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.
2 bedroom luxury Empire State VIEW
Manhattan
Price was CA $5,756, price is now CA $2,983 per person
CA $2,983
per person
Jul 8 - Jul 11
found 14 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to New York (JFK)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!
Reviewed on Mar 19, 2026
INNSiDE by Meliá New York Nomad
Manhattan
Price was CA $3,830, price is now CA $2,199 per person
CA $2,199
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to New York (JFK)
9.2/10 Wonderful! (2,244 reviews)
Breakfast was great, we had several choices and was pleasant each morning.
Reviewed on May 17, 2026
Pine Island Hotel Deals
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Fully refundable
The price is CA $153 per night from Jun 15 to Jun 16
CA $153
CA $181 total
Jun 15 - Jun 16
includes taxes & fees
8.8/10 Excellent! (1,011 reviews)
Enjoyed the breakfast. There were many options..
Reviewed on May 14, 2026
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 $167 per night from May 31 to Jun 1
CA $167
CA $197 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
Very good stay. Friendly staff and clean room. We will be back
Reviewed on May 11, 2026
Best Western Hunt's Landing Hotel Matamoras/Milford
120 Rtes 6 & 209 Matamoras PA
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from May 26 to May 27
CA $143
CA $155 total
May 26 - May 27
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Always a great time,we always get a few rooms,cause the grandkids love the pool so much.As always clean, amenities are great, breakfast is always good. Will definitely continue to come.
Reviewed on May 16, 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.
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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.
