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

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 SAR 494 per night from Mar 11 to Mar 12
SAR 494
SAR 646 total
includes taxes & fees
11 Mar - 12 Mar
8.6/10 Excellent! (275 reviews)
"Great cozy place"

Reviewed on 4 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 SAR 2,607 per night from Mar 11 to Mar 12
SAR 2,607
SAR 3,128 total
includes taxes & fees
11 Mar - 12 Mar
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
Sea Crest Resort
Sea Crest Resort
2.5 out of 5
2166 Montauk Hwy, Amagansett, NY
9/10 Wonderful! (447 reviews)
"The only problem I had is with a shade on a door , bad design not hotel’s problem. And that I wanted to rebook for another time and no matter what dates I put in they weren’t available"

Reviewed on 18 February 2025

Sea Crest Resort
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