Chappaqua Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ฿27,000 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 hotels in Chappaqua
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
฿5,197
฿6,762 total
2 Sept - 3 Sept
includes taxes & fees
8.2/10 Very good! (1,269 reviews)
"We stayed in 345 and the air conditioner didn’t worked. The room was 85 degrees all night. The entire place smelled like mold and the sinks were clogged. Insane that a housekeeping manager would inspect that room and allow it to be checked in. The mold scent was across the buildings and rooms as ..."
Reviewed on 25 Aug 2026
Royal Regency Hotel
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
฿4,564
฿5,538 total
14 Sept - 15 Sept
includes taxes & fees
8.6/10 Excellent! (2,871 reviews)
"Nos encantó este hotel, contratamos una habitación para 5 personas y recibimos dos comodas camas queen size y una sofa cama para 2. Vinimos por una noche y decidimos quedarnos una noche más y visitar desde aquí Boston y regresar para quedarnos en estas instalaciones por su cercanía a Providence (unos ..."
Reviewed on 26 Aug 2026
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
฿6,080
฿8,038 total
6 Sept - 7 Sept
includes taxes & fees
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 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.
