Name: Best Western Hunt's Landing Hotel Matamoras/Milford
Price range: CA $148

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

CA $720

per person

Oct 20 - Oct 23

found 7 hours ago

Roundtrip 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

CA $1,576

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to New York (JFK)

8.8/10 Excellent! (1,005 reviews)

Great hotel. Small rooms

Reviewed on Aug. 31, 2025

The Plaza - A Fairmont Managed Hotel

Manhattan

CA $4,498

per person

Nov 14 - Nov 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (1,000 reviews)

June checked us in for The Plaza and was excellent. He was friendly and offered us a room upgrade. We ended up moving to a family suite with 2 queen beds, a sitting area and bar area with a sink and microwave. The room was spectacular. Doormen were also super friendly and bellman was helpful too. The service here is exceptional and the rooms and common areas are beautiful. Highly recommend the hotel for a luxury experience.

Reviewed on Aug. 25, 2025

The Fifth Avenue Hotel

Manhattan

CA $1,884

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.6/10 Exceptional! (133 reviews)

Love the hotel especially the design and decor. Staff is so nice and professional. Room service food is excellent. The only negative is the lack of an in-house gym. Would stay again.

Reviewed on Aug. 22, 2025

The Knickerbocker Hotel

Manhattan

CA $1,877

per person

Nov 14 - Nov 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (1,589 reviews)

Close to all Broadway shows very central

Reviewed on Aug. 31, 2025

Ready to book your vacation to Pine Island?

Choose your dates

Pine Island Hotel Deals

Sleep Inn & Suites Middletown - Goshen

3491 Route 6, Middletown, NY

Fully refundableReserve now, pay when you stay

CA $141

CA $166 total

Sep 28 - Sep 29

includes taxes & fees

La Quinta Inn & Suites by Wyndham Middletown-Goshen

551 Route 211 E, Middletown, NY

Fully refundableReserve now, pay when you stay

CA $174

CA $206 total

Sep 7 - Sep 8

includes taxes & fees

Best Western Hunt's Landing Hotel Matamoras/Milford

120 Rtes 6 & 209, Matamoras, PA

Fully refundableReserve now, pay when you stay

CA $148

CA $162 total

Sep 8 - Sep 9

includes taxes & fees

See all 610 properties in Pine Island

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.