Chappaqua Holidays

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Top Flight + Hotel Deals in Chappaqua

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway

Night Hotel Broadway

2.5 out of 5
Manhattan
Save 100% on your flight
per person
3 Sept - 8 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
7/10 Good! (2,169 reviews)
staff is super nice. neighborhood is kinda loud but welcome to new york LOL. air conditioning is nice plus as well :)

Reviewed on 30 Jul 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
3 Sept - 8 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,232 reviews)
Love this place. So easy to get everywhere but still located in a pretty quiet neighborhood.

Reviewed on 30 Jul 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Save 100% on your flight
per person
3 Sept - 8 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
7.8/10 Good! (2,087 reviews)
I was here on a quick business trip and just needed something clean and central. The room was spotless and, the space was well used. I appreciated the desk and fast internet.

Reviewed on 30 Jul 2025

The Lexington Hotel, Autograph Collection

The Lexington Hotel, Autograph Collection

4 out of 5
Manhattan
Save 100% on your flight
per person
3 Sept - 8 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.2/10 Very Good! (1,310 reviews)
Our stay at The Lexington Autograph was wonderful! The staff were very friendly, welcoming, and accommodating. The beds were comfortable and the hotel was only a short walk away from most attractions.

Reviewed on 30 Jul 2025

Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
Save 100% on your flight
per person
3 Sept - 8 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
7.6/10 Good! (816 reviews)
The lobby had no AC. Makes it bad when coming in from a heatwave. Elevator very slow or didn't even come to my floor (6)

Reviewed on 31 Jul 2025

Top hotels in Chappaqua

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 €121 per night from 3 Aug to 4 Aug
€121
3 Aug - 4 Aug
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"It was clean and nice"

Reviewed on 27 Jul 2025

EVEN Hotel Norwalk by IHG
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 €120 per night from 17 Aug to 18 Aug
€120
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (2,195 reviews)
"Great place!!"

Reviewed on 29 Jul 2025

Royal Regency Hotel
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 €148 per night from 24 Aug to 25 Aug
€148
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,390 reviews)
"Toilet wasn’t working but we got transfer to a different room but other that everything was good"

Reviewed on 29 Jul 2025

Baymont by Wyndham White Plains - Elmsford
See all 1,143 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 holiday package cost?
You'll find cheap prices from €779 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.

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