Chappaqua Vacations from ￥289,578

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The Latest Chappaqua Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ace Hotel Brooklyn

Ace Hotel Brooklyn

4 out of 5
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.4/10 Exceptional! (1,211 reviews)
I didn’t realize that we’d have a view of the Statue of Liberty!!!! Food, drinks, room, and walkability were great!

Reviewed on Jun 21, 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (1,009 reviews)
It was nice but certainly not extraordinary. It was also outlandishly expensive. However the staff was outstanding.

Reviewed on Jun 24, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9.2/10 Wonderful! (3,385 reviews)
We enjoyed the convenience of our stay. Hotel was clean, staff was really helpful.

Reviewed on Jun 30, 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (2,725 reviews)
Breakfast and staff are great!

Reviewed on Jun 30, 2025

Pendry Manhattan West

Pendry Manhattan West

5 out of 5
Manhattan
Save 100% on your flight
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.8/10 Exceptional! (424 reviews)
What a great week I had in New York. I’ll definitely be back. Oksana and Daniel were amazing.

Reviewed on May 28, 2025

Find the Best Chappaqua Vacation Packages

Chappaqua Hotel Deals

EVEN Hotel Norwalk by IHG
EVEN Hotel Norwalk by IHG
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
The price is ￥13,452 per night from Jul 13 to Jul 14
￥13,452
￥15,470 total
Jul 13 - Jul 14
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Everything was good with this hotel, I just wish they had Microwaves in the rooms."

Reviewed on Jun 27, 2025

EVEN Hotel Norwalk by IHG
Baymont by Wyndham White Plains - Elmsford
Baymont by Wyndham White Plains - Elmsford
2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is ￥21,271 per night from Jul 13 to Jul 14
￥21,271
￥24,328 total
Jul 13 - Jul 14
includes taxes & fees
8.2/10 Very Good! (1,365 reviews)
"We stay here often. Room is very comfortable. Staff was very helpful. Breakfast is hood. Lots of parking."

Reviewed on Jun 29, 2025

Baymont by Wyndham White Plains - Elmsford
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,594 reviews)
"Friendly staff. When they couldn't give us the accessible room we had requested they upgraded our room to a king. Very nice room. Property is older but well kept."

Reviewed on Jun 27, 2025

Get rates
Amsterdam Hotel
See all 1,144 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.

Frequently asked questions

How much does a Chappaqua vacation package cost?
You'll find cheap prices from ￥289,578 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?
January, February and November are the best times to search for cheap Chappaqua vacation packages. Traveling in less busy periods means you can usually find reduced prices on accommodations and flights.
How many days is enough for Chappaqua?
Typically, a handful of days is enough to visit the top sights during your Chappaqua vacation. 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 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.
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 accommodations 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 accommodations: After you've nailed down your trip dates and duration, lock in the right Chappaqua vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.