Chappaqua Vacation Packages
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Top Chappaqua Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel St. James
Manhattan
Price was CA $2,236, price is now CA $1,294 per person
CA $1,294
per person
Apr 5 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (6,546 reviews)
Great hotel, awesome staff. Bilingual staff.
Reviewed on Feb 10, 2026
The Fifth Avenue Hotel
Manhattan
Price was CA $5,205, price is now CA $2,909 per person
CA $2,909
per person
Apr 22 - Apr 28
found 4 hours 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
NobleDEN Hotel
Manhattan
Price was CA $3,082, price is now CA $1,822 per person
CA $1,822
per person
Apr 5 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
NobleDEN has very clean rooms. The staff are also very friendly and accommodating. There are some nice amenities included in your stay including discounts at nearby establishments with your keycard! Cool and unexpected.
Reviewed on Feb 10, 2026
The Towers at Lotte New York Palace
Manhattan
Price was CA $4,432, price is now CA $2,634 per person
CA $2,634
per person
Apr 22 - Apr 28
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (638 reviews)
Close to major shopping and multiple dining options
Reviewed on Jan 21, 2026
The Wall Street Hotel
Manhattan
Price was CA $3,406, price is now CA $2,055 per person
CA $2,055
per person
Apr 22 - Apr 28
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (591 reviews)
Great room, great staff, great bar
Reviewed on Feb 4, 2026
Chappaqua Hotel Deals
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Feb 22 to Feb 23
CA $168
CA $192 total
Feb 22 - Feb 23
includes taxes & fees
8.2/10 Very Good! (1,534 reviews)
Great
Reviewed on Feb 7, 2026
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Mar 9 to Mar 10
CA $215
CA $291 total
Mar 9 - Mar 10
includes taxes & fees
8.6/10 Excellent! (1,273 reviews)
Staff were courteous and helpful. Great location!
Reviewed on Feb 3, 2026
DoubleTree by Hilton Hotel Nanuet
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Feb 22 to Feb 23
CA $138
CA $160 total
Feb 22 - Feb 23
includes taxes & fees
8.8/10 Excellent! (1,066 reviews)
Beautiful hotel and great amenities. We loved the suite, the lobby overlook, and especially the heated pool and jacuzzi near the fitness room. The warm cookies and water at check-in were a nice touch, and the overnight staff member who welcomed us was very kind. Unfortunately, our stay was dampened ...
Reviewed on Feb 9, 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.
