Chappaqua Vacations from $802
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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.
Night Hotel Broadway
Manhattan
$802
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.6/10 Good! (3,584 reviews)
Room was clean but small. We never had hot water, the best temperature was warm, most times, it was cold.
Reviewed on Sep 13, 2026
The William Hotel Midtown, New York
Manhattan
$1,398
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.4/10 Exceptional! (232 reviews)
Such a well situated hotel slap bang in the middle of Manhattan, walking distance to most sightseeing/tourist hubs. Room was fantastic, spacious, tea/coffee making machine, fridge which was a bonus, would 100% stay here again. 5*
Reviewed on Sep 11, 2026
OYO Times Square
Manhattan
$1,020
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
6.8/10 (2,082 reviews)
Did a U-TURN. Checked out immediately. Definitely not a “Hotel”…. More like a MOTEL. By far the most disgusting place I’ve seen. Photos online, FALSE ADVERTISEMENT!!!! WORST EXPERIENCE EVER.
Reviewed on Sep 12, 2026
Hotel Riu Plaza New York Times Square
Manhattan
$1,472
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (3,331 reviews)
The room was sparkling clean, and the staff were all lovely. The bar doesn’t open until 4:30 pm, which was extremely odd for vacationers who are not stuck on a work schedule. The only real complaint was that the room is extremely cold-feeling: Everything is white metal or plastic—every single surface except the bed was hard and sharp cornered and chilly. The opposite of cozy or comfortable. It was very nice! Just not cozy.
Reviewed on Sep 12, 2026
Stay near popular Chappaqua attractions
Chappaqua Performing Arts Center
Enjoy an outing to Chappaqua Performing Arts Center during your stay in Chappaqua. You can enjoy the restaurants while in the area.
Chappaqua Hotel Deals
Hampton Inn White Plains/Tarrytown
200 West Main Street Elmsford NY
Fully refundableReserve now, pay when you stay
$118 nightly
$135 total
Sep 20 - Sep 21
Total with taxes and fees
8/10 Very Good! (1,653 reviews)
"The first room we were put in was absolutely dirty, bed not made, etc. we got rushed into another room that was old, and missing a hairdryer. The bathroom was small and desperately needed updating. The ac was loud. The whole hotel needs renovations."
Reviewed on Sep 13, 2026
Royal Regency Hotel
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
$119 nightly
$140 total
Oct 4 - Oct 5
Total with taxes and fees
8.6/10 Excellent! (2,844 reviews)
"I stayed there for a weeding that was held at the Royal Regency, The both rooms that hosted the event was 5 STAR!!!! My hotel room was not good, it had mosquitoes in the room plus no iron. I checked in a Friday to leave on the Sunday but i only slept one night and stayed at my brother's hotel across ..."
Reviewed on Sep 13, 2026
Armoni Inn & Suites
329 Route 303 Orangeburg NY
6.2/10 (2,295 reviews)
"Nothing worked. Complete overhaul needed."
Reviewed on Sep 7, 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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Frequently asked questions
How much does a Chappaqua vacation package cost?
You'll find cheap prices from $802 on Expedia for your Chappaqua getaway. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Chappaqua costs.
What are the cheapest months to go to Chappaqua?
May, August and December are great times to search for cheap Chappaqua vacation packages. Opting to travel in quieter periods means you can generally find lower prices on hotels and flights.
How many days is enough for Chappaqua?
Usually, a handful of days is enough to check out the top sights during your Chappaqua vacation. But if you want to have time to chill out or go on day trips, think about extending your itinerary.
How to find the best Chappaqua package deals?
Bagging a cheap Chappaqua package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Chappaqua package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Chappaqua vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can customize your Chappaqua escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Chappaqua?
Secure amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Chappaqua escape.
Does Expedia offer Book Now, Pay Later Chappaqua vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Chappaqua trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
Explore a world of travel with Expedia
- Tibbetts Brook Park
- Metropolitan Museum of Art
- Monroe College New Rochelle Campus
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- Flushing Meadows-Corona Park
- American Museum of Natural History
- Sing Sing Correctional Facility
- Empire State Building
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- Newyork-Presbyterian Allen Hospital
- Carnegie Hall
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- Gantry Plaza State Park
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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.
