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Check prices for these dates

This weekend
12 Jun - 14 Jun
Next weekend
19 Jun - 21 Jun

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Our top choices for The Heights hotels

Outdoor dining

The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (37 reviews)
"Always a sold stay on Shelter Island"
United States
Peter
The price is ₹52,549
₹60,037 total
includes taxes & fees
10 Jun - 11 Jun
The Chequit
View from property

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (82 reviews)
"Bill is a wonderful and knowledgeable host for a beautiful getaway in a unique setting."
United States
Robert
The price is ₹26,216
₹29,952 total
includes taxes & fees
11 Jun - 12 Jun
House on Chase Creek
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

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, (1,005 reviews)
"Everyone was friendly, the rooms were clean and breakfast was great!"
United States
Pamela
The price is ₹10,733
₹12,343 total
includes taxes & fees
21 Jun - 22 Jun
Quality Inn Old Saybrook - Westbrook
Property grounds

Clinton Motel

Clinton Motel
2.5 star property
25.4 km from The Heights
8.6 out of 10, Excellent, (314 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is ₹8,355
₹9,608 total
includes taxes & fees
9 Jun - 10 Jun
Clinton Motel
Bar (on property)

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, (1,000 reviews)
"Great stay j"
United States
Maria Felicitas
The price is ₹25,549
₹31,019 total
includes taxes & fees
17 Jun - 18 Jun
Water's Edge Resort & Spa
Individually decorated, individually furnished, desk, laptop workspace

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, (478 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 ₹7,646
₹8,793 total
includes taxes & fees
14 Jun - 15 Jun
Econo Lodge Inn & Suites Old Saybrook Westbrook
Property grounds

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, (1,005 reviews)
"Friendly staff, clean room, nice location"
United States
Freddy
The price is ₹9,420
₹10,833 total
includes taxes & fees
15 Jun - 16 Jun
Pier Blue Inn Old Saybrook - Essex
Exterior

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
24.6 km from The Heights
6.4 out of 10, (236 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is ₹7,500
₹8,626 total
includes taxes & fees
9 Jun - 10 Jun
Lamplighter Motel - Clinton, Connecticut
Property grounds

Liberty Inn

Liberty Inn
2.0 star property
25.8 km from The Heights
7.6 out of 10, Good, (651 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is ₹8,459
₹9,728 total
includes taxes & fees
9 Jun - 10 Jun
Liberty Inn
IPod dock, MP3 dock

The Captain Stannard

The Captain Stannard
3.0 star property
24 km from The Heights
9.6 out of 10, Exceptional, (264 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is ₹21,321
₹23,666 total
includes taxes & fees
10 Jun - 11 Jun
The Captain Stannard
Beach nearby

The Niantic Inn

The Niantic Inn
2.5 star property
30.1 km from The Heights
9.2 out of 10, Wonderful, (168 reviews)
"Great place."
United States
Joshua
The price is ₹18,001
₹20,701 total
includes taxes & fees
10 Jun - 11 Jun
The Niantic Inn
Exterior

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 from room to dining was excellent!"
United States
Kristine
The price is ₹30,254
₹37,166 total
includes taxes & fees
21 Jun - 22 Jun
Saybrook Point Resort & Marina
Fireplace

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
24 km from The Heights
9.8 out of 10, Exceptional, (193 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is ₹27,583
₹30,617 total
includes taxes & fees
10 Jun - 11 Jun
Westbrook Inn B&B
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk

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, (78 reviews)
"Spent a night here for my girlfriends birthday and it was just what the Dr ordered. The room was cozy with a humongous bathroom, GREAT SHOWER PRESSURE,plenty of windows,oh and we had a few cool options on nearby places to eat. Definitely coming back in the summer."
United States
Steven
The price is ₹19,002
₹21,710 total
includes taxes & fees
1 Jul - 2 Jul
Hampton Bays Hotel on Main
Reception

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (518 reviews)
"I loved My stay"
United States
David
The price is ₹43,579
₹52,162 total
includes taxes & fees
22 Jun - 23 Jun
The Bentley Hotel Southampton
Bar (on property)

The Hampton Maid

The Hampton Maid
2.5 star property
24.7 km from The Heights
9.2 out of 10, Wonderful, (706 reviews)
"Charming , wonderful stay and great food at restaurant."
United States
Dawn
The price is ₹37,170
₹42,467 total
includes taxes & fees
6 Jul - 7 Jul
The Hampton Maid
Terrace/patio

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
2 km from The Heights
9.6 out of 10, Exceptional, (87 reviews)
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan "
United States
Rita
The price is ₹54,636
₹68,664 total
includes taxes & fees
22 Jun - 23 Jun
The Pridwin Hotel
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
24.5 km from The Heights
8.6 out of 10, Excellent, (762 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is ₹17,175
₹19,623 total
includes taxes & fees
23 Jun - 24 Jun
Shorewood Inn
Interior

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
29.7 km from The Heights
9.0 out of 10, Wonderful, (243 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 ₹32,097
₹35,628 total
includes taxes & fees
9 Jul - 10 Jul
The Scranton Seahorse Inn
Breakfast and dinner served

Copper Beech Inn

Copper Beech Inn
4.0 star property
30.3 km from The Heights
8.6 out of 10, Excellent, (513 reviews)
"It could use an upgrade for the Breakfast menu."
United States
EUGENE
The price is ₹26,489
₹30,462 total
includes taxes & fees
9 Jun - 10 Jun
Copper Beech 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.
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Where to stay in The Heights

Find the best The Heights areas for the activities you enjoy most.
view of wetland from the Marine Park Salt Marsh Nature Trail in brooklyn, new york (with gil hodges bridge to the rockaways int he background) cloud reflections in bay, water (shell bank creek)

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

The Pridwin Hotel

The Pridwin Hotel

10/10 Excellent
"We had an absolutely enchanting long weekend at the Pridwin. This beautifully appointed property exudes timeless elegance, with thoughtful touches that made us feel truly pampered from the moment the staff reached out to us long before our stay. The complimentary breakfast, in-room snacks and drinks, outdoor fire pits with rocking chairs, and cozy nights spent by the fireplace with bar service turned our visit into a heartfelt home away from home — far warmer and more inviting than any sterile hotel experience. The outdoor heated pool was simply divine, backed by attentive and friendly service that made every swim a pleasure. Shelter Island offers the perfect backdrop for adventure and relaxation — exploring nearby vineyards to the north, or heading south by ferry to Sag Harbor and the broader Hamptons — all while knowing you can retreat each evening to this quiet, serene haven. A special shoutout to Tony, the bartender, whose genuine warmth and friendliness made us feel so welcome every time we crossed paths. Not to mention, he crafts exquisite cocktails and martinis that truly elevated our evenings."
Jasmin 4-night trip
Posted 4 hours ago
The Pridwin Hotel

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 our traveller data, House on Chase Creek is one of the top choices for your stay 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 12 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.