The Heights Hotels, 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 AU$376
includes taxes & fees
2 May - 3 May
House on Chase Creek

Clinton Motel

Clinton Motel
2.5 star property
25.4 km from The Heights
8.6 out of 10, Excellent, (308 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 AU$126
includes taxes & fees
4 May - 5 May
Clinton Motel

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)
"Convenient location for an affordable price "
United States
Jonathan
The price is AU$202
includes taxes & fees
11 May - 12 May
Quality Inn Old Saybrook - Westbrook

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
24.6 km from The Heights
6.4 out of 10, (232 reviews)
"Would stay again. "
United States
pamela
The price is AU$111
includes taxes & fees
3 May - 4 May
Lamplighter Motel - Clinton, Connecticut

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
23.3 km from The Heights
7.2 out of 10, Good, (472 reviews)
"The room was clean and comfortable. The Ac unit worked well. I was able to get a good nights sleep. Although I didn't need to use them, there were plenty of shops nearby."
United States
Robert
The price is AU$130
includes taxes & fees
7 May - 8 May
Econo Lodge Inn & Suites Old Saybrook Westbrook

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, (1,005 reviews)
"Clean room, ladies at the front desk were very nice, will be back"
United States
Amanda
The price is AU$386
includes taxes & fees
8 May - 9 May
Water's Edge Resort & Spa

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 AU$350
includes taxes & fees
3 May - 4 May
The Captain Stannard

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
24 km from The Heights
9.8 out of 10, Exceptional, (191 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is AU$425
includes taxes & fees
5 May - 6 May
Westbrook Inn B&B

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, (1,002 reviews)
"Great place to stay on the shoreline. Privately owned so you.are supporting local businesses!"
United States
John
The price is AU$132
includes taxes & fees
7 May - 8 May
Pier Blue Inn Old Saybrook - Essex

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
23.7 km from The Heights
7.0 out of 10, Good, (916 reviews)
"Excellent "
United States
David
The price is AU$140
includes taxes & fees
4 May - 5 May
Super 8 by Wyndham Old Saybrook

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (1,001 reviews)
"Everything was super clean and staff was friendly and helpful. "
United States
Katherine
The price is AU$569
includes taxes & fees
14 May - 15 May
Saybrook Point Resort & Marina

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
21.4 km from The Heights
10.0 out of 10, Exceptional, (94 reviews)
"Thank you to the crew at The Roundtree for making our stay memorable! This is our second stay, so we couldn't turn down the evening smores by the fire and delivered warm cookies for a late night snack. The grounds and room were so beautiful. We will be back."
United States
Glenn
The price is AU$1,338
includes taxes & fees
27 May - 28 May
The Roundtree, Amagansett

Liberty Inn

Liberty Inn
2.0 star property
25.8 km from The Heights
7.6 out of 10, Good, (645 reviews)
"This room was very clean, nice comfortable bed and sheets . Very clean bathroom and great towels "
United States
Greg
The price is AU$144
includes taxes & fees
5 May - 6 May
Liberty Inn

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
29.7 km from The Heights
9.0 out of 10, Wonderful, (242 reviews)
"We had a wonderful stay. Perfect location, great staff, and check-in process, and our room was delightful."
United States
Brian
The price is AU$355
includes taxes & fees
5 May - 6 May
The Scranton Seahorse Inn

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
10 km from The Heights
9.4 out of 10, Exceptional, (605 reviews)
"Clean room, nice breakfast options."
United States
Annie
The price is AU$409
includes taxes & fees
21 May - 22 May
Sag Harbor Inn

The Niantic Inn

The Niantic Inn
2.5 star property
30.1 km from The Heights
9.2 out of 10, Wonderful, (155 reviews)
"Perfect hotel: nice huge bedroom, clean, microwave, fridge, nice location and great staff."
United States
Emilia
The price is AU$255
includes taxes & fees
7 May - 8 May
The Niantic Inn

Copper Beech Inn

Copper Beech Inn
4.0 star property
30.3 km from The Heights
8.6 out of 10, Excellent, (510 reviews)
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is AU$451
includes taxes & fees
3 May - 4 May
Copper Beech Inn

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
2 km from The Heights
9.6 out of 10, Exceptional, (84 reviews)
"Overall the places is nice, clean and great views"
United States
Dianne
The price is AU$588
includes taxes & fees
17 May - 18 May
The Pridwin Hotel

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
29.8 km from The Heights
9.4 out of 10, Exceptional, (367 reviews)
"Lovely hotel for an off season visit."
United States
Delphine
The price is AU$503
includes taxes & fees
11 May - 12 May
Madison Beach Hotel

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
22.9 km from The Heights
7.8 out of 10, Good, (34 reviews)
"I was very impressed by the kind attention paid to me by the manager, who upgraded my room and showed me to the cottage and parking place. The room and bathroom were clean. The bathroom window showed a little wear and tear, but it wasn't a big deal. While the motel might not be as fancy as other places, it makes up for it in location and charm of the staff."
United States
Caitlin
The price is AU$259
includes taxes & fees
7 May - 8 May
Sea Haven Resort Motel
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.

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

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.