Dering Harbor Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Find the Best Dering Harbor Vacation Packages
Dering Harbor Hotel Deals
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,003 reviews)
Friendly. Had to check in early and was walked to our room so we knew exactly where it was gif when we returned later.
Reviewed on Nov 28, 2025
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is ₩235,272 per night from Dec 1 to Dec 2
₩235,272
₩295,881 total
Dec 1 - Dec 2
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
Staff is fantastic
Reviewed on Nov 24, 2025
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ₩235,272 per night from Dec 1 to Dec 2
₩235,272
₩340,623 total
Dec 1 - Dec 2
includes taxes & fees
8.4/10 Very Good! (593 reviews)
Amazing views and comfy bed and room. No sound privacy between the rooms at all! I guess they o relooked sound insulation in an otherwise gorgeous renovation of a roadside motel.
Reviewed on Nov 19, 2025
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.
Discover the most popular places to visit in Dering Harbor
Havens House
You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
