Shelter Island Holiday Packages
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Top Shelter Island holiday packages
Price found within the past 48 hours. Click for updated prices.
Top Shelter Island hotels
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is AU$128 per night from 29 Sept to 30 Sept
AU$128
29 Sept - 30 Sept
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex: Pet-friendly hotel with free WiFi and free parking. Located in a shopping district.
"It was a decent stay, we came in for a family reunion and originally planning to camp but weren’t able to due to the storm so we found this last min at a decent price point. Staff was very friendly when we came in, seems to be family operated which I like. Room was clean could use some updates but ..."
Reviewed on 27 Sept 2026
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is AU$1,025 per night from 29 Sept to 30 Sept
AU$1,025
29 Sept - 30 Sept
includes taxes & fees
Gurney's Montauk Resort & Seawater Spa: Pet-friendly resort with an indoor pool and 2 restaurants. Located by the ocean.
Offshore Montauk
71 S Emerson Ave Montauk NY
The price is AU$343 per night from 29 Sept to 30 Sept
AU$343
29 Sept - 30 Sept
includes taxes & fees
Offshore Montauk: Pet-friendly hotel with free WiFi and free parking. Located near a train station.
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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