Shelter Island Holiday Packages

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Top Shelter Island holiday packages

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway
Hotel Riu Plaza Manhattan Times Square
OYO Times Square
The Ridge Hotel
Citadines Connect Fifth Avenue - Times Square New York

Top Shelter Island hotels

Offshore Montauk

Offshore Montauk

4 out of 5
71 S Emerson Ave Montauk NY
The price is AU$772 per night from 8 Sept to 9 Sept
AU$772
8 Sept - 9 Sept
includes taxes & fees
Offshore Montauk: Pet-friendly hotel with free WiFi and free parking. Located in the business district.
"Beautiful property in an excellent location. Across the street from a beautiful beach where there are very helpful and friendly staff to set up your beach chairs and umbrellas. The hotel feels new with a beautiful wellness center with showers, a gym, saunas and cold plunges. The rooms are very clean ..."

Reviewed on 27 Aug 2026

Opens in a new windowOffshore Montauk
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is AU$148 per night from 7 Sept to 8 Sept
AU$148
7 Sept - 8 Sept
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex: Pet-friendly hotel with free WiFi and free parking. Located in a shopping district.
"Spider in my bed . Key didn’t work couldn’t get my things and refrigerator was full of my food"

Reviewed on 25 Aug 2026

Opens in a new windowPier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is AU$518 per night from 15 Sept to 16 Sept
AU$518
15 Sept - 16 Sept
includes taxes & fees
Sound View Greenport: Pet-friendly hotel with free breakfast and free WiFi. Located by the ocean.
Opens in a new windowSound View Greenport
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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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