Hotels in The Heights, Shelter Island Heights

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for The Heights hotels

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (81 reviews)
"It’s a friendly and clean environment. The host is gracious and helpful and his dog is delightful"
United States
Phyllis
The price is RM495
RM565 total
includes taxes & fees
15 Apr - 16 Apr
House on Chase Creek

Clinton Motel

Clinton Motel
2.5 star property
25.4 km from The Heights
8.6 out of 10, Excellent, (305 reviews)
"I enjoyed my stay at the Clinton Motel. The room had everything I needed for my one night stay. The front desk personnel were helpful and courteous. "
United States
william
The price is RM314
RM361 total
includes taxes & fees
8 Apr - 9 Apr
Clinton Motel

Zey Hotel

Zey Hotel
3.5 star property
2.7 km from The Heights
9.2 out of 10, Wonderful, (299 reviews)
"Quiet yet situated right in the heart of Greenport."
United States
Andrew
The price is RM1,309
RM1,495 total
includes taxes & fees
9 Apr - 10 Apr
Zey Hotel

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
24 km from The Heights
9.8 out of 10, Exceptional, (183 reviews)
"Delicious breakfast, wonderful service and beautiful accommodations."
United States
Beth
The price is RM897
RM995 total
includes taxes & fees
7 Apr - 8 Apr
Westbrook Inn B&B

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
3.4 km from The Heights
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is RM779
RM890 total
includes taxes & fees
6 Apr - 7 Apr
North Fork Cottages & RV Resort

The Niantic Inn

The Niantic Inn
2.5 star property
30.1 km from The Heights
9.2 out of 10, Wonderful, (151 reviews)
"Clean rooms friendly staff"
United States
Crystal
The price is RM570
RM656 total
includes taxes & fees
19 Apr - 20 Apr
The Niantic Inn

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
22.9 km from The Heights
9.0 out of 10, Wonderful, (23 reviews)
"Cute B&B, very nice room, check-in worked well"
United States
Isolde
The price is RM1,098
RM1,219 total
includes taxes & fees
5 Apr - 6 Apr
James Pharmacy Bed & Breakfast

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, (1,000 reviews)
"nice area and quiet...eat and drink in the same place"
United States
michael
The price is RM433
RM498 total
includes taxes & fees
7 Apr - 8 Apr
Quality Inn Old Saybrook - Westbrook

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
19.4 km from The Heights
9.8 out of 10, Exceptional, (163 reviews)
"Beautiful property, we had a wonderful stay. Staff were very friendly and helpful, and the location is an easy walk to shops and restaurants."
United States
Lisa
The price is RM1,359
RM1,620 total
includes taxes & fees
6 Apr - 7 Apr
The 1770 House Restaurant & Inn

The Hampton Maid

The Hampton Maid
2.5 star property
24.7 km from The Heights
9.2 out of 10, Wonderful, (689 reviews)
"Great place to stay"
United States
Mitchell
The price is RM852
RM973 total
includes taxes & fees
8 Apr - 9 Apr
The Hampton Maid

Hamlet Inn

Hamlet Inn
2.0 star property
23.1 km from The Heights
8.6 out of 10, Excellent, (465 reviews)
"Great place. Beautiful property. Friendly staff"
United States
Amie
The price is RM449
RM581 total
includes taxes & fees
14 Apr - 15 Apr
Hamlet Inn

Liberty Inn

Liberty Inn
2.0 star property
25.8 km from The Heights
7.6 out of 10, Good, (642 reviews)
"This room was very clean, nice comfortable bed and sheets . Very clean bathroom and great towels "
United States
Greg
The price is RM358
RM412 total
includes taxes & fees
12 Apr - 13 Apr
Liberty Inn

The Captain Stannard

The Captain Stannard
3.0 star property
24 km from The Heights
9.6 out of 10, Exceptional, (263 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is RM863
RM958 total
includes taxes & fees
12 Apr - 13 Apr
The Captain Stannard

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, (71 reviews)
"Loved the 2 bar options on the property."
United States
Jennifer
The price is RM569
RM650 total
includes taxes & fees
15 Apr - 16 Apr
Hampton Bays Hotel on Main

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (457 reviews)
"We loved our stay!"
United States
Charlotte
The price is RM562
RM646 total
includes taxes & fees
5 Apr - 6 Apr
The Bentley Hotel Southampton

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, (1,001 reviews)
"Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. "
United States
Joseph
The price is RM288
RM331 total
includes taxes & fees
12 Apr - 13 Apr
Pier Blue Inn Old Saybrook - Essex

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, (1,001 reviews)
"Enjoyable stay. "
United States
Marie
The price is RM1,014
RM1,236 total
includes taxes & fees
12 Apr - 13 Apr
Water's Edge Resort & Spa

Shorewood Inn

Shorewood Inn
2.5 star property
24.5 km from The Heights
8.6 out of 10, Excellent, (729 reviews)
"We really love the place. It was walking distance from some of the best steaks in Long Island. The staff was so friendly our room could possibly need a new coat of paint rather than that the room was in very good condition."
United States
Thomas
The price is RM370
RM422 total
includes taxes & fees
8 Apr - 9 Apr
Shorewood Inn

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
29.8 km from The Heights
9.4 out of 10, Exceptional, (350 reviews)
"We toured the Spa but did not have an opportunity to take advantage of the services during our overnight stay. The staff was very helpful and the spa calm and inviting."
United States
Per
The price is RM1,136
RM1,306 total
includes taxes & fees
14 Apr - 15 Apr
Madison Beach Hotel

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
3.5 km from The Heights
9.0 out of 10, Wonderful, (249 reviews)
"Great stay - beautiful place"
United States
Rebecca
The price is RM698
RM972 total
includes taxes & fees
9 Apr - 10 Apr
Cliffside Resort Condominiums
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

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.
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.

Explore a world of travel with Expedia