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Top Trending Hotels Near The Heights, Shelter Island Heights

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1006)
"The venue is great. "
The price is ฿11,573
฿13,958 total
includes taxes & fees
14 Sept - 15 Sept
Saybrook Point Resort & Marina

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (193)
"Close to town and pool was great!"
Greenporter Hotel

Shorewood Inn

2.5 star property
8.6 out of 10, Excellent, (676)
"Good place to stay"
Shorewood Inn

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 ฿7,977
฿9,114 total
includes taxes & fees
8 Sept - 9 Sept
House on Chase Creek

The Chequit

3.0 star property
9.0 out of 10, Wonderful, (35)
"Everyone was amazing "
The Chequit

Sea Crest Resort

2.5 star property
9.2 out of 10, Wonderful, (475)
"Great one night stay in Amagansett! Room had a nice balcony with ocean views"
The price is ฿8,985
฿10,972 total
includes taxes & fees
11 Sept - 12 Sept
Sea Crest Resort

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (238)
"Had a great time. Will be back"
The price is ฿10,767
฿13,712 total
includes taxes & fees
11 Sept - 12 Sept
Cliffside Resort Condominiums

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 ฿2,565
฿2,950 total
includes taxes & fees
1 Sept - 2 Sept
Clinton Motel

The Captain Stannard

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

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1012)
"Good budget friendly hotel"
The price is ฿2,601
฿2,991 total
includes taxes & fees
1 Sept - 2 Sept
Pier Blue Inn Old Saybrook - Essex

The Pridwin Hotel

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

Liberty Inn

2.0 star property
7.4 out of 10, Good, (621)
"Service at front desk was very good!"
The price is ฿2,893
฿3,327 total
includes taxes & fees
28 Aug - 29 Aug
Liberty Inn

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (547)
"Great place to stay!"
The price is ฿10,051
฿11,484 total
includes taxes & fees
21 Sept - 22 Sept
Sag Harbor Inn

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (305)
"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 ฿7,743
฿8,846 total
includes taxes & fees
1 Sept - 2 Sept
Hampton's Vacation Inn

Southampton Inn

3.0 star property
8.6 out of 10, Excellent, (536)
"Close to everything!! "
The price is ฿9,740
฿11,657 total
includes taxes & fees
14 Sept - 15 Sept
Southampton Inn

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (104)
"Enjoyed my stay"
The price is ฿6,378
฿7,335 total
includes taxes & fees
8 Sept - 9 Sept
The Niantic Inn

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (508)
"Great location ,beautiful hotel,nice staff"
The price is ฿6,428
฿8,933 total
includes taxes & fees
21 Sept - 22 Sept
The Harbor Front Inn

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (563)
"Great location "
The price is ฿8,542
฿11,349 total
includes taxes & fees
14 Sept - 15 Sept
Sound View Greenport

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (192)
"The hotel was lovely"
The price is ฿12,071
฿14,602 total
includes taxes & fees
3 Sept - 4 Sept
The Shoals Suites and Slips

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (160)
"Charming, beautiful inn; excellent food and service."
The price is ฿7,206
฿7,998 total
includes taxes & fees
23 Sept - 24 Sept
Westbrook Inn B&B
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

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.