"
United States
Elena
The price is P12,415
P14,184 total
includes taxes & fees
Jun 30 - Jul 1
Zey Hotel

North Fork Resort

North Fork Resort
3.0 star property
3.4 km from The Heights
9.2 out of 10, Wonderful, (25 reviews)
"Great stay & great staff!"
United States
James
The price is P22,789
P26,036 total
includes taxes & fees
Jul 12 - Jul 13
North Fork Resort

Shorewood Inn

Shorewood Inn
2.5 star property
24.5 km from The Heights
8.6 out of 10, Excellent, (768 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is P6,208
P7,092 total
includes taxes & fees
Jun 30 - Jul 1
Shorewood 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, (86 reviews)
"Spent a night here for my girlfriends birthday and it was just what the Dr ordered. The room was cozy with a humongous bathroom, GREAT SHOWER PRESSURE,plenty of windows,oh and we had a few cool options on nearby places to eat. Definitely coming back in the summer."
United States
Steven
The price is P10,414
P11,898 total
includes taxes & fees
Jul 14 - Jul 15
Hampton Bays Hotel on Main

The Penny Lane

The Penny Lane
3.0 star property
28.2 km from The Heights
9.0 out of 10, Wonderful, (80 reviews)
"Very nice property"
United States
Steven
The price is P16,338
P18,666 total
includes taxes & fees
Jul 14 - Jul 15
The Penny Lane

Clinton Motel

Clinton Motel
2.5 star property
25.4 km from The Heights
8.6 out of 10, Excellent, (319 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is P5,640
P6,486 total
includes taxes & fees
Jun 29 - Jun 30
Clinton Motel

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, (1,002 reviews)
"It was in a good location and less expensive than area hotels."
United States
David
The price is P5,469
P6,289 total
includes taxes & fees
Jul 7 - Jul 8
Pier Blue Inn Old Saybrook - Essex

Hampton's Vacation Inn

Hampton's Vacation Inn
2.5 star property
27.6 km from The Heights
9.0 out of 10, Wonderful, (339 reviews)
"Place was very quiet. Staff is helpful if you had any questions. I would suggest have more lighting around because when we would take a walk at night, it was very dark. Hope to stay there again sometime"
United States
Iris
The price is P11,036
P12,609 total
includes taxes & fees
Jun 29 - Jun 30
Hampton's Vacation Inn

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
24.6 km from The Heights
6.4 out of 10, (238 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is P4,843
P5,570 total
includes taxes & fees
Jun 30 - Jul 1
Lamplighter Motel - Clinton, Connecticut

Liberty Inn

Liberty Inn
2.0 star property
25.8 km from The Heights
7.6 out of 10, Good, (655 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is P5,463
P6,282 total
includes taxes & fees
Jun 29 - Jun 30
Liberty Inn

The Captain Stannard

The Captain Stannard
3.0 star property
24 km from The Heights
9.8 out of 10, Exceptional, (267 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is P14,341
P15,919 total
includes taxes & fees
Jul 6 - Jul 7
The Captain Stannard

Hamlet Inn

Hamlet Inn
2.0 star property
23.1 km from The Heights
8.6 out of 10, Excellent, (485 reviews)
"Perfectly perfect for a getaway"
United States
Christie
The price is P13,188
P17,045 total
includes taxes & fees
Jul 6 - Jul 7
Hamlet Inn

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, (929 reviews)
"We only stay for one day, we had a very clean room and the manager was so helpful and nice!!!"
United States
Carmen
The price is P5,021
P5,948 total
includes taxes & fees
Jul 26 - Jul 27
Super 8 by Wyndham Old Saybrook

Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
24.7 km from The Heights
8.6 out of 10, Excellent, (122 reviews)
"This place was very nice and quiet. "
United States
Shelly Ann
The price is P13,574
P19,822 total
includes taxes & fees
Jul 1 - Jul 2
Ocean View Terrace Inn

Harpoon House

Harpoon House
3.0 star property
21.6 km from The Heights
8.4 out of 10, Very Good, (167 reviews)
"Hotel staff were more than a accommodating, the rooms were unique ,warm and welcoming, Voss waters and expresso in the room . Bedding was marvelous and the bright walk-in glass showers were clean and spacious. The hotel is Steps away from delicious food options while youe neighborhood Starbucks and CVS around the corner. Definitely would stay again ! Amazing place. Full of charm you would expect from a 400 year old property."
United States
VINCENT M
The price is P17,461
P19,949 total
includes taxes & fees
Jun 29 - Jun 30
Harpoon House

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
2 km from The Heights
9.6 out of 10, Exceptional, (90 reviews)
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan "
United States
Rita
The price is P38,406
P48,266 total
includes taxes & fees
Jul 14 - Jul 15
The Pridwin Hotel

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, (481 reviews)
"Nice place , served it's purpose. Bed was very comfortable."
United States
Kenneth
The price is P4,937
P5,678 total
includes taxes & fees
Jul 5 - Jul 6
Econo Lodge Inn & Suites Old Saybrook Westbrook

The Niantic Inn

The Niantic Inn
2.5 star property
30.1 km from The Heights
9.2 out of 10, Wonderful, (178 reviews)
"Great staff."
United States
Grant
The price is P16,112
P18,529 total
includes taxes & fees
Jul 19 - Jul 20
The Niantic 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

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 our traveler data, The Chequit is one of the top choices for your stay in The Heights. This hotel offers a restaurant and free parking. Another good choice for your stay in the neighborhood 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 12 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.
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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