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Find hotels in Shelter Island, NY from ฿2,341

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Our top choices for Shelter Island hotels

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, (1,002 reviews)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (447 reviews)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ฿2,711
฿3,503 total
includes taxes & fees
12 Jan - 13 Jan
Hamlet Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (714 reviews)
"ROOM WAS CLEAN, WARM, GOOD PARKING"
United States
JOSEPH
Shorewood Inn

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (300 reviews)
"Is good"
United States
Miguel
The price is ฿2,384
฿2,742 total
includes taxes & fees
12 Jan - 13 Jan
Clinton Motel

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (882 reviews)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79 reviews)
" 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 ฿3,267
฿3,733 total
includes taxes & fees
12 Jan - 13 Jan
House on Chase Creek

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (133 reviews)
"Quiet and warm and clean. Nice touch from Housekeeping too! "
United States
Jessica
The price is ฿3,360
฿3,864 total
includes taxes & fees
12 Jan - 13 Jan
The Niantic Inn

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
Riverhead
9.4 out of 10, Exceptional, (312 reviews)
"Relaxing stay"
United States
Kristin
Aqua by American Beech - Adults Only

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,281 reviews)
"Very beautiful place, staff are amazing. Thank you"
United States
Frank
The price is ฿4,348
฿5,582 total
includes taxes & fees
12 Jan - 13 Jan
Montauk Manor

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (561 reviews)
"Everything was Great Immaculate hotel very good location sraff was great"
United States
latoya
The price is ฿4,208
฿5,704 total
includes taxes & fees
12 Jan - 13 Jan
The Harbor Front Inn

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (93 reviews)
"Hotel was beautiful !!"
United States
Erica
The price is ฿3,642
฿5,953 total
includes taxes & fees
25 Jan - 26 Jan
Offshore Montauk

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (234 reviews)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is ฿5,311
฿6,068 total
includes taxes & fees
12 Jan - 13 Jan
The Shoals Suites and Slips

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, (466 reviews)
"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 ฿2,103
฿2,418 total
includes taxes & fees
19 Jan - 20 Jan
Econo Lodge Inn & Suites Old Saybrook Westbrook

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (606 reviews)
"Nice place"
United States
Mateusz
The price is ฿4,208
฿5,704 total
includes taxes & fees
14 Jan - 15 Jan
Sound View Greenport

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,001 reviews)
"Clean and quiet. "
United States
Jeffrey
The price is ฿3,473
฿3,968 total
includes taxes & fees
14 Jan - 15 Jan
Hyatt Place Long Island East End

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,000 reviews)
"Everything was perfect, from the room to the staff. "
United States
Kathleen
The price is ฿4,988
฿5,736 total
includes taxes & fees
12 Jan - 13 Jan
Inn at Harbor Hill Marina

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206 reviews)
"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 ฿3,294
฿3,928 total
includes taxes & fees
12 Jan - 13 Jan
Southampton Long Island Hotel

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,002 reviews)
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is ฿3,040
฿3,496 total
includes taxes & fees
18 Jan - 19 Jan
Quality Inn Old Saybrook - Westbrook

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195 reviews)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is ฿5,616
฿7,671 total
includes taxes & fees
12 Jan - 13 Jan
American Beech Hotel

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (228 reviews)
"Would stay again. "
United States
pamela
The price is ฿2,039
฿2,345 total
includes taxes & fees
12 Jan - 13 Jan
Lamplighter Motel - Clinton, Connecticut
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Where to stay in Shelter Island

Find the best Shelter Island areas for the activities you enjoy most.

Silver Beach

While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Shell Beach.

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Sunset Beach and Shell Beach.

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Shelter Island Whale's Tail and Gardiner's Bay Country Club are some notable places to visit nearby.

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.

Shorewood

While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Shell Beach and Mashomack Preserve.

Stay near popular Shelter Island attractions

Learn more about Shelter Island

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

Central Park summer

Top Shelter Island Hotel Reviews

More cheap stays in Shelter Island

Frequently asked questions

Where is the best place to stay in Shelter Island?
Located 18.4 mi (29.7 km) from the heart of Shelter Island, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Water's Edge Resort & Spa and Montauk Blue Hotel. See all available top hotels, or vacation rentals in Shelter Island.
If I need to cancel my hotel reservation in Shelter Island, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.
What's the best dog-friendly accommodation option in Shelter Island?
Sunset Beach Hotel is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.
What's the best hotel to stay near the beach in Shelter Island?
Sunset Beach Hotel is a top beachfront hotel with free WiFi and free parking, and it's located on Sunset Beach . See more stays near the beach in Shelter Island.
What are some accommodation options with pools in Shelter Island?
Gurney's Montauk Resort & Seawater Spa: Features a seasonal outdoor pool, an indoor pool and a private beach. Water's Edge Resort & Spa and Montauk Blue Hotel are a couple of other choices that offer an on-site pool. View all hotels with pools in Shelter Island.
What's it like to stay in Shelter Island?
Visitors can enjoy all that Shelter Island has to offer, including the parks, beaches and museums. This city also attracts tourists with its scenic landscape. In Shelter Island, there are 98 hotels and other accommodation options to choose from. Find out more about Shelter Island.
What should I see while I'm in Shelter Island?
Natural beauty is on display at Sunset Beach, Mashomack Preserve and Crescent Beach. A couple of additional sights to add to your itinerary are Shelter Island Whale's Tail and Shell Beach. Take a look at what more there is to see and do in Expedia's Shelter Island guide.
What's the seasonal weather in Shelter Island?
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 is 1452 mm.