Chappaqua Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Chappaqua

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 4.119.164 ₫ per night from 20 Jul to 21 Jul
4.119.164 ₫
4.711.295 ₫ total
20 Jul - 21 Jul
includes taxes & fees
8.2/10 Very Good! (1,356 reviews)
"Close to WMC, excellent service, helpful staff"

Reviewed on 20 Jun 2025

Baymont by Wyndham White Plains - Elmsford
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 2.528.174 ₫ per night from 7 Jul to 8 Jul
2.528.174 ₫
2.907.335 ₫ total
7 Jul - 8 Jul
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Great new concept."

Reviewed on 15 Jun 2025

EVEN Hotel Norwalk by IHG
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! (1,600 reviews)
Set Reasonable Expectations
"The Amsterdam Hotel was an extremely cost-effective option in Stamford, where the average hotel rates have skyrocketed. That said, set your expectations accordingly. This is a dated hotel with old furnishings and no frills (although the included continental breakfast was a nice extra). However, the ..."

Reviewed on 20 Jun 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 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.