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Shelter Island Heights Hotels from S$91

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11 Oct - 12 Oct
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12 Oct - 13 Oct
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17 Oct - 19 Oct
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24 Oct - 26 Oct

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Top 10 trending Shelter Island Heights hotels

The Chequit
Exterior

The Chequit

3.0 star property
9.0 out of 10, Wonderful, (37)
"A cozy room with great pillows and quiet. Perfect little place. "
The Chequit
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (77)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
The price is S$274
includes taxes & fees
3 Nov - 4 Nov
House on Chase Creek
West Neck Guesthouse
Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very good, (37)
"Great property! Close to beach and super clean. "
The price is S$530
includes taxes & fees
17 Oct - 18 Oct
West Neck Guesthouse
Montauk Manor
Front of property – evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1253)
"Beautiful grounds, excellent staff"
The price is S$326
includes taxes & fees
7 Nov - 8 Nov
Montauk Manor
Gurney's Montauk Resort & Seawater Spa
Outdoor wedding area

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very good, (670)
"Amazing resort, very friendly staff, food and drinks are Amazing! We enjoyed our stay. "
The price is S$527
includes taxes & fees
30 Oct - 31 Oct
Gurney's Montauk Resort & Seawater Spa
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
8.0 out of 10, Very good, (1009)
"Very friendly and helpful staff."
The price is S$119
includes taxes & fees
26 Oct - 27 Oct
Pier Blue Inn Old Saybrook - Essex
Hampton Bays Hotel on Main
In-room safe, individually decorated, individually furnished, desk

Hampton Bays Hotel on Main

2.0 star property
7.0 out of 10, Good, (64)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
Hampton Bays Hotel on Main
Ocean Surf Resort
View from property

Ocean Surf Resort

2.0 star property
8.4 out of 10, Very good, (214)
"The view from our balcony was beautiful! We watched whales and dolphins swim by. Hotel is close to restaurants and town and very walkable. Would definitely stay again "
The price is S$186
includes taxes & fees
13 Oct - 14 Oct
Ocean Surf Resort
Marram
Seasonal outdoor pool, pool umbrellas, pool loungers

Marram

4.0 star property
8.8 out of 10, Excellent, (233)
"It was an amazing relaxing weekend. We want to come back next year the same weekend!"
The price is S$414
includes taxes & fees
21 Oct - 22 Oct
Marram
Beachcomber Resort at Montauk
Seasonal outdoor pool

Beachcomber Resort at Montauk

3.0 star property
9.4 out of 10, Exceptional, (602)
"Lovely stay and great staff! "
Beachcomber Resort at Montauk
Offshore Montauk
View from room

Offshore Montauk

2.0 star property
9.2 out of 10, Wonderful, (57)
"Great place."
The price is S$369
includes taxes & fees
27 Oct - 28 Oct
Offshore Montauk
Best Western Niantic - New London/Mystic Area
Lobby

Best Western Niantic - New London/Mystic Area

2.5 star property
9.0 out of 10, Wonderful, (395)
"Nice clean hotel. "
The price is S$138
includes taxes & fees
2 Nov - 3 Nov
Best Western Niantic - New London/Mystic Area
Sleep Inn & Suites Niantic
Indoor pool, a heated pool

Sleep Inn & Suites Niantic

2.5 star property
8.4 out of 10, Very good, (1004)
"Nice place, have stayed here a few times, decent breakfast , clean and the bed was really comfortable "
The price is S$117
includes taxes & fees
2 Nov - 3 Nov
Sleep Inn & Suites Niantic
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1006)
"We have stayed there before so have been pleased with it."
The price is S$139
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Old Saybrook - Westbrook
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (322)
"the staff was exceptional and our dinner was very good"
The price is S$451
includes taxes & fees
4 Nov - 5 Nov
Madison Beach Hotel
The Preston House & Hotel
Front of property

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (365)
"Everything about the Preston House was great the staff are amazing and they were so helpful throughout the booking and stay! "
The price is S$336
includes taxes & fees
2 Nov - 3 Nov
The Preston House & Hotel
Zey Hotel
Exterior

Zey Hotel

3.5 star property
9.2 out of 10, Wonderful, (276)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
Zey Hotel
Montauk Blue Hotel
Balcony view

Montauk Blue Hotel

2.0 star property
9.2 out of 10, Wonderful, (158)
"The beach view is spectacular the surrounding area has everything you need for a each getaway"
The price is S$168
includes taxes & fees
9 Nov - 10 Nov
Montauk Blue Hotel
Aderi Hotel Niantic
Lobby

Aderi Hotel Niantic

2.0 star property
6.2 out of 10, (686)
"Front desk staff at check in was so polite and friendly!"
The price is S$91
includes taxes & fees
2 Nov - 3 Nov
Aderi Hotel Niantic
Ocean Vista Resort
View from property

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (196)
"Such a beautiful place to stay. Pam at the front was so nice and welcoming. The room was clean it was quiet and everyone was friendly. Love that it has a private beach! Would 10/10 recommend it and deff will be going back."
Ocean Vista Resort
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.

The Heights

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

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

4.6/5 (7 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

Shelter Island Country Club

Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.
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 Erisa Dilo
Open Photo by Erisa Dilo

Top Shelter Island Heights Hotel Reviews

Marram

Marram

10/10 Excellent
"It was an amazing relaxing weekend. We want to come back next year the same weekend!"
Piera 2-night trip
Posted 2 days ago
Marram

More cheap stays in Shelter Island Heights

The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39, Southampton, NY
Get rates
7/10 Good! (948 reviews)

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
The Pridwin Hotel is ranked highly by Expedia customers. This hotel offers a full-service spa and a private beach. The Chequit is another top choice for your trip based on reviews. See all available top hotels, or 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 Sag Harbor Whaling and Historical Museum 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. Other good choices to stay with your pet include The Rams Head Inn and SEVEN - Shelter Island Guest House. 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 55 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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