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Hotels in The Heights

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15 Jul - 16 Jul
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16 Jul - 17 Jul
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18 Jul - 20 Jul
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25 Jul - 27 Jul

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Top 10 Hotels in The Heights

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, (30)
"Prefect place for a staycation "
The Chequit
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, (71)
"The House on Chase Creek is beautiful. It's an old house but everything is updated, clean and comfortable. "
House on Chase Creek
Saybrook Point Resort & Marina
Enjoy a tranquil waterfront setting with a fire pit table and stunning views of the marina.

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1010)
"Beautiful spot and great accommodations—can’t wait to return! "
The price is S$551
includes taxes & fees
17 Jul - 18 Jul
Saybrook Point Resort & Marina
The Harbor Front Inn
Relax in a serene outdoor space with a comfortable chair and table, overlooking a peaceful body of water.

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (486)
"Very convenient location to shopping and restaurants "
The price is S$495
includes taxes & fees
17 Jul - 18 Jul
The Harbor Front 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
6.0 out of 10, (35)
"Decent place definitely clean. No staff on premises so good luck getting more towels "
Hampton Bays Hotel on Main
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, (995)
"Great location. "
The price is S$118
includes taxes & fees
20 Jul - 21 Jul
Pier Blue Inn Old Saybrook - Essex
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, (290)
"Amazing place I went there with my family we took the two bedrooms it has the pool fronting the room which is like a separate house with two parking spots We enjoyed the stay and will come back again "
The price is S$508
includes taxes & fees
17 Jul - 18 Jul
Hampton's Vacation Inn
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, (1014)
"Great location and pool, close to a wonderful restaurant "
The price is S$158
includes taxes & fees
17 Jul - 18 Jul
Quality Inn Old Saybrook - Westbrook
The Atlantic Hotel
Relax by the rectangular pool surrounded by lounge chairs and umbrellas, set amidst lush greenery.

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (875)
"Great staff clean. "
The Atlantic Hotel
Madison Beach Hotel
Enjoy ocean views and beach access from our waterfront rooms and suites.

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (301)
"Great stay!! "
The price is S$780
includes taxes & fees
20 Jul - 21 Jul
Madison Beach Hotel
Bayview Resort
Relax by the serene pool surrounded by a fenced area, perfect for unwinding and socializing.

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (411)
"great hotel stay"
The price is S$408
includes taxes & fees
21 Jul - 22 Jul
Bayview Resort
Water's Edge Resort & Spa
Experience the hotel's elegant design and unwind by the spacious pool surrounded by lounge chairs.

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1004)
"Grounds are beautiful. Good food and staff. One down side are the bed pillows- all were toooo big and puffy- so uncomfortable! "
The price is S$463
includes taxes & fees
20 Jul - 21 Jul
Water's Edge Resort & Spa
Baron's Cove
Enjoy the charming balcony with potted plants and a gabled roof.

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (265)
"Great location in the heart of town Walk to everything Amazing breakfast too "
The price is S$903
includes taxes & fees
13 Aug - 14 Aug
Baron's Cove
Sea Crest Resort
Enjoy the serene beach view from this balcony, featuring a round table and two chairs.

Sea Crest Resort

2.5 star property
9.2 out of 10, Wonderful, (459)
"Great stay and beautiful clean room "
The price is S$711
includes taxes & fees
20 Jul - 21 Jul
Sea Crest Resort
Greenporter Hotel
Relax by the fire pit surrounded by comfortable seating and a serene pool view.

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (133)
"wonderful stay! we loved lounging by the pool and being such a short walk to so many amazing restaurants and cafes right in greenport!"
Greenporter Hotel
Ocean Vista Resort
Guests can enjoy access to the beach and scenic ocean views.

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (179)
"Nice place to stay out on the east end"
Ocean Vista Resort
The Hampton Maid
Experience the charm of this historic building with a unique windmill on the roof, featuring a balcony with outdoor seating and a serene lawn with Adirondack chairs.

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (614)
"We loved our stay !"
The price is S$637
includes taxes & fees
4 Aug - 5 Aug
The Hampton Maid
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, (434)
"Great and affordable place to stay "
The price is S$119
includes taxes & fees
21 Jul - 22 Jul
Econo Lodge Inn & Suites Old Saybrook Westbrook
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 S$335
includes taxes & fees
30 Jul - 31 Jul
The Niantic Inn
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, (609)
"It was very clean and odor-free. Check-in was quick and easy. The bed was very comfortable."
The price is S$131
includes taxes & fees
4 Aug - 5 Aug
Liberty 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 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.

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.