Greenport Vacation Packages
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Your Greenport Vacation
Say farewell to planning hassles and hello to a Greenport vacation package. With your travel details organized before you leave, you can focus on discovering the best of this city, starting with Orient Point, which is great for views, fishing and nature. Fill up your itinerary with tours of 67 Steps Beach, Railroad Museum of Long Island and Kontokosta Winery, some of the attractions you really should see during a trip to Greenport. Browse Expedia's extensive range of travel options and book your dream vacation to Greenport today.
Top Greenport Vacation Deals
Price found within the past 48 hours. Click for updated prices.
1 Hotel Brooklyn Bridge
Price was CA $2,254, price is now CA $1,469 per person
CA $1,469
per person
Apr 25 - Apr 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
The entire stay was exceptional! From the point of entry to departure 10/10
Reviewed on Jan 29, 2026
Loews Regency New York Hotel
Manhattan
Price was CA $3,110, price is now CA $1,845 per person
CA $1,845
per person
Apr 2 - Apr 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Staff were very accomodating and looked after my family well during our stay. Nothing was too difficult for them.
Reviewed on Jan 17, 2026
1 Hotel Central Park
Manhattan
Price was CA $3,267, price is now CA $2,010 per person
CA $2,010
per person
Apr 25 - Apr 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
Excellent stay! Friendly staff, comfortable, beautiful rooms & lobby.
Reviewed on Feb 2, 2026
The Fifth Avenue Hotel
Manhattan
Price was CA $3,505, price is now CA $2,194 per person
CA $2,194
per person
Apr 25 - Apr 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (159 reviews)
Staff were lovely, helpful and pleasant. Turndown service way too late, though—9:45 might catch some guests sleeping.
Reviewed on Jan 3, 2026
Fouquet's New York
Manhattan
Price was CA $4,296, price is now CA $2,884 per person
CA $2,884
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (60 reviews)
Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time.
Reviewed on Oct 10, 2025
Greenport Hotel Deals
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is CA $204 per night from Mar 9 to Mar 10
CA $204
per night
Mar 9 - Mar 10
8.4/10 Very Good! (609 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...
Reviewed on Jan 10, 2026
The Harbor Front Inn
209 Front St Greenport NY
The price is CA $191 per night from Feb 22 to Feb 23
CA $191
per night
Feb 22 - Feb 23
8.8/10 Excellent! (566 reviews)
Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return!
Reviewed on Feb 6, 2026
Zey Hotel
439 Main Street Greenport NY
The price is CA $443 per night from Feb 9 to Feb 10
CA $443
per night
Feb 9 - Feb 10
9/10 Wonderful! (296 reviews)
Quiet yet situated right in the heart of Greenport.
Reviewed on Jan 6, 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.
Discover the most popular places to visit in Greenport
Kontokosta Winery
You can enjoy a tasting or tour at Kontokosta Winery during your travels to Greenport West. Wander the beautiful beaches in this family-friendly area.
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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.
