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Find hotels in Shelter Island Heights, NY from ￥14,403

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Our top choices for Shelter Island Heights hotels

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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 ￥16,304
￥18,629 total
includes taxes & fees
Jan 6 - Jan 7, 2026
House on Chase Creek
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
Indoor pool, outdoor pool
Hyatt Place Long Island East End

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1002)
"Our room had a great view of the river and marina. we also loved the seating area in the room. Very comfortable"
United States
Helen
The price is ￥17,223
￥19,677 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Hyatt Place Long Island East End
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, (880)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1001)
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is ￥15,837
￥18,212 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Quality Inn Old Saybrook - Westbrook
Front of property - evening/night
Montauk Manor

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1274)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is ￥21,701
￥27,858 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Montauk Manor
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, (444)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ￥15,500
￥20,034 total
includes taxes & fees
Dec 29 - Dec 30
Hamlet Inn
Property grounds
Pier Blue Inn Old Saybrook - Essex

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, (1001)
"Staff was courteous, and bed was comfortable. The room hasn't had decor updated for decades. Fine for an overnight if you are just traveling through area for the price. "
United States
sue
Pier Blue Inn Old Saybrook - Essex
Indoor pool, a heated pool
Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North
2.5 star property
Niantic
8.4 out of 10, Very Good, (1000)
"Clean Room/Polite staff/ Breakfast was basic/ pool area looked maintained."
United States
Sara
The price is ￥12,676
￥14,578 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Sleep Inn & Suites Niantic North
Terrace/patio
Shorewood Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very Good, (711)
"Couldn't have been easier! The woman at the front desk was warm and welcoming, the room was super clean and cute with the heat turned on full blast in anticipation of my arrival. Adorable backyard with seating, too. Super hot water in the shower. Perfect for an impromptu winter getaway. "
United States
Mahlon
Shorewood Inn
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, (88)
"Hotel was beautiful !!"
United States
Erica
The price is ￥18,178
￥29,713 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Offshore Montauk
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (553)
"Room and staff were amazing. "
United States
Manuel
The price is ￥21,161
￥28,434 total
includes taxes & fees
Jan 27 - Jan 28, 2026
The Harbor Front Inn
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, (463)
"We came in for a family wedding in the area and this hotel was a great location. The mexican restaurant that was down the street is fantastic, great margaritas ! Would definitely use this location again if we were out this way. Thank you for a wonderful stay !"
United States
Robert
The price is ￥10,495
￥12,069 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very Good, (601)
"Great view but a gas station has a better breakfast. "
United States
Michael
The price is ￥20,427
￥27,594 total
includes taxes & fees
Dec 29 - Dec 30
Sound View Greenport
Property grounds
Clinton Motel

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (298)
"Great staff and clean rooms"
United States
Tyler
The price is ￥12,212
￥14,044 total
includes taxes & fees
Dec 29 - Dec 30
Clinton Motel
Lobby
Best Western Niantic - New London/Mystic Area

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, (453)
"Easy check in and check out, comfortable bed, clean"
United States
Eric
The price is ￥14,466
￥16,636 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Best Western Niantic - New London/Mystic Area
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (409)
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is ￥19,591
￥22,540 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Bentley Hotel Southampton
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (975)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel
Garden Suite King | Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (231)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is ￥25,558
￥29,201 total
includes taxes & fees
Jan 28 - Jan 29, 2026
The Shoals Suites and Slips
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, (204)
"Good location. Nice people!! "
United States
Theresa
The price is ￥16,440
￥19,604 total
includes taxes & fees
Dec 29 - Dec 30
Southampton Long Island Hotel
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.
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

Offshore Montauk

Offshore Montauk

10/10 Excellent
"robert the concierge is communicative , friendly and altogether charming "
Debra 2-night trip
Posted 19 hours ago
Offshore Montauk

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 ￥12,524 per night from Dec 29 to Dec 30
￥12,524
￥14,403 total
Dec 29 - Dec 30
includes taxes & fees
6.8/10 (1,002 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?
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor: Visitors like this Shelter Island Heights vacation home rental. It offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a patio, a garden, 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 Shelter Island Whale's Tail 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 Chequit is a top hotel for people traveling with their pets, and offers a restaurant and a coffee shop for its human guests. Other good choices for you and your pet include The Rams Head Inn 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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