Chappaqua Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to SAR 390 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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 SAR 409 per night from Jun 30 to Jul 1
SAR 409
SAR 470 total
30 Jun - 1 Jul
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Very clean room and bathroom, large shower and useful desk were highlights. Prepaid room type was not available and was given drink coupon at check in as a makeup."

Reviewed on 5 June 2025

EVEN Hotel Norwalk by IHG
Hilltop Inn & Suites
Hilltop Inn & Suites
2.5 out of 5
125 Tuckahoe Rd, Yonkers, NY
Fully refundableReserve now, pay when you stay
The price is SAR 331 per night from Jun 17 to Jun 18
SAR 331
SAR 389 total
17 Jun - 18 Jun
includes taxes & fees
6.8/10 (193 reviews)
"Is need renovation"

Reviewed on 1 June 2025

Hilltop Inn & Suites
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)
"We were driving from Maryland to Massachusetts (left at 5 pm) and getting tired so decided to get a hotel for the night. Figured getting out of NYC to avoid traffic in the morning (and those rough roads) so Connecticut was it and Stamford would be ideal off I-95. The prices of other places were absurd ..."

Reviewed on 5 June 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 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 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.