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Hotels in The Heights

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26 Nov - 27 Nov
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27 Nov - 28 Nov
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28 Nov - 30 Nov
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5 Dec - 7 Dec

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Top 10 Hotels in The Heights

View from property
House on Chase Creek

House on Chase Creek

2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
" 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 S$275
includes taxes & fees
1 Dec - 2 Dec
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, (1008)
"Beautiful property, we loved our room, friendly staff. "
United States
Natalie
The price is S$359
includes taxes & fees
30 Nov - 1 Dec
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)
"Always a great stay at Pier Blue. Comfy bed and plenty of room."
United States
Patricia
Pier Blue Inn Old Saybrook - Essex
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, (1007)
"We love the stay everything was perfect"
United States
angelica
The price is S$255
includes taxes & fees
30 Nov - 1 Dec
Water's Edge Resort & Spa
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, (68)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main
Exterior
Madison Beach Hotel

Madison Beach Hotel

4.0 star property
29.8 km from The Heights
9.4 out of 10, Exceptional, (338)
"Staff and hotel are lovely "
United States
Steven
The price is S$367
includes taxes & fees
7 Dec - 8 Dec
Madison Beach Hotel
Indoor pool, open 9:00 AM to 9:00 PM, pool 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, (1011)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is S$151
includes taxes & fees
2 Dec - 3 Dec
Quality Inn Old Saybrook - Westbrook
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, (538)
"Amazing property, rooms, and staff. Book a room with a balcony for amazing views!"
United States
Matthew
The price is S$229
includes taxes & fees
30 Nov - 1 Dec
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, (972)
"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, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
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, (438)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is S$173
includes taxes & fees
30 Nov - 1 Dec
Hamlet Inn
Property grounds
The Hampton Maid

The Hampton Maid

2.5 star property
24.7 km from The Heights
9.0 out of 10, Wonderful, (685)
"Was so lovely would definitely come back again, very cute clean and safe "
United Kingdom
Maria
The Hampton Maid
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, (460)
"🙂"
United States
Jared
The price is S$100
includes taxes & fees
3 Dec - 4 Dec
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, (569)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is S$288
includes taxes & fees
30 Nov - 1 Dec
Sag Harbor Inn
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, (122)
"Great location. Nice and clean room and property"
United States
Eric
The price is S$132
includes taxes & fees
1 Dec - 2 Dec
The Niantic Inn
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

4.0 star property
3.8 km from The Heights
8.6 out of 10, Excellent, (593)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is S$302
includes taxes & fees
30 Nov - 1 Dec
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)
"Relaxing stay"
United States
Kristin
Aqua by American Beech - Adults Only
Property grounds
Liberty Inn

Liberty Inn

2.0 star property
25.8 km from The Heights
7.4 out of 10, Good, (640)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is S$114
includes taxes & fees
30 Nov - 1 Dec
Liberty Inn
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, (385)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is S$158
includes taxes & fees
30 Nov - 1 Dec
The Bentley Hotel Southampton
Exterior
The Sagaponack

The Sagaponack

3.0 star property
17.1 km from The Heights
8.8 out of 10, Excellent, (207)
"An absolute gem of a place to stay. The rooms are full of character and charm, it’s The Hamptons all the way. Great location, too. "
United States
Brad
The price is S$293
includes taxes & fees
7 Dec - 8 Dec
The Sagaponack
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 for the activities you enjoy most.

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

Bayview Resort

Bayview Resort

10/10 Excellent
"Just right. "
Elizabeth 2-night trip
Posted 7 days ago
Bayview Resort

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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 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.
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 13 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.