Shelter Island Holiday Packages
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Top Shelter Island hotels
Offshore Montauk
71 S Emerson Ave Montauk NY
The price is AU$1,090 per night from 20 July to 21 July
AU$1,090
20 July - 21 July
includes taxes & fees
Offshore Montauk: Pet-friendly hotel with free WiFi and free parking. Located near a train station.
"Amazing location to the beach and town. Brand new. All the appliances and amenities were great. The pool area great as well. Currently building a bar/ resturaunt at the pool to be open for next summer Wouldn’t stay anywhere else in Montauk"
Reviewed on 30 June 2026
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is AU$2,031 per night from 7 July to 8 July
AU$2,031
7 July - 8 July
includes taxes & fees
Gurney's Montauk Resort & Seawater Spa: Pet-friendly resort with an indoor pool and 2 restaurants. Located by the ocean.
"Great experience."
Reviewed on 25 June 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is AU$153 per night from 7 July to 8 July
AU$153
7 July - 8 July
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex: Pet-friendly hotel with free WiFi and free parking. Located in a shopping district.
"staff and parking"
Reviewed on 22 June 2026
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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