Dering Harbor Vacations

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Find the Best Dering Harbor Vacation Packages

Dering Harbor Hotel Deals

The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
7/10 Good! (913 reviews)
"Nice place. Recommend."

Reviewed on 2025/8/18

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The Atlantic Hotel
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is NT$10,875 per night from Sep 8 to Sep 9
NT$10,875
NT$13,116 total
Sep 8 - Sep 9
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
"The venue is great."

Reviewed on 2025/8/20

Saybrook Point Resort & Marina
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is NT$8,833 per night from Sep 9 to Sep 10
NT$8,833
NT$11,584 total
Sep 9 - Sep 10
includes taxes & fees
8.4/10 Very Good! (561 reviews)
"Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound"

Reviewed on 2025/8/18

Sound View Greenport
See all 3,977 properties in Dering Harbor
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

Shell Beach

Why not spend a carefree afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

Shell Beach

Shelter Island Historical Society

You can spend time studying the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.

Shelter Island Historical Society

Frequently asked questions

How much does a Dering Harbor vacation package cost?
You can grab a vacation package to this popular destination on Expedia. However, how much your vacation to Dering Harbor costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Dering Harbor?
January, February and March are great times to look for cheap Dering Harbor vacation packages. Traveling in less busy periods means you can generally find better prices on flights and hotels.
How many days is enough for Dering Harbor?
With a well-planned schedule, you can easily tick off the main Dering Harbor sights in a few days. But if you prefer to discover lesser-known spots or go on day tours, consider booking your Dering Harbor vacation for longer.
How to find the best Dering Harbor package deals?
Use Expedia's handy filters to find some unbeatable Dering Harbor package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Dering Harbor package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Dering Harbor vacation as a package?
You can enjoy significant savings on your Dering Harbor getaway by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to view the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Dering Harbor?
Score fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Dering Harbor getaway.
How to plan a trip to Dering Harbor?

  1. Choose the perfect time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to go to Dering Harbor.
  2. Work out your budget: Ensure you have enough money to pay for everything from food and transportation to experiences and flights. Your hotel will likely be the largest expense during your trip to Dering Harbor.
  3. Decide your trip length: Think about how much time you want to spend exploring Dering Harbor. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodations: After you've nailed down your dates and duration, lock in the right Dering Harbor vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.