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Find hotels in The Heights, Shelter Island Heights from ￥12,714

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Nov 15 - Nov 16
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Nov 16 - Nov 17
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Discover 3,973 The Heights hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

View from property
House on Chase Creek

House on Chase Creek

2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
"It was a peaceful and serene as it gets what a nice overnight stay we will have to come back again to explore more sometime soon. "
United States
Vincent
The price is ￥28,570
￥32,641 total
includes taxes & fees
Nov 19 - Nov 20
House on Chase Creek
Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 star property
22.6 km from The Heights
9.4 out of 10, Exceptional, (1001)
"Beautiful property, we loved our room, friendly staff. "
United States
Natalie
The price is ￥37,417
￥46,894 total
includes taxes & fees
Nov 30 - Dec 1
Saybrook Point Resort & Marina
Property grounds
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, (1002)
"Great place to stay!"
United States
Nancy
Pier Blue Inn Old Saybrook - Essex
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, (67)
"As long as you aren’t utilizing the hotel to sleep it is great. The rooms are above a bar that plays music till late in the night. Rooms themselves are great, just a tough location with no parking "
United States
Brendan
Hampton Bays Hotel on Main
Exterior
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, (1001)
"We love the stay everything was perfect"
United States
angelica
The price is ￥30,897
￥38,197 total
includes taxes & fees
Nov 16 - Nov 17
Water's Edge Resort & Spa
Exterior
Madison Beach Hotel

Madison Beach Hotel

4.0 star property
29.8 km from The Heights
9.4 out of 10, Exceptional, (336)
"Staff and hotel are lovely "
United States
Steven
The price is ￥37,893
￥43,577 total
includes taxes & fees
Dec 1 - Dec 2
Madison Beach Hotel
Indoor pool, open 9:00 AM to 9:00 PM, 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, (1005)
"It was a nice clean hotel. "
Canada
Rhona
The price is ￥15,633
￥17,978 total
includes taxes & fees
Nov 23 - Nov 24
Quality Inn Old Saybrook - Westbrook
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
2.4 km from The Heights
8.8 out of 10, Excellent, (533)
"Awesome stay!!! Great Location "
United States
Bryan
The price is ￥20,898
￥31,445 total
includes taxes & fees
Dec 15 - Dec 16
The Harbor Front Inn
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
22.1 km from The Heights
7.2 out of 10, Good, (966)
"Love the area love the room size clean parking was perfect "
United States
Sherwood
The Atlantic Hotel
Exterior
Zey Hotel

Zey Hotel

3.5 star property
2.7 km from The Heights
9.2 out of 10, Wonderful, (287)
"Spotless room, wonderfully comfortable bed, beautiful decorating job and the sweetest, nicest front desk person - Jessica, who made us feel welcome!"
United States
Marina
Zey Hotel
Property grounds
The Hampton Maid

The Hampton Maid

2.5 star property
24.7 km from The Heights
9.0 out of 10, Wonderful, (683)
"Love this place "
United States
Diane
The price is ￥43,815
￥50,059 total
includes taxes & fees
Nov 21 - Nov 22
The Hampton Maid
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
23.1 km from The Heights
8.6 out of 10, Excellent, (437)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ￥15,857
￥20,494 total
includes taxes & fees
Nov 16 - Nov 17
Hamlet Inn
Exterior
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, (459)
"🙂"
United States
Jared
The price is ￥11,055
￥12,714 total
includes taxes & fees
Nov 23 - Nov 24
Econo Lodge Inn & Suites Old Saybrook Westbrook
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
10 km from The Heights
9.4 out of 10, Exceptional, (567)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is ￥28,199
￥32,217 total
includes taxes & fees
Nov 16 - Nov 17
Sag Harbor Inn
Property grounds
Liberty Inn

Liberty Inn

2.0 star property
25.8 km from The Heights
7.4 out of 10, Good, (640)
"The room was very clean. We stayed two nights and the maid service was excellent. "
United States
Kelcey
The price is ￥11,886
￥13,669 total
includes taxes & fees
Nov 20 - Nov 21
Liberty Inn
Standard Studio, 1 King Bed, Non Smoking | 1 bedroom, premium bedding, free WiFi, bed sheets
The Niantic Inn

The Niantic Inn

2.5 star property
30.1 km from The Heights
9.0 out of 10, Wonderful, (121)
"Great location. Nice and clean room and property"
United States
Eric
The price is ￥18,619
￥21,412 total
includes taxes & fees
Nov 16 - Nov 17
The Niantic Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

4.0 star property
3.8 km from The Heights
8.6 out of 10, Excellent, (590)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is ￥30,098
￥41,954 total
includes taxes & fees
Dec 15 - Dec 16
Sound View Greenport
Exterior
Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only

2.5 star property
26 km from The Heights
9.4 out of 10, Exceptional, (312)
"It was beautiful and I would go again now if I could. "
United States
Wilson
Aqua by American Beech - Adults Only
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (378)
"From the front desk receptionist to checking out, everything was perfect. "
United States
Eileen
The price is ￥17,808
￥20,500 total
includes taxes & fees
Nov 16 - Nov 17
The Bentley Hotel Southampton
Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

4.0 star property
2.3 km from The Heights
9.8 out of 10, Exceptional, (138)
"amazing stay, very quaint and relaxing "
United States
rebecca
Silver Sands Motel & Beach Bungalows
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.
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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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"amenities clean room with turndown service "
michael 2-night trip
Posted 16 hours ago
Saybrook Point Resort & Marina

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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, The Chequit is the highest ranked property in The Heights. This hotel offers a restaurant and free parking. Another top choice in the area 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 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.