Amagansett Vacations

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Where to stay in Amagansett

Find the best Amagansett areas and neighborhoods for the activities you enjoy most. Learn more about Amagansett
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Amagansett North

1 out of top 10 points of interest in this area
5/5(3 area reviews)

Discover the "place of good water" with Amagansett's picturesque village, Beach Hampton, and Devon Colony on Gardiner's Bay. Explore the protected Walking Dunes in Napeague and Atlantic Double Dunes, easily accessible via the Amagansett station.

Find hotels in Amagansett North

Find the Best Amagansett Vacation Packages

Amagansett Hotel Deals

Windward Shores Ocean Resort
Windward Shores Ocean Resort
3 out of 5
2062 Montauk Highway, PO Box 7031, Amagansett, NY
The price is AED 484 per night from Apr 6 to Apr 7
AED 484
AED 633 total
includes taxes & fees
6 Apr - 7 Apr
8.6/10 Excellent! (273 reviews)
"2nd loft bedroom/bath was especially nice"

Reviewed on 30 March 2025

Windward Shores Ocean Resort
The Roundtree, Amagansett
The Roundtree, Amagansett
4.5 out of 5
273 Main Street, Amagansett, NY
The price is AED 2,553 per night from Apr 6 to Apr 7
AED 2,553
AED 3,062 total
includes taxes & fees
6 Apr - 7 Apr
9.8/10 Exceptional! (85 reviews)
"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."

Reviewed on 31 October 2024

The Roundtree, Amagansett
The Hermitage
The Hermitage
3.5 out of 5
2148 Montauk Highway, Amagansett, NY
The price is AED 590 per night from Apr 21 to Apr 22
AED 590
AED 754 total
includes taxes & fees
21 Apr - 22 Apr
9.2/10 Wonderful! (153 reviews)
"Access to the dunes and the beach"

Reviewed on 24 November 2024

The Hermitage
See all 3,590 properties in Amagansett
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.

Frequently asked questions

How much does an Amagansett vacation package cost?
You can pick up a vacation package to this top destination on Expedia. But how much your vacation to Amagansett costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Amagansett?
January, March and December are the best times to search for cheap Amagansett vacation packages. Choosing to travel in quieter periods means you’ll typically find better prices on flights and hotels.
How to find the best Amagansett package deals?
Bagging a cheap Amagansett package deal is easy with Expedia. After you’ve entered your travel dates and destination under our “Packages” tab, set your budget, add some filters and browse what’s available. You can personalize your search by “Amenities,” “Property type,” “Guest rating” and more. Sort the results by “Price: low to high” to discover the most wallet-friendly Amagansett package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book an Amagansett vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking accommodations and flights separately. Better still, you can customize your Amagansett trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Amagansett?
Score incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Amagansett trip.
How to plan a trip to Amagansett?

  1. Choose your travel dates: What you’d like to do in Amagansett and your favorite season will help you decide when to go.
  2. Plan your budget wisely: As well as the cost of your stay, you should factor in other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected costs that may come up during your trip to Amagansett.
  3. Decide how long to go away for: Now that you know more about Amagansett, you can work out the ideal length of your break. Create a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodations: Once you’ve settled on your dates and duration, book the ideal Amagansett vacation package for you.

Discover the most popular places to visit in Amagansett

For hot, hungry Trovers who have forgotten their wallets at home on a summer day... Follow this map to more than a message in a bottle buried beneath a "trover" marked gift of the sea. Leave a comment if you find it!

Amagansett Beach

Why not spend a lazy afternoon at Amagansett Beach during your trip to Amagansett?

Amagansett Beach
For hot, hungry Trovers who have forgotten their wallets at home on a summer day... Follow this map to more than a message in a bottle buried beneath a "trover" marked gift of the sea. Leave a comment if you find it!

Atlantic Avenue Beach

Why not spend a carefree afternoon at Atlantic Avenue Beach during your travels in Amagansett? Take in the art scene while you're in the area.

Atlantic Avenue Beach

Amagansett Square

4.5/5(4 reviews)

Find out about the history of Amagansett with a stop at Amagansett Square. Wander the beautiful beaches and seaside in this family-friendly area.

Amagansett Square