Find hotels in Shelter Island, NY from ₩109,593
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Shelter Island
Check prices for these dates
Our top choices for Shelter Island hotels
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - EssexSaybrook Manor
8.0 out of 10, Very Good, (1,000 reviews)
"A welcoming place with some nice touches."
Leslie
Hamlet Inn
Hamlet InnSouthampton
8.6 out of 10, Excellent, (447 reviews)
"Great weekend stay! staff was super kind and property was beautiful! "
Chyanne
The price is ₩126,895
₩164,009 total
includes taxes & fees
Jan 15 - Jan 16
Shorewood Inn
Shorewood InnRiverhead
8.4 out of 10, Very Good, (714 reviews)
"ROOM WAS CLEAN, WARM, GOOD PARKING"
JOSEPH
Kenny's Tipperary Inn
Kenny's Tipperary InnCulloden Shores
8.4 out of 10, Very Good, (882 reviews)
"Really clean and nice location"
Tiara
Clinton Motel
Clinton MotelClinton
8.6 out of 10, Excellent, (300 reviews)
"Is good"
Miguel
The price is ₩111,620
₩128,363 total
includes taxes & fees
Jan 15 - Jan 16
The Niantic Inn
The Niantic InnNiantic
9.2 out of 10, Wonderful, (133 reviews)
"Quiet and warm and clean. Nice touch from
Housekeeping too! "
Jessica
The price is ₩158,252
₩181,990 total
includes taxes & fees
Jan 18 - Jan 19
Montauk Manor
Montauk ManorMontauk
9.2 out of 10, Wonderful, (1,281 reviews)
"Very beautiful place, staff are amazing. Thank you"
Frank
The price is ₩203,560
₩261,309 total
includes taxes & fees
Jan 15 - Jan 16
House on Chase Creek
House on Chase CreekThe 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 ! "
Maureen
The price is ₩152,935
₩174,745 total
includes taxes & fees
Jan 26 - Jan 27
Aqua by American Beech - Adults Only
Aqua by American Beech - Adults OnlyRiverhead
9.4 out of 10, Exceptional, (312 reviews)
"Relaxing stay"
Kristin
The Harbor Front Inn
The Harbor Front InnGreenport
8.8 out of 10, Excellent, (562 reviews)
"Everything was Great Immaculate hotel very good location sraff was great"
latoya
The price is ₩173,526
₩240,200 total
includes taxes & fees
Jan 15 - Jan 16
Sound View Greenport
Sound View GreenportGreenport
8.6 out of 10, Excellent, (606 reviews)
"Nice place"
Mateusz
The price is ₩196,995
₩267,022 total
includes taxes & fees
Jan 21 - Jan 22
Offshore Montauk
Offshore MontaukMontauk
9.4 out of 10, Exceptional, (93 reviews)
"Hotel was beautiful !!"
Erica
The price is ₩170,515
₩278,713 total
includes taxes & fees
Jan 27 - Jan 28
American Beech Hotel
American Beech HotelGreenport
8.8 out of 10, Excellent, (195 reviews)
"The property was clean beautiful and pleasant.
Loved the trendy decor."
Jennifer
The price is ₩205,388
₩293,763 total
includes taxes & fees
Jan 15 - Jan 16
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - WestbrookOld 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. "
Virginia
The price is ₩142,316
₩163,663 total
includes taxes & fees
Jan 20 - Jan 21
Southampton Long Island Hotel
Southampton Long Island HotelSouthampton
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! "
Martine
The price is ₩154,212
₩183,894 total
includes taxes & fees
Jan 16 - Jan 17
The Shoals Suites and Slips
The Shoals Suites and SlipsSouthold
9.4 out of 10, Exceptional, (235 reviews)
"Great stay, will definitely go again"
ANTONIO J
The price is ₩248,635
₩284,064 total
includes taxes & fees
Jan 18 - Jan 19
Hampton Bays Hotel on Main
Hampton Bays Hotel on MainHampton Bays
7.2 out of 10, Good, (69 reviews)
"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!"
Olivia
Inn at Harbor Hill Marina
Inn at Harbor Hill MarinaNiantic
9.4 out of 10, Exceptional, (1,000 reviews)
"Everything was perfect, from the room to the staff. "
Kathleen
The price is ₩233,522
₩268,550 total
includes taxes & fees
Jan 19 - Jan 20
The Bentley Hotel Southampton
The Bentley Hotel SouthamptonSouthampton
9.6 out of 10, Exceptional, (422 reviews)
"Adorable boutique hotel with charming unique touches. "
Mary
The price is ₩179,180
₩206,182 total
includes taxes & fees
Jan 22 - Jan 23
Hyatt Place Long Island East End
Hyatt Place Long Island East EndRiverhead
9.2 out of 10, Wonderful, (1,002 reviews)
"Clean and quiet. "
Jeffrey
The price is ₩173,158
₩197,833 total
includes taxes & fees
Jan 21 - Jan 22
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.
Save an average of 15% on thousands of hotels when you're signed in
Where to stay in Shelter Island
Find the best Shelter Island areas and neighborhoods for the activities you enjoy most.
Silver Beach
While Silver Beach might 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
If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Sunset Beach and Shell Beach.
Coecles Harbor
When in Coecles Harbor, you can plan a visit to Shelter Island Whale's Tail and Gardiner's Bay Country Club, some noteworthy sights in the nearby area.
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.
Shorewood
While there might not be top attractions in Shorewood, you can explore the larger area and discover places 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.
Top Shelter Island Hotel Reviews
Gurney's Montauk Resort & Seawater Spa
10/10 Excellent
More cheap stays in Shelter Island
Budget Host East End Hotel in Riverhead
30 Lake Avenue Riverhead NY
The price is ₩137,469 per night from Jan 18 to Jan 19
₩137,469
₩157,061 total
Jan 18 - Jan 19
includes taxes & fees
6.6/10 (790 reviews)
