Chappaqua Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Chappaqua

Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
Fully refundableReserve now, pay when you stay
The price is 2.262.024 ₫ per night from 14 Jul to 15 Jul
2.262.024 ₫
2.518.935 ₫ total
14 Jul - 15 Jul
includes taxes & fees
6/10 (2,297 reviews)
"The people that were working during my stay were very unprofessional. I called ahead for an 1 hr to say I would be running late no one answered after I call like 3 times I had to go 30 minutes to the hotel just to check myself in and complain that no one answered that I had to come all the way there ..."

Reviewed on 13 Jul 2026

Armoni Inn & Suites
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is 4.859.765 ₫ per night from 2 Aug to 3 Aug
4.859.765 ₫
6.429.700 ₫ total
2 Aug - 3 Aug
includes taxes & fees
8.8/10 Excellent! (1,331 reviews)
"Ok"

Reviewed on 13 Jul 2026

Sonesta White Plains Downtown
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is 3.249.422 ₫ per night from 2 Aug to 3 Aug
3.249.422 ₫
4.673.702 ₫ total
2 Aug - 3 Aug
includes taxes & fees
8.2/10 Very good! (1,168 reviews)
"We were extremely disappointed with our stay. The first thing we noticed was the horrible odor in both the hallways and our room. The smell was overwhelming and made the stay very unpleasant. Housekeeping was also disappointing. Our room was booked for two people, yet we were given only one washcloth ..."

Reviewed on 13 Jul 2026

Tarrytown House Estate
See all 1,259 properties in Chappaqua
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.
See properties

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?

  1. Pick your dates: What you want to do in Chappaqua and your preferred season will help you decide when to go.
  2. 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.
  3. 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.
  4. Combine your airfare and accommodation: After you've nailed down your trip dates and duration, lock in the right Chappaqua holiday package for you.

Explore a world of travel with Expedia