Name: The Roundtree, Amagansett
Price range: CA $1,363
Rating: 10

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.

Dream Hotel Bronx

South Side

CA $1,042

per person

Jul 9 - Jul 14

found 4 hours ago

Roundtrip flight included

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

7.2/10 Good! (92 reviews)

Second visit was better then the first one.

Reviewed on Apr 23, 2026

INNSiDE by Meliá New York Nomad

Manhattan

CA $1,465

per person

Jul 26 - Jul 31

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.2/10 Wonderful! (2,244 reviews)

The Wilson Restaurant was great! Staff in the entire hotel were GREAT!

Reviewed on May 14, 2026

The Towers at Lotte New York Palace

Manhattan

CA $1,906

per person

Aug 7 - Aug 10

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.2/10 Wonderful! (666 reviews)

Customer Service is outstanding

Reviewed on Apr 23, 2026

Hotel Riu Plaza Manhattan Times Square

Manhattan

CA $1,731

per person

Jul 17 - Jul 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.2/10 Wonderful! (3,482 reviews)

Good size room and clean. A/C worked wonderfully as did blackout curtains. Bed and pillows comfy. Was worried about outside noise due to Times Square location but it was a non issue. Bell hops were friendly and timely with bags. Some small negatives: bathroom frosted glass door shines bright light into room at night (if not staying alone) and no fan; pretty noisy from neighbors and doors slamming (glad I had ear plugs); was surprised at check-in they needed multiple ids and cc swiped twice.

Reviewed on May 15, 2026

Hotel Riu Plaza New York Times Square

Manhattan

CA $1,713

per person

Jul 17 - Jul 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (2,980 reviews)

Clean room, nice staff, location was good

Reviewed on May 15, 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 Hither Hills State Park and The Hamptons Beaches.

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?

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Amagansett Hotel Deals

Sea Crest Resort

2166 Montauk Hwy Amagansett NY

CA $289

CA $359 total

May 28 - May 29

includes taxes & fees

9.2/10 Wonderful! (520 reviews)

Fantastic property

Reviewed on May 13, 2026

Windward Shores Ocean Resort

2062 Montauk Highway Amagansett NY

CA $286

CA $364 total

Jun 4 - Jun 5

includes taxes & fees

8.8/10 Excellent! (312 reviews)

We always stay at the Windward Shores when we go to Montauk. It is a beautiful, clean and comfortable place, and the price is great!

Reviewed on May 6, 2026

The Roundtree, Amagansett

273 Main Street Amagansett NY

CA $1,363

CA $1,636 total

Jun 1 - Jun 2

includes taxes & fees

10/10 Exceptional! (94 reviews)

Thank you to the crew at The Roundtree for making our stay memorable! This is our second stay, so we couldn't turn down the evening smores by the fire and delivered warm cookies for a late night snack. The grounds and room were so beautiful. We will be back.

Reviewed on Mar 16, 2026

See all 3,640 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.