Photo by Erisa Dilo

Shelter Island Heights Hotel Guide. Hotels in The Heights, Shelter Island Heights, United States of America

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
27 Jul - 28 Jul
Tomorrow
28 Jul - 29 Jul
Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug

Filter by

Guest rating
Guest rating
Property class

Top Trending Hotels Near The Heights, Shelter Island Heights

Shorewood Inn
Relax in a serene outdoor space surrounded by lush greenery, perfect for dining and socializing.

Shorewood Inn

2.5 star property
8.4 out of 10, Very good, (661)
"Good place to stay"
Shorewood Inn
Pier Blue Inn Old Saybrook - Essex
Welcome to Pier Blue Guesthouse, surrounded by lush greenery and vibrant flowers.

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1005)
"Great location. "
The price is €78
includes taxes & fees
29 Jul - 30 Jul
Pier Blue Inn Old Saybrook - Essex
Liberty Inn
Stroll through the serene garden, surrounded by lush greenery and a tranquil water feature.

Liberty Inn

2.0 star property
7.4 out of 10, Good, (610)
"Great property owner…Clean and well located for the Old Saybrook area…"
The price is €87
includes taxes & fees
28 Jul - 29 Jul
Liberty Inn
House on Chase Creek
Surrounded by vibrant autumn foliage, this serene landscape features a peaceful body of water reflecting the natural beauty of the surroundings.

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (73)
"The House on Chase Creek is beautiful. It's an old house but everything is updated, clean and comfortable. "
The price is €377
includes taxes & fees
29 Jul - 30 Jul
House on Chase Creek
The Chequit
Relax and dine al fresco in this serene outdoor seating area, surrounded by lush trees and a golf course view.

The Chequit

3.0 star property
8.8 out of 10, Excellent, (31)
"we loved it!"
The price is €529
includes taxes & fees
29 Jul - 30 Jul
The Chequit
Clinton Motel
Situated in a landscaped area, this single-story building offers a convenient parking space.

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (260)
"For the money this reservation was a real win Clean lovely pool area convenient to everything"
The price is €77
includes taxes & fees
28 Jul - 29 Jul
Clinton Motel
Wainscott Woods Retreat
Exterior

Wainscott Woods Retreat

2.0 star property
10.0 out of 10, Exceptional, (1)
"HIDDEN GEM IN THE HEART OF HAMPTONS! What a special place to stay in the Hamptons! I am so happy we found this wonderful gem! This hotel is clean, quiet and well managed. The pool is beautiful the rooms are modern, sleek and clean! The grounds are beautifully manicured. The location is perfect! This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...
The price is €1,138
includes taxes & fees
3 Aug - 4 Aug
Wainscott Woods Retreat
Quality Inn Old Saybrook - Westbrook
Relax by the oval-shaped pool surrounded by lounge chairs and a high ceiling with a grid-like pattern.

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1016)
"Great location and pool, close to a wonderful restaurant "
The price is €108
includes taxes & fees
3 Aug - 4 Aug
Quality Inn Old Saybrook - Westbrook
Econo Lodge Inn & Suites Old Saybrook Westbrook
Surrounded by lush greenery, a serene pond with a central fountain offers a peaceful escape.

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (439)
"Room was very comfortable. I would definitely use again."
The price is €79
includes taxes & fees
3 Aug - 4 Aug
Econo Lodge Inn & Suites Old Saybrook Westbrook
The Shoals Suites and Slips
Relax on a bench amidst lush surroundings, with a covered patio just steps away.

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (186)
"Third stay here, always a pleasure and so close to my favorite southold vineyards"
The price is €383
includes taxes & fees
28 Jul - 29 Jul
The Shoals Suites and Slips
Hampton's Vacation Inn
Enjoy cooking in this well-equipped kitchen with a dishwasher, coffee maker, and stainless steel appliances.

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (292)
"The location was great. The room was beautiful. The grounds were beautiful. Had a great time."
The price is €197
includes taxes & fees
28 Jul - 29 Jul
Hampton's Vacation Inn
Greenporter Hotel
Relax by the fire pit surrounded by comfortable seating and a serene pool view.

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (144)
"Great place "
Greenporter Hotel
Copper Beech Inn
Enjoy dining in this spacious room with a high ceiling and glass roof, featuring a dining area with wooden tables and chairs.

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (501)
"Tired, expensive needs update"
The price is €273
includes taxes & fees
28 Jul - 29 Jul
Copper Beech Inn
Hampton Bays Hotel on Main
Relax in a spacious room with a large bed, desk, and flat-screen TV.

Hampton Bays Hotel on Main

2.0 star property
6.4 out of 10, (42)
"Very happy"
Hampton Bays Hotel on Main
The Niantic Inn
Guests can enjoy a beachside retreat with access to the ocean and scenic views of the surrounding landscape.

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (103)
"Enjoyed my stay"
The price is €214
includes taxes & fees
30 Jul - 31 Jul
The Niantic Inn
Super 8 by Wyndham Old Saybrook
Surrounded by lush greenery, this parking area offers a serene escape.

Super 8 by Wyndham Old Saybrook

2.0 star property
7.0 out of 10, Good, (887)
"A simple, affordable, conveniently located, and pleasant stay."
The price is €85
includes taxes & fees
28 Jul - 29 Jul
Super 8 by Wyndham Old Saybrook
The Captain Stannard
Cozy up by the fireplace in this stylish living room, featuring a comfortable sofa, armchair, and decorative artwork.

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (235)
"Everything was fantastic, will stay again!"
The Captain Stannard
Aqua by American Beech - Adults Only
Enjoy a serene beachside dining or relaxation area with stunning sea views.

Aqua by American Beech - Adults Only

2.5 star property
9.4 out of 10, Exceptional, (302)
"Relaxing stay"
Aqua by American Beech - Adults Only
The Bentley Hotel Southampton
Relax in this serene outdoor seating area with a round table, potted plant, and two chairs.

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (294)
"Place was clean and close to beach and town! "
The price is €305
includes taxes & fees
19 Aug - 20 Aug
The Bentley Hotel Southampton
Cliffside Resort Condominiums
Stunning beachfront residential area with multi-story buildings and a central park.

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (230)
"Great property overall with beautiful grounds, a pool and access to the beach. Condos are spacious and equipped with bathroom and kitchen items. Ours had a patio with a great view of the water! We will definitely stay here again. "
The price is €288
includes taxes & fees
28 Jul - 29 Jul
Cliffside Resort Condominiums
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 for the activities you enjoy most.
Hay Beach map

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Top The Heights Hotel Reviews

The Hampton Maid

The Hampton Maid

10/10 Excellent
"Great stay! Would definitely return for a future trip "
Tierra 3-night trip
Posted 2 days ago
The Hampton Maid

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 neighbourhood has to offer. Make sure that you visit 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 guest house offers free parking and free WiFi. Another top choice in the area is The Chequit.

How many hotels can I expect to find in the The Heights area?

If you're searching for places to stay in Shelter Island Heights, choose from one of Expedia's 14 hotels and other accommodation options in The Heights.

If I need to cancel my hotel reservation in The Heights, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to review the top deals on offer 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.