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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr
No exact matches found, but these alternatives could be just right

Recommended hotels in Shelter Island

Exterior
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
9.2 out of 10, Wonderful, (76)
"Nice decoration, clean amenities, good stay"
United States
weihao
The price is AED 426
AED 697 total
includes taxes & fees
1 Jan - 2 January 2026
Offshore Montauk
Front of property - evening/night
Montauk Manor

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1265)
"Great ambience. Very kind and friendly service. Wonderful luxe suite. Very homey and cozy. I really enjoyed my stay here. Just lovely. "
United States
Violet
The price is AED 509
AED 653 total
includes taxes & fees
11 Dec - 12 Dec
Montauk Manor
Front of property
Kenny's Tipperary Inn

Kenny's Tipperary Inn

2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (878)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn
Property entrance
The Niantic Inn

The Niantic Inn

2.5 star property
Niantic
9.2 out of 10, Wonderful, (126)
"Easy parking. Walkable dining and to boardwalk. Quaint shopping."
United States
Kerry
The price is AED 292
AED 335 total
includes taxes & fees
22 Dec - 23 Dec
The Niantic Inn
1 bedroom, premium bedding, down comforters, in-room safe
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (392)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is AED 420
AED 483 total
includes taxes & fees
14 Dec - 15 Dec
The Bentley Hotel Southampton
Exterior
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (440)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is AED 327
AED 423 total
includes taxes & fees
11 Dec - 12 Dec
Hamlet Inn
Exterior
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, (460)
"🙂"
United States
Jared
The price is AED 246
AED 283 total
includes taxes & fees
16 Dec - 17 Dec
Econo Lodge Inn & Suites Old Saybrook Westbrook
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, (1000)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex
Free self parking
Clinton Motel

Clinton Motel

2.5 star property
Clinton
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
The price is AED 286
AED 329 total
includes taxes & fees
11 Dec - 12 Dec
Clinton Motel
Exterior detail
The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
Old Lyme
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is AED 279
AED 710 total
includes taxes & fees
5 Jan - 6 January 2026
The Stern at Soundview · Beach+Ocean+Sunrise
Exterior
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 AED 382
AED 437 total
includes taxes & fees
6 Jan - 7 January 2026
House on Chase Creek
Property entrance
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (544)
"Amazing property, rooms, and staff. Book a room with a balcony for amazing views!"
United States
Matthew
The price is AED 413
AED 652 total
includes taxes & fees
15 Dec - 16 Dec
The Harbor Front Inn
Exterior
Shorewood Inn

Shorewood Inn

2.5 star property
Riverhead
8.4 out of 10, Very Good, (708)
"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
Exterior
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1002)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is AED 372
AED 427 total
includes taxes & fees
16 Dec - 17 Dec
Quality Inn Old Saybrook - Westbrook
Front of property
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 star property
Southold
9.6 out of 10, Exceptional, (227)
"Food!"
United States
Ryan
The price is AED 620
AED 708 total
includes taxes & fees
24 Dec - 25 Dec
The Shoals Suites and Slips
Smart TV
Seabreeze #3: Cozy Cottage by the beach

Seabreeze #3: Cozy Cottage by the beach

Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is AED 202
AED 1,678 total
includes taxes & fees
4 Jan - 5 January 2026
Seabreeze #3: Cozy Cottage by the beach
Front of property - evening/night
Inn at Harbor Hill Marina

Inn at Harbor Hill Marina

3.5 star property
Niantic
9.4 out of 10, Exceptional, (1000)
"Clean great staff great breakfast quiet guests beautiful scenery 10/10"
United States
Trey
The price is AED 584
AED 672 total
includes taxes & fees
11 Dec - 12 Dec
Inn at Harbor Hill Marina
Exterior
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

2.0 star property
Waterford
10.0 out of 10, Exceptional, (14)
"The property was amazing. The house was very clean and the game room was really fun. It was a very cute place and the backyard was perfect for sitting outside in the afternoon. The beds were really soft and comfortable as well."
United States
Jorie M.
The price is AED 523
AED 1,142 total
includes taxes & fees
11 Dec - 12 Dec
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Exterior
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Waterford
10.0 out of 10, Exceptional, (11)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is AED 346
AED 1,324 total
includes taxes & fees
5 Jan - 6 January 2026
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Outdoor pool, sun loungers
Daunt's Albatross Motel

Daunt's Albatross Motel

2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (287)
"The staff is the best, made my birthday stay extra special. Love the room and how clean and cute it was. Best hotel in town."
United States
Tiffany
Daunt's Albatross Motel
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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Top Shelter Island Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Yes"
Ray 1-night trip
Posted 1 day ago
The Harbor Front Inn

Frequently asked questions

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