Name: Windward Shores Ocean Resort
Price range: CA $445
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.

Hotel St. James

Manhattan

CA $1,649

per person

Aug 22 - Aug 29

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Newark Liberty Intl. Airport (EWR)

8.8/10 Excellent! (7,398 reviews)

Even is not the best hotel the staff and the position is making this small hotel a five stars. Every time that we asked for help they were fully supportive. Position is top, and is compensating all possible issues.

Reviewed on Jun 12, 2026

The Towers at Lotte New York Palace

Manhattan

CA $1,923

per person

Aug 9 - Aug 12

found 1 day ago

Roundtrip flight included

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

9.2/10 Wonderful! (679 reviews)

Fantastic location, beautiful rooms, immaculate condition and the most amazing views

Reviewed on Jun 8, 2026

Hotel Riu Plaza New York Times Square

Manhattan

CA $1,973

per person

Aug 22 - Aug 29

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Newark Liberty Intl. Airport (EWR)

9/10 Wonderful! (3,055 reviews)

Breakfast on property was great! Hotel has terrible elevators though. Busy mornings you will be waiting for them!!!

Reviewed on Jun 12, 2026

Casa Francesca 6BR Villa & Heated Pool

CA $6,949

per person

Aug 22 - Aug 29

found 24 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Newark Liberty Intl. Airport (EWR)

No reviews

1 Hotel Brooklyn Bridge

CA $3,491

per person

Aug 1 - Aug 6

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Newark Liberty Intl. Airport (EWR)

9/10 Wonderful! (1,007 reviews)

Excellent and well kept hotel. Friendly and helpful staff. Awesome location.

Reviewed on Jun 6, 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

Sea Crest Resort

2166 Montauk Hwy Amagansett NY

CA $866

CA $1,019 total

Jun 26 - Jun 27

includes taxes & fees

9.2/10 Wonderful! (529 reviews)

"Excellent location on the waterfront. Very peaceful until a young group arrived next door. The full kitchen was nice, and helped to defray food costs."

Reviewed on Jun 8, 2026

Ocean Vista Resort

2136 Montauk Hwy Amagansett NY

CA $614

CA $701 total

Jul 1 - Jul 2

includes taxes & fees

Windward Shores Ocean Resort

2062 Montauk Highway Amagansett NY

CA $445

CA $546 total

Jun 16 - Jun 17

includes taxes & fees

8.8/10 Excellent! (315 reviews)

"Nice homey room"

Reviewed on Jun 7, 2026

See all 3,636 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.