
Chappaqua Vacation Packages
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Top Chappaqua Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Outsite Chelsea
Manhattan
per person
Sep 8 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (8 reviews)
The place and amenities were really nice. The only bad thing was the bathroom got nasty really quick so for me the shared bathrooms won’t work. But they do have private bathroom rooms. Other than the dirty bathrooms not getting cleaned enough everything was great, location and space.
Reviewed on Jun. 25, 2025



1 Hotel Brooklyn Bridge
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
This place was amazing, from the bartender Josh to Seiki and Selina, and also JD the concierge, I know I’m leaving people out but the entire staff made our stay perfection, it was first class all the way and I would never stay anywhere else when we go back, just truly a first rate experience
Reviewed on Aug. 3, 2025
Chappaqua Hotel Deals

Armoni Inn & Suites
329 Route 303, Orangeburg, NY
The price is CA $99 per night from Sep 2 to Sep 3
CA $99
CA $111 total
Sep 2 - Sep 3
includes taxes & fees
6/10 (1,990 reviews)
Nice last-minute booking
"It was your basic last minute motel booking nice enough to spend the night if you have to clean rooms despite the outside of appearance, but don’t make it your first pick restaurant closed bar closed, but on the high side pool is beautiful and open and open late."
Reviewed on Jul. 28, 2025

Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Aug 17 to Aug 18
CA $204
CA $233 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (1,386 reviews)
"Older but well kept property. Very nice staff and the room was wxcellent."
Reviewed on Aug. 3, 2025

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 Aug 17 to Aug 18
CA $188
CA $216 total
Aug 17 - Aug 18
includes taxes & fees
7.8/10 Good! (1,094 reviews)
"Everything was great and would tell family and friend to stay"
Reviewed on Aug. 4, 2025
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.