Dering Harbor Vacation Packages
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Your Dering Harbor Vacation
Say goodbye to the stress of planning and hello to a Dering Harbor vacation package. With the finer details organized before you leave, you can focus on discovering this city, starting with Orient Point, which is good for views, fishing and nature. Love to explore? 67 Steps Beach, Railroad Museum of Long Island and Kontokosta Winery are some of the top-rated places to visit during your trip to Dering Harbor. Don't put off your visit to this destination any longer. Your dream Dering Harbor vacation is a few clicks away with Expedia.
Top Dering Harbor Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Renwick
Manhattan
Price was CA $1,833, price is now CA $1,139 per person
CA $1,139
per person
May 14 - May 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,332 reviews)
we really enjoyed our stay & will definitely book again for our next visit!
Reviewed on Apr 11, 2026
1 Hotel Central Park
Manhattan
Price was CA $3,562, price is now CA $2,145 per person
CA $2,145
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
Everything is great about this Hotel.
Reviewed on Apr 9, 2026
Park Lane New York
Manhattan
Price was CA $2,449, price is now CA $1,501 per person
CA $1,501
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,764 reviews)
Great location; Central Park View is a must
Reviewed on Apr 11, 2026
The William Vale
Price was CA $2,449, price is now CA $1,503 per person
CA $1,503
per person
May 27 - May 31
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,026 reviews)
Great calm and well Located place to stay. Amazing view and dinning options.
Reviewed on Apr 3, 2026
Arthouse Hotel New York City
Manhattan
Price was CA $1,845, price is now CA $1,147 per person
CA $1,147
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,852 reviews)
Complementary pastry amazing. Staff was absolutely fantastic…professional and nice.
Reviewed on Apr 9, 2026
Dering Harbor Hotel Deals
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is CA $329 per night from Apr 19 to Apr 20
CA $329
CA $403 total
Apr 19 - Apr 20
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
it was our first time and we really enjoyed the place. The Band was amazing! Being at the resort made our weekend great. Will definitely be back!
Reviewed on Apr 11, 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is CA $242 per night from May 7 to May 8
CA $242
CA $396 total
May 7 - May 8
includes taxes & fees
8.4/10 Very Good! (630 reviews)
The staff was very friendly professional. Very engaging. The room was spotless and nice. it faced the Long Island sound breathtaking view are sliding glass door open up to a patio with steps that lead right to the beach ……. Stunning
Reviewed on Apr 12, 2026
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Apr 26 to Apr 27
CA $192
CA $221 total
Apr 26 - Apr 27
includes taxes & fees
9.6/10 Exceptional! (458 reviews)
Spacious suite. Wish our stay was longer. Very clean, lots of special touches. Great staff.
Reviewed on Apr 2, 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.
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
