Dering Harbor Holidays

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    Save up to Rp173.195 when you book a flight and hotel together*
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Top hotels in Dering Harbor

Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is Rp1.792.089 per night from 3 Aug to 4 Aug
Rp1.792.089
Rp2.060.902 total
3 Aug - 4 Aug
includes taxes & fees
7.6/10 Good! (1,007 reviews)
Excellent Place to Stay!!!...5 Stars & More!!
"We stayed 5 days! Customer service was great ;) Housekeeping was great, the cafe in the morning was excellent! Lounge area if you wanted to go out in the evening they had Pool, Darts, & Karaoke If you didn't want to go to the Beach, they had a Pool/Gym Right near the Highway & Route 1 We had a wonderful ..."

Reviewed on 10 Jul 2025

Quality Inn Old Saybrook - Westbrook
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 Rp5.703.432 per night from 13 Jul to 14 Jul
Rp5.703.432
Rp6.883.427 total
13 Jul - 14 Jul
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
"Fantastic!! Loved staying at this luxurious hotel"

Reviewed on 8 Jul 2025

Saybrook Point Resort & Marina
The Atlantic Hotel
The Atlantic Hotel
2.5 out of 5
1655 County Road 39, Southampton, NY
7/10 Good! (871 reviews)
Great location & Updated Room
"We had an updated room. Refrigerator in the room was great! Comfortable beds & everything was clean on checkin. We were allowed to use the pool while waiting for our room to be ready. The room cleaning on the 2nd day left a lot to be desired. Beds were not made, dirty towels were left but a clean ..."

Reviewed on 5 Jul 2025

Get rates
The Atlantic Hotel
See all 4,042 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.

Popular places to visit

Menhadden Lane Beach

Why not spend a care-free afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?

Menhadden Lane Beach

What to do in Dering Harbor

Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

Rp2.575.005
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
Private Professional Photoshoot in The Hamptons

Private Professional Photoshoot in The Hamptons

Rp4.285.399
per adult
Private Professional Photoshoot in The Hamptons
Half Day Private Long Island Wine Tour Experience

Half-Day Private Long Island Wine Tour Experience

Rp4.742.509
per adult
Half-Day Private Long Island Wine Tour Experience
See all activities in Dering Harbor

Frequently asked questions

How much does a Dering Harbour holiday package cost?
You can grab a holiday package to this popular destination on Expedia. However, how much your holiday to Dering Harbour costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Dering Harbour?
January, February and March are great times to look for cheap Dering Harbour holiday packages. Travelling in less busy periods means you can generally find better prices on flights and hotels.
How many days is enough for Dering Harbour?
With a well-planned schedule, you can easily tick off the main Dering Harbour sights in a few days. But if you prefer to discover lesser-known spots or go on day tours, consider booking your Dering Harbour holiday for longer.
How to find the best Dering Harbour package deals?
Use Expedia's handy filters to find some unbeatable Dering Harbour 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 Harbour 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 holiday package as soon as possible.
Is it cheaper to book a Dering Harbour holiday as a package?
You can enjoy significant savings on your Dering Harbour getaway by booking a tailored holiday 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 holiday package to Dering Harbour?
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 Harbour getaway.
How to plan a trip to Dering Harbour?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Dering Harbour.
  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 Harbour.
  3. Decide your trip length: Think about how much time you want to spend exploring Dering Harbour. 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 accommodation: After you've nailed down your dates and duration, lock in the right Dering Harbour holiday package for you.

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