
Cutchogue Vacation Packages
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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.


The Towers at Lotte New York Palace
Manhattan
Price was CA $2,929, price is now CA $1,582 per person
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
Price was CA $3,458, price is now CA $2,133 per person
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
Price was CA $3,463, price is now CA $2,198 per person
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
Price was CA $2,162, price is now CA $1,423 per person
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
Cutchogue Hotel Deals

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is CA $127 per night from Jul 7 to Jul 8
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
The price is CA $777 per night from Jul 20 to Jul 21
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
The price is CA $586 per night from Jul 27 to Jul 28
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
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.
Stay near popular Cutchogue attractions
What to do in Cutchogue

Full Day Private Long Island Wine Tours from New York City
CA $262
per adult

Hamptons Private Day Trip from New York City
CA $1,798
per traveller

The Hamptons and Long Island Wineries Private Tour
CA $1,798
per traveller
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







