
Chappaqua Vacations from $442
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Your Chappaqua Vacation
Book a custom vacation package to Chappaqua and get ready to experience this exciting city the way you want. Consider spending time in the neighborhood of Montrose, which is good for walking and tons more. Like to start exploring your surroundings? Sing Sing Correctional Facility, Rockefeller State Park Preserve and Union Church of Pocantico Hills are a few of the top-rated places to visit during a trip to Chappaqua. Whoever you're escaping with and whatever your bank balance, your dream Chappaqua vacation is just a few clicks away with Expedia.
The Latest Chappaqua vacation packages
Price found within the past 48 hours. Click for updated prices.

The Inn At Fox Hollow Hotel
Save 100% on your flight
Price was $761, price is now $442 per person
$442
per person
Jun 2 - Jun 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (1,002 reviews)
We love staying here because the rooms are much nicer than any other hotel in the area. The kitchenette’s are very useful, and having windows that actually open and dedicated work spaces are so wonderful. We stay there about once a month for work, and the mattresses are sometimes too stiff, and it’d go a long way to have robes in the rooms too! Especially for such a beautiful boutique hotel!
Reviewed on Apr 10, 2026

Delta Hotels by Marriott Woodbridge
Save 100% on your flight
Price was $874, price is now $458 per person
$458
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,002 reviews)
Front desk person was very unfriendly and uninterested.
Reviewed on Apr 9, 2026

Sheraton New York Times Square Hotel
Manhattan
Save 100% on your flight
Price was $785, price is now $456 per person
$456
per person
May 28 - Jun 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (7,403 reviews)
Room cleaned every morning and room staff very helpful
Reviewed on Apr 13, 2026

Candlewood Suites New York City-Times Square by IHG
Manhattan
Price was $1,070, price is now $630 per person
$630
per person
May 31 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,827 reviews)
The studio suite was clean and met our need.
Reviewed on Apr 12, 2026

Holiday Inn New York City - Wall Street by IHG
Manhattan
Price was $1,041, price is now $631 per person
$631
per person
May 31 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (1,000 reviews)
If your definition of a hotel is simply “a place to sleep,” then this place technically qualifies. Beyond that, it fails on almost every level.
Everything is extremely cramped—rooms, hallways, and elevators. The bathroom is especially problematic: it’s so small that anyone who isn’t very slim will struggle to close the door or shower comfortably. This should be clearly disclosed.
Amenities are lacking. There is no laundry service, which is a major inconvenience for longer stays.
Cleanliness is unacceptable. I found trash in the room on day one, and despite daily housekeeping for an entire week, it was never removed. On another occasion, staff left cleaning supplies behind in my room. That shows a serious lack of attention and professionalism.
The only reason I stayed was because the booking was prepaid—otherwise, I would have left on day one. This is not a cheap hotel, and at this price point, it is simply not worth it.
I will not return, and I strongly recommend others stay away. At best, this is a 1–2 star experience.
Reviewed on Apr 12, 2026
Chappaqua Hotel Deals

Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $141 total per night from Apr 26 to Apr 27
$141 total
Apr 26 - Apr 27
Total with taxes and fees
8.2/10 Very Good! (1,653 reviews)
This is the cleanest hotel that I have been in staff make sure that they place is clean all day from 5am until when ever they leave is clean they are very well attempted to Customer. Guess they answer all concerns. I put this hotel due to a birthday party that’s coming up in May for my cousin. I ...
Reviewed on Apr 13, 2026

LIV Hotel Bronx - Newly Built
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $137 total per night from Apr 14 to Apr 15
$137 total
Apr 14 - Apr 15
Total with taxes and fees
7.2/10 Good! (607 reviews)
I had a good stay. For parking You have to come early.
Reviewed on Apr 13, 2026

Hampton Inn & Suites Yonkers
160 Corporate Blvd Yonkers NY
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $129 total per night from Apr 27 to Apr 28
$129 total
Apr 27 - Apr 28
Total with taxes and fees
8.4/10 Very Good! (1,823 reviews)
I had a mixed experience at Hampton Inn & Suites Yonkers. On the positive side, the room and bathroom were a good size, the gym was nice, and I appreciated that breakfast was included. However, there were several issues that made the stay frustrating. The bathroom sink was clogged, and there was ...
Reviewed on Apr 13, 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.
Find the Best Chappaqua Vacation Packages
Chappaqua Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | LaGuardia Airport (LGA) |
Population | 1,450 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Capitol Theatre, Franklin D. Roosevelt State Park and Paramount Hudson Valley Theater |
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