Chappaqua Vacations from ￥212,663

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The Latest Chappaqua Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was ￥339,146, price is now ￥212,663 per person
￥212,663
per person
Sep 26 - Sep 30
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (2,730 reviews)
The staff at check in was very good, helpfull.

Reviewed on Aug 20, 2025

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was ￥520,689, price is now ￥308,731 per person
￥308,731
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (1,589 reviews)
Mattress was very uncomfortable.

Reviewed on Aug 18, 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥868,025, price is now ￥524,152 per person
￥524,152
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.6/10 Exceptional! (129 reviews)
Love the hotel especially the design and decor. Staff is so nice and professional. Room service food is excellent. The only negative is the lack of an in-house gym. Would stay again.

Reviewed on Aug 22, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was ￥441,669, price is now ￥269,932 per person
￥269,932
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9.8/10 Exceptional! (1,293 reviews)
The staff were super welcoming and went above and beyond to make our stay amazing

Reviewed on Aug 23, 2025

Staypineapple, An Artful Hotel, Midtown

Staypineapple, An Artful Hotel, Midtown

3 out of 5
Manhattan
Save 100% on your flight
Price was ￥433,676, price is now ￥275,148 per person
￥275,148
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to New York (JFK)
9.2/10 Wonderful! (1,037 reviews)
very friendly staff, water refill, good location although the particular street is not so nice,

Reviewed on Aug 20, 2025

Find the Best Chappaqua Vacation Packages

Chappaqua Hotel Deals

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is ￥18,610 per night from Sep 1 to Sep 2
￥18,610
￥21,285 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (1,128 reviews)
Good hotel but rude guests
"The staff were very nice and helpful. The room could do with a refresh but was clean and comfortable. The noise from the roads outside was loud making sleep harder. The dog barking on one side and the constant arguing on the other side didn't help. More soundproofing would be nice. Breakfast and ..."

Reviewed on Aug 22, 2025

Hampton Inn White Plains/Tarrytown
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
Fully refundableReserve now, pay when you stay
The price is ￥15,301 per night from Sep 8 to Sep 9
￥15,301
￥18,752 total
Sep 8 - Sep 9
includes taxes & fees
8.2/10 Very Good! (2,213 reviews)
"Room was nice and clean. It’s in residential area right front of private homes. Was bet noisy. Overall I was satisfied. Staff was friendly."

Reviewed on Aug 22, 2025

Royal Regency Hotel
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! (1,637 reviews)
"Good deal for the price. Room clean, staff always pleasant, professional and helpful"

Reviewed on Aug 19, 2025

Get rates
Amsterdam Hotel
See all 1,156 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 ￥212,663 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.