Amagansett Trips (flight + hotel)

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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

While visiting Amagansett North, you might make a stop by sights like The Hamptons Beaches and Amelia Cottage Museum.

Find hotels in Amagansett North

Amagansett Beach Vacation

Listen to the waves rolling into the shore and look out over the sparkling waters on your Amagansett vacation. If you just need to get away, a trip to Amagansett is just what the doctor ordered. We have plenty of Amagansett vacation deals to pick from. Book one close to Atlantic Avenue Beach, just 3 kilometers from the downtown area, and live out your vacation fantasies without blowing your budget.

Top hotels in Amagansett

Sea Crest Resort

Sea Crest Resort

2.5 out of 5
2166 Montauk Hwy, Amagansett, NY
The price is P15,876 per night from Sep 4 to Sep 5
P15,876
P19,387 total
Sep 4 - Sep 5
includes taxes & fees
9/10 Wonderful! (467 reviews)
"Great location and had beach service"

Reviewed on Jul 28, 2025

Sea Crest Resort
Ocean Vista Resort

Ocean Vista Resort

2.5 out of 5
2136 Montauk Hwy, Amagansett, NY
9/10 Wonderful! (183 reviews)
"It waa great for traveling with kids. Close to the beach and my kids loved the indoor pool!"

Reviewed on Jul 24, 2025

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Ocean Vista Resort
Windward Shores Ocean Resort

Windward Shores Ocean Resort

3 out of 5
2062 Montauk Highway, PO Box 7031, Amagansett, NY
The price is P15,747 per night from Sep 2 to Sep 3
P15,747
P19,239 total
Sep 2 - Sep 3
includes taxes & fees
8.6/10 Excellent! (289 reviews)
Decent and Better priced
"A good choice for “affordable” stays in the Hamptons. The place is not “fresh” or chic by any means but it’s very acceptable and half the price of many other accommodations. Over all it’s a good value. Clean, well located and homey."

Reviewed on Jun 28, 2025

Windward Shores Ocean Resort
See all 3,613 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.

Popular places to visit

Hither Hills State Park

You can learn about the history of Amagansett when you stop by Hither Hills State Park. Wander the beautiful beaches and seaside in this family-friendly area.

Hither Hills State Park

Napeague State Park

You can take time to visit Napeague State Park during your travels to Napeague. Wander the beaches and seaside in the area.

Napeague State Park

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 many days is enough for Amagansett?
To fully enjoy an Amagansett vacation, we recommend staying for 3 days. Divide your time between visiting Amelia Cottage Museum, Indian Wells Beach and other major sights, on top of exploring neighborhoods like East Hampton North and Wainscott Woods. If you've got some time to spare, include a day trip in your Amagansett vacation itinerary.
Is it worth booking a vacation package to Amagansett?
Well known for its watersports and home to popular attractions like Hither Hills State Park, an Amagansett vacation is sure to leave an impression. Another top sight worth exploring? Don't miss Mashomack Nature Preserve.
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.

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