Name: The Bentley Hotel Southampton
Price range: CA $586
Rating: 9.6

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Your Cutchogue Vacation

With plenty of highlights as well as some hidden gems, this city is best explored with a Cutchogue vacation package. Find a place to stay in Village of Southampton, which is good for history, coastal beaches and culture. If taking in sights is part of the plan during your trip to Cutchogue, swing by leading attractions like Macari Vineyards, Raphael Winery and Pindar Vineyards. That dream Cutchogue vacation is just a few clicks away. Search accommodations, flights and more on Expedia for an adventure that's tailored just for you.

Top Cutchogue Vacation Deals

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

Holiday Lofts NYC

Central Ward

CA $1,076

per person

Aug 1 - Aug 8

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

No reviews

The Towers at Lotte New York Palace

Manhattan

CA $1,582

per person

Aug 13 - Aug 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.2/10 Wonderful! (680 reviews)

A clean professional hotel. The down side is that it is very expensive and whilst the staff are very professional, they could not be described as warm and friendly. But maybe that could be said for New York service generally. Thank you ~ Jon

Reviewed on Jun 20, 2026

1 Hotel Brooklyn Bridge

CA $2,133

per person

Aug 13 - Aug 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (1,000 reviews)

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

Reviewed on Jun 6, 2026

Pendry Natirar

CA $2,198

per person

Aug 13 - Aug 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

10/10 Exceptional! (12 reviews)

Great rooms, wonderful service and staff, perfect location and very pet friendly.

Reviewed on Apr 26, 2026

Sofitel New York

Manhattan

CA $1,423

per person

Aug 28 - Sep 1

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.8/10 Excellent! (1,259 reviews)

Great stay at the Sofitel New York! The hotel was very clean, the beds were comfortable, and the staff was excellent from check-in to check-out. Everyone was friendly and helpful, which made our stay even more enjoyable. We would definitely stay here again!

Reviewed on Jun 21, 2026

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Cutchogue Hotel Deals

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

Fully refundable

CA $127

CA $146 total

Jul 7 - Jul 8

includes taxes & fees

8/10 Very good! (1,002 reviews)

"staff and parking"

Reviewed on Jun 22, 2026

Sound View Greenport

58775 County Rd 48 Greenport NY

CA $777

CA $1,010 total

Jul 20 - Jul 21

includes taxes & fees

8.4/10 Very good! (659 reviews)

"The Soundview is one of my favorite hotels in greenport ( favorite) we had an amazing room I never wanted to leave!!"

Reviewed on Jun 20, 2026

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

Fully refundableReserve now, pay when you stay

CA $586

CA $705 total

Jul 27 - Jul 28

includes taxes & fees

9.6/10 Exceptional! (534 reviews)

"Nice page"

Reviewed on Jun 21, 2026

See all 4,414 properties in Cutchogue

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.