Dering Harbor Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Dering Harbor
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,001 reviews)
muy limpias
Reviewed on 8 Jan 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is 3.519.974 ₫ per night from 26 Jan to 27 Jan
3.519.974 ₫
4.771.240 ₫ total
26 Jan - 27 Jan
includes taxes & fees
8.4/10 Very Good! (607 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...
Reviewed on 10 Jan 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is 5.128.572 ₫ per night from 5 Feb to 6 Feb
5.128.572 ₫
6.350.549 ₫ total
5 Feb - 6 Feb
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Great room and staff
Reviewed on 14 Jan 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.
Popular places to visit
Mashomack Preserve
Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.
Shelter Island Historical Society
You can spend time browsing the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.
