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The Heights Hotels, Shelter Island Heights

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Check prices for these dates

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

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3997 Cheap Hotels in The Heights - Specials, Reviews, & Last Minute Deals

Our top choices for The Heights hotels

Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1010)
"Good budget friendly hotel"
The price is AU$142
includes taxes & fees
4 Sept - 5 Sept
Pier Blue Inn Old Saybrook - Essex
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (188)
"Close to town and pool was great!"
Greenporter Hotel
Liberty Inn
Property grounds

Liberty Inn

2.0 star property
7.4 out of 10, Good, (620)
"Service at front desk was very good!"
The price is AU$131
includes taxes & fees
4 Sept - 5 Sept
Liberty Inn
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (76)
"The House on Chase Creek is beautiful. It's an old house but everything is updated, clean and comfortable. "
The price is AU$432
includes taxes & fees
15 Sept - 16 Sept
House on Chase Creek
The Chequit
Exterior

The Chequit

3.0 star property
9.0 out of 10, Wonderful, (35)
"Everyone was amazing "
The Chequit
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1008)
"Perfect spot for my visit"
The price is AU$178
includes taxes & fees
23 Sept - 24 Sept
Quality Inn Old Saybrook - Westbrook
Clinton Motel
Property grounds

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (269)
"Great stay. Fantastic location. Wonderful motel providing everything you need. Clean, comfortable and excellent value."
The price is AU$140
includes taxes & fees
1 Sept - 2 Sept
Clinton Motel
Shorewood Inn
Terrace/patio

Shorewood Inn

2.5 star property
8.6 out of 10, Excellent, (676)
"Good place to stay"
Shorewood Inn
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, (444)
"Definitely an older property, but staff were helpful people and our room was clean and quiet. Easy car ride to get to the ocean."
The price is AU$135
includes taxes & fees
16 Sept - 17 Sept
Econo Lodge Inn & Suites Old Saybrook Westbrook
Super 8 by Wyndham Old Saybrook
Property amenity

Super 8 by Wyndham Old Saybrook

2.0 star property
7.0 out of 10, Good, (896)
"It was clean and quiet"
The price is AU$130
includes taxes & fees
28 Aug - 29 Aug
Super 8 by Wyndham Old Saybrook
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (74)
"Awesome all around! Staff was super nice "
The Pridwin Hotel
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (104)
"Enjoyed my stay"
The price is AU$289
includes taxes & fees
4 Sept - 5 Sept
The Niantic Inn
Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (303)
"Our stay at Hampton’s Vacation Inn was excellent. The cottage was awesome, the staff was amazing, and the room was clean and very accessible to everything. I would definitely stay here again and highly recommend it to others."
The price is AU$317
includes taxes & fees
27 Aug - 28 Aug
Hampton's Vacation Inn
Ocean Vista Resort
View from property

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (187)
"It waa great for traveling with kids. Close to the beach and my kids loved the indoor pool!"
Ocean Vista Resort
The Bentley Hotel Southampton
Terrace/patio

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (324)
"Great place!"
The price is AU$426
includes taxes & fees
3 Sept - 4 Sept
The Bentley Hotel Southampton
Hampton Bays Hotel on Main
Deluxe Double Room, 1 King Bed, City View

Hampton Bays Hotel on Main

2.0 star property
6.8 out of 10, (53)
"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!"
Hampton Bays Hotel on Main
The Harbor Front Inn
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (508)
"Great location ,beautiful hotel,nice staff"
The price is AU$424
includes taxes & fees
21 Sept - 22 Sept
The Harbor Front Inn
Windward Shores Ocean Resort
Ocean View 2BD Corner King and Queen | Living area

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (291)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is AU$328
includes taxes & fees
14 Sept - 15 Sept
Windward Shores Ocean Resort
The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (244)
"Everything was fantastic, will stay again!"
The Captain Stannard
The Atlantic Hotel
Outdoor pool

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (916)
"great stay "
The Atlantic Hotel
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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Our guide on 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

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Great location ,beautiful hotel,nice staff"
ROBERT 1-night trip
Posted 2 days ago
The Harbor Front Inn

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.