Chappaqua Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, 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.
The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,255, price is now €1,472 per person
€1,472
per person
2 Sept - 9 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,530 reviews)
Location is great. It is close to metro stations and 5th Ave. we booked the double queen bed suites which are very spacious. while the restrooms are small and not clean.

Reviewed on 12 Jul 2026

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 €2,730, price is now €1,565 per person
€1,565
per person
2 Sept - 9 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (3,130 reviews)
The best hotel weve stayed in NYC!

Reviewed on 12 Jul 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,621, price is now €1,503 per person
€1,503
per person
2 Sept - 9 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.6/10 Exceptional! (1,617 reviews)
The NoblDen Hotel was amazing! I would definitely stay here again when visiting NYC. It was close to Little Italy, ChinaTown, SOHO, and a great spot from which to navigate Manhattan. The rooms were so clean, comfortable, and it was awesome to have a balcony and the rooftop to see the city. The staff was extremely courteous and helpful! Highly recommend!

Reviewed on 10 Jul 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,616, price is now €1,510 per person
€1,510
per person
2 Sept - 9 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,652 reviews)
Everything was great.

Reviewed on 12 Jul 2026

WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Save 100% on your flight
Price was €2,280, price is now €1,501 per person
€1,501
per person
2 Sept - 9 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.4/10 Very good! (1,007 reviews)
Check-in was quick and Nick was very helpful! I was surprised to learn they have breakfast and social hour daily on the roof. It was wonderful!

Reviewed on 12 Jul 2026

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 €84 per night from 14 Jul to 15 Jul
€84
14 Jul - 15 Jul
includes taxes & fees
6/10 (2,295 reviews)
"This was a very disappointing stay, to which we will never return again. None of the amenities that were advertised were available to us as guests (pool, gym, lounge, continental breakfast). When entering the room, there were no towels, hangers, soap, etc. (BASIC amenities that should be provided). ..."

Reviewed on 12 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 €213 per night from 5 Aug to 6 Aug
€213
5 Aug - 6 Aug
includes taxes & fees
8.8/10 Excellent! (1,329 reviews)
"Staff at the dining area are sweet and nice. The younger white man who booked my room, helped me to get Uber to the convention hall was fine. Two middle aged Latina women, ( day time) are unhelpful, stupid, and unfriendly. They also don't understand English. Should be replaced or moved to other jobs. ..."

Reviewed on 11 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 €156 per night from 2 Aug to 3 Aug
€156
2 Aug - 3 Aug
includes taxes & fees
8.2/10 Very good! (1,165 reviews)
"My daughter and I visited overnight. We had a very lovely experience. The room was clean and comfortable. The hotel staff was very helpful and courteous. In the evening we walked around the grounds. We enjoyed playing the lawn version of Connect Four. We really enjoyed lounging on the front lawn ..."

Reviewed on 12 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 from €1,472 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

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