Photo by Erisa Dilo

The Heights Hotels near Shelter Island Heights

    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
Jul 30 - Jul 31
Tomorrow
Jul 31 - Aug 1
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near The Heights, Shelter Island Heights

Shorewood Inn
Terrace/patio

Shorewood Inn

2.5 star property
8.4 out of 10, Very Good, (663)
"Good place to stay"
Shorewood Inn
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1001)
"Great location. "
The price is P4,580
P5,267 total
includes taxes & fees
Aug 4 - Aug 5
Pier Blue Inn Old Saybrook - Essex
Liberty Inn
Property grounds

Liberty Inn

2.0 star property
7.4 out of 10, Good, (612)
"Great property owner…Clean and well located for the Old Saybrook area…"
The price is P5,095
P5,859 total
includes taxes & fees
Aug 6 - Aug 7
Liberty Inn
House on Chase Creek
View from property

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. "
House on Chase Creek
The Chequit
Exterior

The Chequit

3.0 star property
8.8 out of 10, Excellent, (32)
"we loved it!"
The Chequit
Clinton Motel
Property grounds

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (261)
"For the money this reservation was a real win Clean lovely pool area convenient to everything"
The price is P4,703
P5,408 total
includes taxes & fees
Jul 31 - Aug 1
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 P67,097
P76,659 total
includes taxes & fees
Aug 3 - Aug 4
Wainscott Woods Retreat
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers

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 P6,337
P7,288 total
includes taxes & fees
Aug 6 - Aug 7
Quality Inn Old Saybrook - Westbrook
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior

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 P4,605
P5,295 total
includes taxes & fees
Aug 6 - Aug 7
Econo Lodge Inn & Suites Old Saybrook Westbrook
The Shoals Suites and Slips
1 bedroom, premium bedding, down comforters, individually decorated

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (186)
"Would stay again. So beautiful and clean. "
The price is P21,258
P25,717 total
includes taxes & fees
Aug 10 - Aug 11
The Shoals Suites and Slips
Hampton's Vacation Inn
Private kitchen

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (293)
"Great place highly recommended. Quiet and cozy atmosphere. Pool, tennis court, volleyball court and onsite parking made the stay that much better. Amazing staff and super professional. "
The price is P11,613
P13,268 total
includes taxes & fees
Aug 3 - Aug 4
Hampton's Vacation Inn
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (148)
"Great place "
Greenporter Hotel
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (501)
"Tired, expensive needs update"
The price is P15,953
P18,346 total
includes taxes & fees
Aug 7 - Aug 8
Copper Beech Inn
Hampton Bays Hotel on Main
1 bedroom, in-room safe, individually decorated, individually furnished

Hampton Bays Hotel on Main

2.0 star property
6.4 out of 10, (44)
"Very happy"
Hampton Bays Hotel on Main
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (103)
"Enjoyed my stay"
The price is P13,533
P15,563 total
includes taxes & fees
Jul 31 - Aug 1
The Niantic Inn
Super 8 by Wyndham Old Saybrook
Property amenity

Super 8 by Wyndham Old Saybrook

2.0 star property
7.0 out of 10, Good, (888)
"A simple, affordable, conveniently located, and pleasant stay."
The price is P4,812
P5,699 total
includes taxes & fees
Aug 18 - Aug 19
Super 8 by Wyndham Old Saybrook
The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (237)
"Everything was fantastic, will stay again!"
The Captain Stannard
Aqua by American Beech - Adults Only
Exterior

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
Terrace/patio

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (300)
"Great place!"
The price is P14,681
P18,409 total
includes taxes & fees
Aug 5 - Aug 6
The Bentley Hotel Southampton
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (231)
"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 P19,290
P24,531 total
includes taxes & fees
Jul 31 - Aug 1
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Where to stay in The Heights

Find the best The Heights areas and neighborhoods for the activities you enjoy most.
Hay Beach map

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

Sound View Greenport

Sound View Greenport

10/10 Excellent
"We stayed here for an overnight for a girls trip with my 8yr old daughter, we had the best time. We will be back!"
Doreen 1-night trip
Posted 11 hours ago
Sound View Greenport

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. Another top choice in the area is The Chequit.

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 14 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.