Photo by Brian V. Rowe

Find hotels in Shelter Island Heights, NY from ￥12,242

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Our top choices for Shelter Island Heights hotels

Exterior
The Rams Head Inn

The Rams Head Inn

The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
United States
Lana
The Rams Head Inn
View from property
House on Chase Creek

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
" 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 ! "
United States
Maureen
The price is ￥16,307
￥18,633 total
includes taxes & fees
Jan 8 - Jan 9
House on Chase Creek
Exterior
Wainscott Woods Retreat

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9)
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is ￥149,115
￥170,364 total
includes taxes & fees
Jan 7 - Jan 8
Wainscott Woods Retreat
Exterior
Sea Haven Resort Motel

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31)
"Great staff"
United States
Douglas
The price is ￥18,750
￥23,995 total
includes taxes & fees
Jan 10 - Jan 11
Sea Haven Resort Motel
Porch
Harpoon House

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (148)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
Harpoon House
Exterior
Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (228)
"Would stay again. "
United States
pamela
The price is ￥10,179
￥11,706 total
includes taxes & fees
Jan 7 - Jan 8
Lamplighter Motel - Clinton, Connecticut
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (446)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ￥13,530
￥17,487 total
includes taxes & fees
Jan 8 - Jan 9
Hamlet Inn
Desk, free WiFi, bed sheets
Southampton Long Island Hotel

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206)
"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 ￥16,443
￥19,608 total
includes taxes & fees
Jan 7 - Jan 8
Southampton Long Island Hotel
Property grounds
Clinton Motel

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (299)
"Is good"
United States
Miguel
The price is ￥11,902
￥13,687 total
includes taxes & fees
Jan 7 - Jan 8
Clinton Motel
Outdoor pool, sun loungers
Daunt's Albatross Motel

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (297)
"Daunts is our home away from home when we visit Montauk. From the convenience to the superb hospitality and comfortable rooms. If you’re visiting MTK you have to stay at Daunts, and their pet friendly "
United States
Yohayna
Daunt's Albatross Motel
Exterior
Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
Riverhead
9.4 out of 10, Exceptional, (312)
"Relaxing stay"
United States
Kristin
Aqua by American Beech - Adults Only
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (882)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn
Beach/ocean view
Stirling House Bed & Breakfast

Stirling House Bed & Breakfast

Stirling House Bed & Breakfast
3.0 star property
Greenport
9.8 out of 10, Exceptional, (24)
"Our stay was only 2 nights but felt like 5. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top !"
United States
Adam
The price is ￥52,442
￥59,917 total
includes taxes & fees
Jan 24 - Jan 25
Stirling House Bed & Breakfast
Aerial view
Southampton Inn

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (553)
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is ￥31,320
￥38,334 total
includes taxes & fees
Jan 7 - Jan 8
Southampton Inn
Reception
Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead
2.0 star property
Riverhead
6.6 out of 10, (790)
"Easy check in/out. Room was clean. Nice quiet stay. "
United States
Joseph
The price is ￥14,657
￥16,745 total
includes taxes & fees
Jan 8 - Jan 9
Budget Host East End Hotel in Riverhead
Ocean View 2 Queens | Premium bedding, pillowtop beds, blackout drapes, free WiFi
Offshore Montauk

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (93)
"Hotel was beautiful !!"
United States
Erica
The price is ￥18,181
￥29,718 total
includes taxes & fees
Jan 20 - Jan 21
Offshore Montauk
Interior entrance
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Exterior
American Beech Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is ￥28,031
￥38,290 total
includes taxes & fees
Jan 7 - Jan 8
American Beech Hotel
Property amenity
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (910)
"Just motel , clean. No breakfast there, no coffee either. At 10 AM nobody showed up into front office for check out. "
United States
Tomasz
The price is ￥12,371
￥14,654 total
includes taxes & fees
Jan 7 - Jan 8
Super 8 by Wyndham Old Saybrook
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (465)
"All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. "
United States
Hilary
The price is ￥10,497
￥12,072 total
includes taxes & fees
Jan 13 - Jan 14
Econo Lodge Inn & Suites Old Saybrook Westbrook
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 and neighborhoods for the activities you enjoy most. Learn more about Shelter Island Heights
Learn more about Shelter Island Heights

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

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.

Stay near popular Shelter Island Heights attractions

Crescent Beach

4.6/5 (7 reviews)
Why not spend a carefree afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.
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Menhadden Lane Beach

Why not spend a carefree afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?
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
View of Dering Harbor
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Shelter Island Heights Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Everything was Great Immaculate hotel very good location sraff was great"
latoya 1-night trip
Posted 12 hours ago
The Harbor Front Inn

More cheap stays in Shelter Island Heights

Motel 6 Niantic, CT - New London

Motel 6 Niantic, CT - New London

269 Flanders Rd Niantic CT
The price is ￥10,645 per night from Jan 7 to Jan 8
￥10,645
￥12,242 total
Jan 7 - Jan 8
includes taxes & fees
6.8/10 (1,003 reviews)

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
House on Chase Creek is ranked highly by Expedia customers. This guesthouse offers free parking and free WiFi. Shelter Island House is another top choice for your trip based on reviews. See all available top hotels, or vacation rentals in Shelter Island Heights.
What's the top vacation rental in Shelter Island Heights?
Stunning Hampton Holiday Family Fantasy for your Team: Visitors like this Shelter Island Heights vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. 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, the majority of room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island Heights.
Where can I learn more about changing or cancelling my trip to Shelter Island Heights?
For more information about picking new dates or cancelling your trip to Shelter Island Heights, click here.
What's the best place to stay for a family trip to 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 family trip. Attractions in the area like Railroad Museum of Long Island and Sag Harbor Whaling and Historical Museum are also fun for kids of all ages. Find more child-friendly accommodations in Shelter Island Heights.
What's the best pet-friendly hotel in Shelter Island Heights?
The Rams Head Inn is a top dog-friendly inn, and offers 2 restaurants along with free WiFi for its human guests. Other good choices for you and your pet include The Chequit and SEVEN - Shelter Island Guest House. See more pet-friendly hotel accommodations in Shelter Island Heights.
Where is the best hotel to stay near Sunset Beach?
Adjacent to Sunset Beach, Shelter Island House is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a restaurant. Other good choices within a few miles include The Harborfront Inn and House on Chase Creek.
What about the best place to stay close to Crescent Beach?
One of the top choices for your stay is The Pridwin Hotel, located next to Crescent Beach, and this 3-star hotel offers a private beach and free breakfast. The Harborfront Inn and Sound View Greenport are other good choices within a few miles.
What's the best hotel 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 hotel for a golf vacation in Shelter Island Heights?
House on Chase Creek is a top guesthouse that has an adjacent golf course and features free WiFi. Other good options to stay near a golf course include Shelter Island House 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 accommodations 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 center, 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.
What's the best hotel for staying near John F. Kennedy International Airport (JFK)?
Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.
What's it like staying in Shelter Island Heights?
Visitors to Shelter Island Heights are sure to enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices, and theaters. In Shelter Island Heights, there are 46 hotels and other accommodations to choose from. Find out more about Shelter Island Heights.
What is there to see in 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 agenda are Shelter Island Country Club and Sylvester Manor. Check out what more 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 temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island Heights is 57 inches.

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