Pine Island Vacation Packages
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Your Pine Island Vacation
When a city escape is calling, answer it with a Pine Island vacation package. With all your travel needs worked out before you leave, all you need to do here is concentrate on having fun. Love to start exploring your surroundings? Warwick Valley Winery and Distillery, Demarest Hill Winery and Frederick Francks Pacem in Terris are just a few of the leading places to visit during a trip to Pine Island. Whoever you're escaping with and whatever your budget, your ultimate Pine Island vacation is just clicks away with Expedia.
Top Pine Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel
Price was CA $1,165, price is now CA $686 per person
CA $686
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
The hotel itself was nice. There is truly nothing but senior citizens that stay here. We walked in and thought it was a nursing home. I’m not joking there must have been at least 60 70year olds when we walked in. They just take over the entire hotel. Again, the hotel itself is nice, but I think we would stay somewhere else knowing what we know now especially with two teenage boys with us.
Reviewed on Aug. 28, 2025
1 Hotel Brooklyn Bridge
Price was CA $4,530, price is now CA $2,403 per person
CA $2,403
per person
Oct 23 - Oct 26
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,005 reviews)
The views from the king room were amazing and the overall services were top notch!!
Reviewed on Aug. 29, 2025
The Luxury Collection Hotel Manhattan Midtown
Manhattan
Price was CA $1,786, price is now CA $1,095 per person
CA $1,095
per person
Nov 7 - Nov 10
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
Very clean and very comfortable hotel. The very large and comfortable bathroom. Excellent quality beds and very central and well connected location. Available staff.
Reviewed on Aug. 29, 2025
Hotel Seville Nomad, in the Unbound Collection by Hyatt
Manhattan
Price was CA $1,996, price is now CA $1,242 per person
CA $1,242
per person
Oct 4 - Oct 8
found 12 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.6/10 Excellent! (1,083 reviews)
Excellent location and great staff
Reviewed on Aug. 26, 2025
Pine Island Hotel Deals
Sleep Inn & Suites Middletown - Goshen
3491 Route 6, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Sep 14 to Sep 15
CA $141
CA $166 total
Sep 14 - Sep 15
includes taxes & fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Sep 1 to Sep 2
CA $172
CA $203 total
Sep 1 - Sep 2
includes taxes & fees
Hampton Inn Harriman Woodbury
60 Centre Dr, Central Valley, NY
The price is CA $151 per night from Sep 7 to Sep 8
CA $151
CA $186 total
Sep 7 - Sep 8
includes taxes & fees
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.
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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.