Search Hotels in The Heights, Shelter Island Heights

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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 £104
includes taxes & fees
13 Apr - 14 Apr
House on Chase Creek

Harpoon House

Harpoon House
3.0 star property
13.4 mi from The Heights
8.4 out of 10, Very good, (150 reviews)
"Room was clean. Bathroom was refinished. "
United States
robert
The price is £127
includes taxes & fees
14 Apr - 15 Apr
Harpoon House

Clinton Motel

Clinton Motel
2.5 star property
15.8 mi from The Heights
8.6 out of 10, Excellent, (306 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 £67
includes taxes & fees
15 Apr - 16 Apr
Clinton Motel

The Niantic Inn

The Niantic Inn
2.5 star property
18.7 mi from The Heights
9.2 out of 10, Wonderful, (152 reviews)
"Clean rooms friendly staff"
United States
Crystal
The price is £121
includes taxes & fees
19 Apr - 20 Apr
The Niantic Inn

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
2.1 mi 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 £150
includes taxes & fees
20 Apr - 21 Apr
North Fork Cottages & RV Resort

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
14.3 mi from The Heights
9.0 out of 10, Wonderful, (24 reviews)
"Cute B&B, very nice room, check-in worked well"
United States
Isolde
The price is £256
includes taxes & fees
19 Apr - 20 Apr
James Pharmacy Bed & Breakfast

Zey Hotel

Zey Hotel
3.5 star property
1.7 mi 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 £275
includes taxes & fees
23 Apr - 24 Apr
Zey Hotel

Hamlet Inn

Hamlet Inn
2.0 star property
14.3 mi from The Heights
8.6 out of 10, Excellent, (469 reviews)
"Great place. Beautiful property. Friendly staff"
United States
Amie
The price is £107
includes taxes & fees
15 Apr - 16 Apr
Hamlet Inn

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
18.5 mi from The Heights
9.0 out of 10, Wonderful, (240 reviews)
"Great stay and will be back!"
United States
David
The price is £233
includes taxes & fees
13 Apr - 14 Apr
The Scranton Seahorse Inn

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
2.2 mi from The Heights
9.0 out of 10, Wonderful, (249 reviews)
"Great stay - beautiful place"
United States
Rebecca
The price is £165
includes taxes & fees
3 May - 4 May
Cliffside Resort Condominiums

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
16.5 mi from The Heights
7.2 out of 10, Good, (72 reviews)
"Loved the 2 bar options on the property."
United States
Jennifer
The price is £120
includes taxes & fees
14 Apr - 15 Apr
Hampton Bays Hotel on Main

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
2.5 mi from The Heights
9.4 out of 10, Exceptional, (259 reviews)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is £151
includes taxes & fees
15 Apr - 16 Apr
The Shoals Suites and Slips

Mill House Inn

Mill House Inn
5.0 star property
12 mi from The Heights
9.0 out of 10, Wonderful, (83 reviews)
"It is a very nice place, the staff is very friendly and the breakfast is very good. Also they have delicious teas, coffee, hot cider and snacks. We definitely recommend this hotel "
United States
Eliane
The price is £303
includes taxes & fees
14 Apr - 15 Apr
Mill House Inn

Shorewood Inn

Shorewood Inn
2.5 star property
15.2 mi from The Heights
8.4 out of 10, Very good, (732 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 £78
includes taxes & fees
13 Apr - 14 Apr
Shorewood Inn

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
14.9 mi from The Heights
9.8 out of 10, Exceptional, (186 reviews)
"Delicious breakfast, wonderful service and beautiful accommodations."
United States
Beth
The price is £176
includes taxes & fees
13 Apr - 14 Apr
Westbrook Inn B&B

Sea Crest Resort

Sea Crest Resort
2.5 star property
17.8 mi from The Heights
9.2 out of 10, Wonderful, (511 reviews)
"Yes"
United States
anthony
The price is £166
includes taxes & fees
29 Apr - 30 Apr
Sea Crest Resort

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
14.5 mi 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 £62
includes taxes & fees
13 Apr - 14 Apr
Pier Blue Inn Old Saybrook - Essex

The Captain Stannard

The Captain Stannard
3.0 star property
14.9 mi from The Heights
9.6 out of 10, Exceptional, (263 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is £193
includes taxes & fees
19 Apr - 20 Apr
The Captain Stannard

The Hampton Maid

The Hampton Maid
2.5 star property
15.4 mi from The Heights
9.2 out of 10, Wonderful, (690 reviews)
"Great place to stay"
United States
Mitchell
The price is £179
includes taxes & fees
20 Apr - 21 Apr
The Hampton Maid

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
16.2 mi from The Heights
9.4 out of 10, Exceptional, (324 reviews)
"Clean rooms and amazing beach view "
United States
Tshering
The price is £186
includes taxes & fees
13 Apr - 14 Apr
Aqua by American Beech - Adults Only
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

When is the best time to go to The Heights?
The best times to go to The Heights are during the spring (April to June) and autumn (September to November) months.

During these periods, the weather is generally pleasant, with comfortable temperatures and less humidity than the summer. This makes it ideal for exploring the neighbourhood's parks and outdoor attractions, such as the walking paths along the Hudson River and the smaller, well-kept community gardens. You'll find the trees in full bloom in spring or showcasing beautiful colours in autumn, which adds to the area's appeal.

Couples often appreciate the romantic feel of The Heights during these seasons, as the milder weather is great for leisurely strolls, dining outdoors, and enjoying the scenic views of the Manhattan skyline without the intense heat or cold. Many local cafes and restaurants offer outdoor seating, allowing you to soak in the local atmosphere.

For solo travellers, these seasons provide an excellent opportunity to explore at your own pace. The quieter periods between major tourist rushes mean you can enjoy local shops, galleries, and museums without large crowds.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in The Heights.
How can I save on a The Heights hotel booking with Expedia?
Members always get our best prices. Find our best The Heights hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a The Heights hotel?
Hotel prices in The Heights often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

Explore a world of travel with Expedia