
Dering Harbor Holidays from AU$2,244
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Your Dering Harbour Holiday
With plenty of highlights as well as some hidden gems, this city is best explored with a Dering Harbour holiday package. Book a hotel in Orient Point, which is good for views, fishing and nature. A trip to Dering Harbour is a terrific opportunity to do some sightseeing. Be sure to look around renowned attractions like 67 Steps Beach, Kontokosta Winery and Sunset Beach. Expedia is here to help you escape your routine. Tailor your holiday to Dering Harbour to suit your travel style, whatever that may look like.
The Latest Dering Harbor Holiday Deals

OYO Times Square
Reviewed on 23 Jan 2026

INNSiDE by Meliá New York Nomad
Reviewed on 23 Jan 2026

NobleDEN Hotel
Reviewed on 22 Jan 2026

Hotel St. James
Reviewed on 24 Jan 2026
Dering Harbor Holiday
Dering Harbour Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Max Temp Winter | 4ºC |
Max Temp Summer | 24ºC |
Top Sights | Shell Beach, Menhadden Lane Beach and Wades Beach |
Our pick of the best Dering Harbor Hotel Deals

Pier Blue Inn Old Saybrook - Essex
I have stayed here a number of times, and each time the room has been spotless and smells fresh. The staff is very friendly and always offers to help in some way, whether it's to get the snow off my car or provide bottled water. I will be staying here again!
Reviewed on 23 Jan 2026

Sound View Greenport
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
Great room and staff
Reviewed on 14 Jan 2026
Discover the most popular places to visit in Dering Harbor

Wades Beach
Why not spend a care-free afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.
Gardiner's Bay Country Club
Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.











