Chappaqua Vacation Packages
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Top Chappaqua Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel
Price was CA $1,206, price is now CA $720 per person
CA $720
per person
Oct 20 - Oct 23
found 16 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
The Plaza - A Fairmont Managed Hotel
Manhattan
Price was CA $7,344, price is now CA $4,498 per person
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
Hyatt Regency Jersey City on the Hudson
Downtown Jersey City
Price was CA $1,863, price is now CA $1,190 per person
CA $1,190
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,478 reviews)
This is the perfect place for visiting the area: best view of the NY skyline, perfect location for grabbing the PATH to quickly get anywhere in Manhattan; so walkable to every amenity, convenient to ferry for Statue of Liberty, parks, dining, shopping. The Grove street area is just min away and walkable. Loved it! So great for family stay with small children.
Reviewed on Sep. 1, 2025
Chappaqua Hotel Deals
Hampton Inn White Plains/Tarrytown
200 West Main Street, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from Sep 14 to Sep 15
CA $188
CA $215 total
Sep 14 - Sep 15
includes taxes & fees
Royal Regency Hotel
165 Tuckahoe Rd, Yonkers, NY
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from Oct 2 to Oct 3
CA $149
CA $183 total
Oct 2 - Oct 3
includes taxes & fees
Armoni Inn & Suites
329 Route 303, Orangeburg, NY
The price is CA $66 per night from Oct 1 to Oct 2
CA $66
CA $73 total
Oct 1 - Oct 2
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.