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
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is AU$404 per night from 14 Sept to 15 Sept
AU$404
14 Sept - 15 Sept
includes taxes & fees
Water's Edge Resort & Spa: Business-friendly resort with free WiFi and free valet parking. Located by the ocean.
"Great staff Multiple food and drink options"
Reviewed on 12 Aug 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is AU$166 per night from 30 Aug to 31 Aug
AU$166
30 Aug - 31 Aug
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex: Pet-friendly hotel with free WiFi and free parking. Located in a shopping district.
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is AU$576 per night from 9 Sept to 10 Sept
AU$576
9 Sept - 10 Sept
includes taxes & fees
Sound View Greenport: Pet-friendly hotel with free breakfast and free WiFi. Located by the ocean.
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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