Chappaqua Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Chappaqua
Price found within the past 48 hours. Click for updated prices.
Ink 48 Hotel
Manhattan
€1,316
per person
31 Dec - 6 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.4/10 Very good! (1,777 reviews)
They charged almost 100 additional to what I paid on Expedia for "amenities" when I asked what that included they said sheets, towels, wifi things like that. There was no free water in the room or a coffee maker. They did have bottled water for 10 bucks. There wasn't even a view and it was in an extremely noisy section. There was banging and yelling at all hours. I would highly recommend you steer clear of this hotel
Reviewed on 10 Oct 2026
Top hotels in Chappaqua
LIV Hotel Bronx - Newly Built
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
€132
14 Oct - 15 Oct
includes taxes & fees
7.2/10 Good! (1,140 reviews)
"Parking is very limited and cars will end up blocking you in. The staff was helpful Sheets were stained and did not fit the bed. Used a flat sheet instead of a fitted sheet. Convenient location."
Reviewed on 10 Oct 2026
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
€138
1 Nov - 2 Nov
includes taxes & fees
8.4/10 Very good! (1,880 reviews)
"The hotel met our needs for our one night stay. Loved the breakfast!"
Reviewed on 10 Oct 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.
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.
Frequently asked questions
How much does a Chappaqua holiday package cost?
You'll find cheap prices from €1,081 on Expedia for your Chappaqua getaway. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Chappaqua costs.
What are the cheapest months to go to Chappaqua?
January, February and November are the best times to search for cheap Chappaqua holiday packages. Travelling in less busy periods means you can usually find reduced prices on accommodation and flights.
How many days is enough for Chappaqua?
Typically, a handful of days is enough to visit the top sights during your Chappaqua holiday. But if you want to have some time to kick back 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 travelling on a weekday, when prices are often lower.
Is it cheaper to book a Chappaqua holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can customise 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 holiday 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.
How to plan a trip to Chappaqua?
- Pick your dates: What you want to do in Chappaqua and your preferred season will help you decide when to go.
- Figure out your budget: Ensure you have enough money to cover everything from food and transportation to flights and experiences. Your accommodation will likely be the largest expense during your trip to Chappaqua.
- Set the duration of your trip: Start by listing all the activities and sights you want to experience in Chappaqua. Then, estimate how long you'll need for each, including any travel time.
- Combine your airfare and accommodation: After you've nailed down your trip dates and duration, lock in the right Chappaqua holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
