Shelter Island Heights hotels from HK$843

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Check prices for these dates

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

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Our top choices for Shelter Island Heights hotels

Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.0 out of 10, Very good, (37 reviews)
"Great property! Close to beach and super clean. "
United States
Leslie
The price is HK$1,715
HK$1,960 total
includes taxes & fees
7 Jun - 8 Jun
West Neck Guesthouse
Terrace/patio

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (85 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 HK$4,431
HK$5,568 total
includes taxes & fees
9 Jun - 10 Jun
The Pridwin Hotel
Front of property – evening/night

Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (58 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is HK$1,577
HK$1,802 total
includes taxes & fees
3 Jun - 4 Jun
Shelter Island House
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 HK$2,164
HK$2,472 total
includes taxes & fees
3 Jun - 4 Jun
House on Chase Creek
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 HK$4,472
HK$5,109 total
includes taxes & fees
2 Jun - 3 Jun
The Chequit
Property grounds

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (313 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is HK$611
HK$703 total
includes taxes & fees
2 Jun - 3 Jun
Clinton Motel
Exterior

Breakers Montauk

Breakers Montauk
3.0 star property
Montauk
8.6 out of 10, Excellent, (190 reviews)
"The breakers was amazing! We stayed in the presidential suite and it was EVERYTHING!!! It was perfect for us and our baby. We had water views and were situated close to the pool. The room was decorated so cute and it was cozy. The mattress was comfortable also. Will deff be back!!"
United States
Diana
The price is HK$838
HK$1,213 total
includes taxes & fees
9 Jun - 10 Jun
Breakers Montauk
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (758 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is HK$853
HK$975 total
includes taxes & fees
2 Jun - 3 Jun
Shorewood Inn
Exterior

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (309 reviews)
"The hotel was very clean and updated in a great location."
United States
Jill
The price is HK$1,904
HK$2,176 total
includes taxes & fees
2 Jul - 3 Jul
Zey Hotel
Exterior

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (235 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is HK$619
HK$712 total
includes taxes & fees
2 Jun - 3 Jun
Lamplighter Motel - Clinton, Connecticut
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (19 reviews)
"Great stay & great staff!"
United States
James
The price is HK$2,327
HK$2,659 total
includes taxes & fees
15 Jun - 16 Jun
North Fork Resort
Property grounds

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1,004 reviews)
"Great place very inexpensive."
United States
Kathy
The price is HK$745
HK$857 total
includes taxes & fees
7 Jun - 8 Jun
Pier Blue Inn Old Saybrook - Essex
Seasonal outdoor pool, pool umbrellas, pool loungers

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (895 reviews)
"been several times love it !!"
United States
lenora
The price is HK$1,074
HK$1,276 total
includes taxes & fees
7 Jun - 8 Jun
Kenny's Tipperary Inn
In-room safe, individually decorated, individually furnished, desk

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (77 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 HK$1,295
HK$1,480 total
includes taxes & fees
3 Jun - 4 Jun
Hampton Bays Hotel on Main
Property grounds

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (649 reviews)
"This hotel is nearly on 95. Super busy traffic noise all night. I would not stay here again."
United States
Lisa
The price is HK$628
HK$722 total
includes taxes & fees
2 Jun - 3 Jun
Liberty Inn
On the beach

Sun N Sound

Sun N Sound
2.5 star property
Culloden Shores
9.0 out of 10, Wonderful, (274 reviews)
"The hotel was in a great location, clean, and had great views!! "
United States
Alyssa
The price is HK$1,198
HK$1,497 total
includes taxes & fees
4 Jun - 5 Jun
Sun N Sound
Reception

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
United States
Anonymous traveller
The price is HK$1,975
HK$2,256 total
includes taxes & fees
8 Jun - 9 Jun
The Penny Lane
Beach nearby

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (163 reviews)
"Great place."
United States
Joshua
The price is HK$1,486
HK$1,709 total
includes taxes & fees
2 Jun - 3 Jun
The Niantic Inn
Premium bedding, down duvets, pillow-top beds, blackout curtains

Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.4 out of 10, Exceptional, (135 reviews)
"Very nice rooms! Clean and the location is great! "
United States
Jeremy
The price is HK$1,873
HK$3,035 total
includes taxes & fees
24 Jun - 25 Jun
Offshore Montauk
Lobby

Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area
2.5 star property
Niantic
9.0 out of 10, Wonderful, (530 reviews)
"Brilliant breakfast and a very good stay overall"
United Kingdom
Joaquim
The price is HK$959
HK$1,102 total
includes taxes & fees
7 Jun - 8 Jun
Best Western Niantic - New London/Mystic Area
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 Shelter Island Heights

Find the best Shelter Island Heights areas for the activities you enjoy most.
Photo by Erisa Dilo
Open Photo by Erisa Dilo

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

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.

Stay near popular Shelter Island Heights attractions

Crescent Beach

4.7/5 (13 reviews)
Why not spend a care-free afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
See properties

Learn more about Shelter Island Heights

Victorian homes line the streets of this charming hamlet where you can rent bikes to explore the island's quiet beaches. Reserve a table at one of the waterfront restaurants for sunset views or take the short ferry to Greenport for more dining options.

See all hotels in Shelter Island Heights
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Shelter Island Heights Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

4/10 Poor
"Pics are not what the rooms look like. Worn and tired. Mildew or mold in bathroom ceiling and upper wall. Way overpriced for the establishment and amenities. Asked for refund when arrived said not what expected and said couldn't do that due to third party booking. When I woke up in am saw small black bug on side of sheet and advised clerk checking out. He insists the rooms are clean and not a bedbug. Google search suggests might be. Left bedclothes behind just in case and luggage will stay in garage when get home. Can't chance it. Said manager will look at room and call me, no call yet to confirm or deny type of bug. Your call whether to stay there or not, me never again."
Margit 1-night trip
Posted 8 hours ago
Pier Blue Inn Old Saybrook - Essex

More cheap stays in Shelter Island Heights

Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

5 King Arthur Dr Niantic CT
The price is HK$733 per night from 28 Jun to 29 Jun
HK$733
HK$843 total
28 Jun - 29 Jun
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)

Hotels in Shelter Island Heights with star-rating

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
The Pridwin Hotel is one of the top choices for your stay based on our traveller data. This hotel offers a full-service spa and a private beach. Two other choices for your stay in the area are Gurney's Montauk Resort & Seawater Spa and Montauk Manor. See all available top hotels, or vacation rentals in Shelter Island Heights.
What are some of the best holiday rentals that Shelter Island Heights has to offer?
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: This holiday home rental outside of Shelter Island Heights offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all vacation rentals in Shelter Island Heights.
If I need to cancel my hotel reservation in Shelter Island Heights, will I receive a refund?
Yes, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island Heights.
What's the best family accommodation in Shelter Island Heights?
The Pridwin Hotel is a hotel with a private beach and a restaurant, and it's a top choice on Expedia for families. Shelter Island House is another good choice for your child-friendly holiday. Also, attractions in the area such as Railroad Museum of Long Island and Stay and Play LLC are fun for children of all ages. Find more child-friendly accommodations in Shelter Island Heights.
What's the best dog-friendly accommodation option in Shelter Island Heights?
The Chequit is a top hotel for people travelling with their pets, and offers a restaurant and a coffee shop/cafe for its human guests. SEVEN - Shelter Island Guest House is another good option if you're bringing your pet along. See more pet-friendly hotel accommodations in Shelter Island Heights.
What's the best place to stay to stay near the beach in Shelter Island Heights?
The Pridwin Hotel is a top beachfront hotel offering a seasonal outdoor pool and free breakfast, located within a short 1-minute walk of Crescent Beach . See more stays near the beach in Shelter Island Heights.
What's the best accommodation for a golf trip to Shelter Island Heights?
Shelter Island House is a top hotel that has an adjacent golf course and features free breakfast. Other good options to stay near a golf course include House on Chase Creek and SEVEN - Shelter Island Guest House. You can tee off at Shelter Island Country Club during your trip. See more golf hotels in Shelter Island Heights.
What are some accommodation options with pools in Shelter Island Heights?
The Pridwin Hotel is a top hotel with a seasonal outdoor pool, a private beach and a full-service spa. View all hotels with pools in Shelter Island Heights.
What is the best spa hotel in Shelter Island Heights?
The Pridwin Hotel is a top spa hotel featuring a private beach, a fitness centre, a bar and a restaurant. Spend an afternoon at Pridwin Spa where you'll find facials, body scrubs, and Swedish massages and more. See all spa hotels in Shelter Island Heights.
How is it to stay in Shelter Island Heights?
Visitors to Shelter Island Heights will definitely enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices and theatres. In Shelter Island Heights, there are 42 hotels and other accommodation options to choose from. Find out more about Shelter Island Heights.
What should I do while I'm visiting Shelter Island Heights?
Natural beauty is on display at Sunset Beach, Crescent Beach and Menhadden Lane Beach. A couple of additional sights to add to your itinerary are Shelter Island Country Club and Sylvester Manor. Take a look at what more there is to see and do in Expedia's Shelter Island Heights guide.
What's the weather like in Shelter Island Heights?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island Heights is 1452 mm.

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