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Feb 11 - Feb 12
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Feb 12 - Feb 13
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Feb 13 - Feb 15
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Our top choices for Shelter Island Heights hotels

Exterior

The Rams Head Inn

The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18 reviews)
"Beautiful views and lovely service "
United States
Lana
The Rams Head Inn
Restaurant

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (81 reviews)
  • cleanliness
    Tranquil golf course retreat on Shelter Island with waterfront views and gardens.
" 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 ￥16,089
￥18,383 total
includes taxes & fees
Feb 12 - Feb 13
House on Chase Creek
Front of property

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (300 reviews)
  • cleanliness
    Seasonal outdoor pool and free bikes in scenic Montauk, minutes from beaches.
"Clean room, courteous staff and great location "
United States
James
Daunt's Albatross Motel
Ocean View 2 Queens | Premium bedding, pillowtop beds, blackout drapes, free WiFi

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (102 reviews)
"Hotel was beautiful !!"
United States
Erica
The price is ￥17,939
￥29,322 total
includes taxes & fees
Feb 25 - Feb 26
Offshore Montauk
Exterior

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
Riverhead
9.4 out of 10, Exceptional, (315 reviews)
"Loved the space. We stayed in the suite upstairs and it was so spacious. Had a cute sitting area and it was nice and clean. One downside is the access other guests have to the balcony. Anyone can just come up the stairs and look in your windows if the curtains are not closed just right. Customer service was good and we really enjoyed the cute breakfast baskets in the morning. "
United States
Latanya
Aqua by American Beech - Adults Only
Interior detail

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (148 reviews)
  • cleanliness
    Unwind at this cozy B&B moments from Southampton's pristine beaches.
"Great spot!"
United States
Keith
Harpoon House
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very Good, (720 reviews)
  • cleanliness
    Unwind in serene Riverhead near top vineyards with complimentary amenities.
"ROOM WAS CLEAN, WARM, GOOD PARKING"
United States
JOSEPH
Shorewood Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (885 reviews)
  • cleanliness
    Experience coastal charm at Kenny's Tipperary Inn with hiking trails nearby.
"Big room Clean Needs bathroom update In general, we had a good day"
United States
Raz
Kenny's Tipperary Inn
Reception

The Preston House & Hotel

The Preston House & Hotel
3.5 star property
Riverhead
9.8 out of 10, Exceptional, (381 reviews)
  • cleanliness
    Modern boutique hotel in Riverhead with complimentary amenities and fitness options.
"Staff was amazing during the snow storm when everything in the town was closed. Also the hotel restaurant was closed so the GM prepared a salad, pasta with chick and stated veg for my husband and me. "
United States
Louise
The price is ￥22,885
￥26,147 total
includes taxes & fees
Mar 1 - Mar 2
The Preston House & Hotel
Restaurant

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (452 reviews)
  • cleanliness
    Quaint inn with a seasonal pool near The Hamptons Beaches and Cooper's Beach.
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ￥13,350
￥17,254 total
includes taxes & fees
Feb 12 - Feb 13
Hamlet Inn
Breakfast, lunch, brunch served; local cuisine

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (556 reviews)
  • cleanliness
    Perfect beachside retreat in Southampton with poolside lounging and outdoor courts.
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is ￥30,902
￥37,823 total
includes taxes & fees
Feb 12 - Feb 13
Southampton Inn
Exterior

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.4 out of 10, Very Good, (723 reviews)
  • cleanliness
    Experience a private beach retreat on The Hamptons shoreline with cabanas and beachside service.
"Room was spotless, staff were great and the resort is top notch!!"
United States
Carrie
The price is ￥47,442
￥65,043 total
includes taxes & fees
Feb 12 - Feb 13
Gurney's Montauk Resort & Seawater Spa
Exterior

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31 reviews)
  • cleanliness
    Relax minutes from Sebonack Golf Course in this cozy Southampton retreat.
"Great staff"
United States
Douglas
The price is ￥17,396
￥22,259 total
includes taxes & fees
Feb 28 - Mar 1
Sea Haven Resort Motel
Sport court

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (983 reviews)
  • cleanliness
    Located near the Southampton coast, enjoy oceanfront convenience to popular golf courses.
"Clean hotel and conveniently located! "
United States
Maria
The Atlantic Hotel
Reception

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead
2.0 star property
Riverhead
6.6 out of 10, (798 reviews)
  • cleanliness
    Splash into fun near water parks and beaches with a seasonal pool to enjoy.
"Easy check in/out. Room was clean. Nice quiet stay. "
United States
Joseph
The price is ￥14,462
￥16,523 total
includes taxes & fees
Feb 12 - Feb 13
Budget Host East End Hotel in Riverhead
Exterior detail

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (207 reviews)
  • cleanliness
    Enjoy easy access to Hamptons beaches and relax by the refreshing pool.
"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 ￥16,224
￥19,347 total
includes taxes & fees
Feb 12 - Feb 13
Southampton Long Island Hotel
Exterior

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
  • cleanliness
    Escape to a golf retreat with poolside relaxation in scenic Wainscott.
"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 ￥44,105
￥50,391 total
includes taxes & fees
Feb 12 - Feb 13
Wainscott Woods Retreat
Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,293 reviews)
  • cleanliness
    Elegant retreat near Montauk's shore with indoor and outdoor pools to enjoy.
"Nice pool, great restaurant "
United States
April
The price is ￥21,415
￥27,490 total
includes taxes & fees
Feb 16 - Feb 17
Montauk Manor
Free cribs/infant beds, rollaway beds, free WiFi, bed sheets

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (302 reviews)
  • cleanliness
    Enjoy a seaside retreat in Clinton with a seasonal outdoor pool and free WiFi.
"The room was comfortable and clean. A good value for the money."
United States
Michael
The price is ￥12,052
￥13,860 total
includes taxes & fees
Feb 15 - Feb 16
Clinton Motel
Exterior

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, (1,000 reviews)
  • cleanliness
    Restful retreat near train station with quick access to local beaches.
"Room was clean and warm and the staff was very friendly "
United States
Pattie
Pier Blue Inn Old Saybrook - Essex
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
View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature
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

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.
See properties

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

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Clean cozy always enjoy our stay "
Tim 1-night trip
Posted 4 days ago
Hyatt Place Long Island East End

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 ￥9,980 per night from Feb 12 to Feb 13
￥9,980
￥11,477 total
Feb 12 - Feb 13
includes taxes & fees
7/10 Good! (1,001 reviews)

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
Located 19.6 mi (31.5 km) from the heart of Shelter Island Heights, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Pier Blue Inn Old Saybrook - Essex and Montauk Blue Hotel. See all available top hotels, or vacation rentals in Shelter Island Heights.
What's the top vacation rental in Shelter Island Heights?
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!: You might want to consider this vacation home rental near Shelter Island Heights, which is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 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 garden, a selection of games, and a hot tub 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 East End Seaport Maritime 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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