Find Hotels with Air Conditioning in Shelter Island, NY

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Check availability on Shelter Island Hotels with Air Conditioning

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Nov 28 - Nov 30
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Dec 5 - Dec 7

Top Shelter Island Hotels with Air Conditioning

Property grounds
Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount

Shelter Island
10.0 out of 10, Exceptional, (52)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
$1,165 nightly
The price is $1,331
Nov 29 - Nov 30
Total with taxes and fees
Work and Play Special! Extended Stay Discount
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, (72)
"Excellent stay! Gorgeous views, very clean rooms, helpful staff and beautifully done. Will stay again!"
United States
Erica
$131 nightly
The price is $150
Dec 10 - Dec 11
Total with taxes and fees
Offshore Montauk
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (385)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
$106 nightly
The price is $121
Nov 30 - Dec 1
Total with taxes and fees
The Bentley Hotel Southampton
Property grounds
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, (1002)
"Always a great stay at Pier Blue. Comfy bed and plenty of room."
United States
Patricia
$71 nightly
The price is $82
Dec 9 - Dec 10
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
Front of property - evening/night
Montauk Manor

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1262)
"Always excellent, even suring my eleventh stay."
United States
Daryl
$156 nightly
The price is $178
Dec 10 - Dec 11
Total with taxes and fees
Montauk Manor
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (538)
"Amazing property, rooms, and staff. Book a room with a balcony for amazing views!"
United States
Matthew
$148 nightly
The price is $169
Dec 11 - Dec 12
Total with taxes and fees
The Harbor Front Inn
Terrace/patio
Shorewood Inn

Shorewood Inn

2.5 star property
Riverhead
8.4 out of 10, Very Good, (707)
"Bed was very comfortable.. staff was very friendly.. loud traffic in AM.. good water pressure.. would stay here again. "
United States
Shelly
$93 nightly
The price is $106
Dec 10 - Dec 11
Total with taxes and fees
Shorewood Inn
Standard Studio, 1 King Bed, Non Smoking | 1 bedroom, premium bedding, free WiFi, bed sheets
The Niantic Inn

The Niantic Inn

2.5 star property
Niantic
9.0 out of 10, Wonderful, (122)
"Great location. Nice and clean room and property"
United States
Eric
$98 nightly
The price is $113
Dec 1 - Dec 2
Total with taxes and fees
The Niantic Inn
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1011)
"Staff was kind. Easy, comfortable stay."
United States
Jake
$101 nightly
The price is $116
Dec 3 - Dec 4
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
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, (877)
"Really clean and nice location"
United States
Tiara
$134 nightly
The price is $153
Nov 27 - Nov 28
Total with taxes and fees
Kenny's Tipperary Inn
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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Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
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Top Shelter Island Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Staff is fantastic "
Amy 1-night trip
Posted 2 days ago
Water's Edge Resort & Spa

Frequently asked questions

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How can I find cheap hotels with air conditioning in Shelter Island?
With Expedia's filter tool, locating cheap hotels with air conditioning in Shelter Island couldn't be simpler. To discover accommodations with AC that are very pocket friendly, narrow your search by budget and star rating.

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