Name: Windward Shores Ocean Resort
Price range: CA $608
Rating: 8.8

Your Amagansett Vacation

Planning your next epic escape is a cinch with a Amagansett vacation package. The neighborhood of Beach Hampton, which is great for walking, makes an ideal starting point to discover the marvels of this lively city. A trip to Amagansett is an excellent opportunity to sightsee. Make sure you visit well-known attractions like East Hampton Main Beach, LongHouse Reserve and Old Hook Mill. Stop dreaming and start doing. Explore the broad range of options on Expedia today and finally put your Amagansett vacation plans into gear!

Top Amagansett Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Night Hotel Broadway

Manhattan

CA $765

per person

Jul 31 - Aug 3

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

7.4/10 Good! (3,217 reviews)

It was a very cute and comfortable hotel. It was very clean! I would definitely stay here again.

Reviewed on Jun 29, 2026

NobleDEN Hotel

Manhattan

CA $2,235

per person

Aug 24 - Aug 30

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.6/10 Exceptional! (1,615 reviews)

Great little find, good location. Clean and decent size rooms for NYC

Reviewed on Jun 29, 2026

1 Hotel Brooklyn Bridge

CA $2,628

per person

Aug 27 - Aug 30

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (1,000 reviews)

Nicely designed hotel with beautiful views. Staff was very nice but service was generally slow.

Reviewed on Jun 28, 2026

Mandarin Oriental, New York

Manhattan

CA $4,592

per person

Aug 23 - Aug 30

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.2/10 Wonderful! (645 reviews)

Amazing hotel, staff make the whole experience, bar is great. Reception and concierge team are excellent, in particular Lauren who made check in a breeze. Gym and pool are excellent for a New York hotel.

Reviewed on Jun 21, 2026

The Wall Street Hotel

Manhattan

CA $1,792

per person

Sep 10 - Sep 13

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.6/10 Exceptional! (695 reviews)

Amazing! Loved my stay there. The hotel was a 10/10.

Reviewed on Jun 29, 2026

Where to stay in Amagansett

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

Napeague

1 out of top 10 points of interest in this area

Napeague is noteworthy for its beaches, and you can make a stop at top attractions like The Hamptons Beaches and Hither Hills State Park.

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 kilometres from the downtown area, and live out your vacation fantasies without blowing your budget.

Ready to book your vacation to Amagansett?

Choose your dates

Amagansett Hotel Deals

Ocean Vista Resort

2136 Montauk Hwy Amagansett NY

CA $625

CA $714 total

Jul 20 - Jul 21

includes taxes & fees

9/10 Wonderful! (209 reviews)

"Overall, it was a pleasant place to stay. Love the location right on the beach and amenities of tennis court and pool. Not particularly a fan of leaving keys for anyone to pick up after office closes at 7 pm. Same with just dropping off keys in an unsecured drop box."

Reviewed on Jun 28, 2026

Sea Crest Resort

2166 Montauk Hwy Amagansett NY

CA $1,202

CA $1,404 total

Jul 28 - Jul 29

includes taxes & fees

9.2/10 Wonderful! (533 reviews)

"Everything was fantastic!"

Reviewed on Jun 28, 2026

Windward Shores Ocean Resort

2062 Montauk Highway Amagansett NY

CA $608

CA $733 total

Jul 8 - Jul 9

includes taxes & fees

8.8/10 Excellent! (318 reviews)

"Great"

Reviewed on Jun 29, 2026

See all 3,554 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.