The Heights Hotels near 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

Next weekend
In two weeks

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 P7,439
P8,499 total
includes taxes & fees
Apr 1 - Apr 2
House on Chase Creek

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 P6,125
P7,044 total
includes taxes & fees
Apr 5 - Apr 6
Quality Inn Old Saybrook - Westbrook

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 P4,602
P5,293 total
includes taxes & fees
Mar 30 - Mar 31
Clinton Motel

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, (915 reviews)
"Excellent "
United States
David
The price is P4,197
P4,971 total
includes taxes & fees
Apr 1 - Apr 2
Super 8 by Wyndham Old Saybrook

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)
"Staff was amazing and helpful. The rooms were lovely and the beds so comfortable."
United States
Kelly
The price is P12,864
P15,838 total
includes taxes & fees
Mar 30 - Mar 31
Water's Edge Resort & Spa

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, (469 reviews)
"The only thing they serve for continental breakfast are waffles and orange juice and coffee very disappointed"
United States
Candise
The price is P4,059
P4,668 total
includes taxes & fees
Apr 5 - Apr 6
Econo Lodge Inn & Suites Old Saybrook Westbrook

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, (1,004 reviews)
"Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. "
United States
Joseph
The price is P4,315
P4,963 total
includes taxes & fees
Apr 5 - Apr 6
Pier Blue Inn Old Saybrook - Essex

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
24.6 km from The Heights
6.4 out of 10, (230 reviews)
"Would stay again. "
United States
pamela
The price is P3,936
P4,527 total
includes taxes & fees
Mar 30 - Mar 31
Lamplighter Motel - Clinton, Connecticut

Copper Beech Inn

Copper Beech Inn
4.0 star property
30.3 km from The Heights
8.6 out of 10, Excellent, (509 reviews)
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is P16,895
P19,429 total
includes taxes & fees
Mar 30 - Mar 31
Copper Beech Inn

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
24 km from The Heights
9.8 out of 10, Exceptional, (182 reviews)
"Delicious breakfast, wonderful service and beautiful accommodations."
United States
Beth
The price is P12,465
P13,837 total
includes taxes & fees
Mar 31 - Apr 1
Westbrook Inn B&B

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (1,000 reviews)
"Every thing was comfortable and relaxing"
United States
Susette
The price is P19,923
P24,425 total
includes taxes & fees
Mar 30 - Mar 31
Saybrook Point Resort & Marina

Liberty Inn

Liberty Inn
2.0 star property
25.8 km from The Heights
7.6 out of 10, Good, (642 reviews)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is P5,389
P6,198 total
includes taxes & fees
Apr 2 - Apr 3
Liberty Inn

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 P6,976
P8,022 total
includes taxes & fees
Apr 6 - Apr 7
The Niantic 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 P12,808
P14,633 total
includes taxes & fees
Apr 27 - Apr 28
The Hampton Maid

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
29.8 km from The Heights
9.4 out of 10, Exceptional, (349 reviews)
"Staff and hotel are lovely "
United States
Steven
The price is P15,443
P17,759 total
includes taxes & fees
Apr 13 - Apr 14
Madison Beach Hotel

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
10 km from The Heights
9.4 out of 10, Exceptional, (587 reviews)
"Awesome staff, very clean facilities, and nice pool!"
United States
Fabian
The price is P12,414
P14,183 total
includes taxes & fees
Apr 2 - Apr 3
Sag Harbor Inn

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 P35,993
P43,178 total
includes taxes & fees
Mar 30 - Mar 31
The Roundtree, Amagansett

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
21 km from The Heights
8.6 out of 10, Excellent, (208 reviews)
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is P7,570
P9,027 total
includes taxes & fees
Mar 30 - Mar 31
Southampton Long Island Hotel

The Captain Stannard

The Captain Stannard
3.0 star property
24 km from The Heights
9.8 out of 10, Exceptional, (262 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is P12,984
P14,413 total
includes taxes & fees
Apr 5 - Apr 6
The Captain Stannard

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 P17,713
P21,123 total
includes taxes & fees
Apr 2 - Apr 3
The 1770 House Restaurant & Inn
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 and neighborhoods for the activities you enjoy most.

Hay Beach

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

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 neighborhood has to offer. Be sure to check out 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 guesthouse offers free parking and free WiFi.
How many hotels will I 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 accommodations in The Heights.
If I need to cancel my hotel reservation in The Heights, will I receive a refund?
Yes, most hotel bookings are fully refundable if cancelled prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best options available 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