
Chappaqua Vacations from $311
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Chappaqua Vacation
Book a custom vacation package to Chappaqua and get ready to experience this exciting city the way you want. Consider spending time in the neighborhood of Montrose, which is good for walking and tons more. Like to start exploring your surroundings? Sing Sing Correctional Facility, Rockefeller State Park Preserve and Union Church of Pocantico Hills are a few of the top-rated places to visit during a trip to Chappaqua. Whoever you're escaping with and whatever your bank balance, your dream Chappaqua vacation is just a few clicks away with Expedia.
The Latest Chappaqua vacation packages
Price found within the past 48 hours. Click for updated prices.

Sheraton New York Times Square Hotel
Manhattan
Price was $698, price is now $311 per person
$311
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.4/10 Good! (5,413 reviews)
Convenient and great location. Wish the rooms were updated.
Reviewed on Dec 11, 2025

INNSiDE by Meliá New York Nomad
Manhattan
Price was $787, price is now $349 per person
$349
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Instead of a small bottle of wine. Room upgrade is better
Reviewed on Dec 12, 2025


CODA Williamsburg
Save 100% on your flight
Price was $952, price is now $498 per person
$498
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.2/10 Very Good! (402 reviews)
Hate to give it 3 stars. Staff was excellent and accommodating, great location. However, there was a lot of noise at night making it difficult to sleep and woke us early in the morning. For some reason There was a storage closet beside our room door and could hear staff after 10pm.
Reviewed on Dec 5, 2025

Hyatt Union Square New York
Manhattan
Save 100% on your flight
Price was $858, price is now $458 per person
$458
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.6/10 Excellent! (1,001 reviews)
The staff is terrific! The hotel is in a great location, and the rooms are quiet, clean, and comfortable.
Reviewed on Nov 30, 2025
Chappaqua Hotel Deals

Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $141 total per night from Jan 1 to Jan 2
$141 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.2/10 Very Good! (1,460 reviews)
Comfortable and clean. In a good location off the highway and near the bridge. Great price for location!
Reviewed on Dec 1, 2025

Sonesta White Plains Downtown
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $223 total per night from Dec 27 to Dec 28
$223 total
Dec 27 - Dec 28
Total with taxes and fees
8.6/10 Excellent! (1,144 reviews)
The hotel is beautiful. The staff is friendly, courteous and goes above & beyond to assist in any way possible.
Reviewed on Dec 7, 2025

Royal Regency Hotel
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $116 total per night from Dec 18 to Dec 19
$116 total
Dec 18 - Dec 19
Total with taxes and fees
8.2/10 Very Good! (2,394 reviews)
Breakfast was OK and the staff friendly.
Reviewed on Dec 6, 2025
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.
Find the Best Chappaqua Vacation Packages
Chappaqua Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | LaGuardia Airport (LGA) |
Population | 1,450 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Capitol Theatre, Franklin D. Roosevelt State Park and Paramount Hudson Valley Theater |
More vacations you might like
Frequently asked questions
Explore a world of travel with Expedia
- New York Hotels
- Hotels near Jacob Burns Film Center Theater
- Pleasantville Hotels
- Hotels near Jacob Burns Film Center Media Arts Lab
- B&B in Pleasantville
- 4 Star Hotels in Pleasantville
- Motels in Pleasantville
- Apartments in Pleasantville
- 5 Star Hotels in Pleasantville
- Hostels in Pleasantville
- Condo Rentals in Pleasantville
- Cottages in Pleasantville
- Hotels near Hardscrabble Wilderness Area
- Westchester County Hotels
- Millwood Hotels
- Apartments in Millwood
- 3 Star Hotels in Millwood
- B&B in Millwood
- 5 Star Hotels in Millwood
- Cottages in Millwood
- Resorts & Hotels with Spas in Westchester County
- Luxury Hotels in Westchester County
- Thornwood Hotels
- Apartments in Thornwood
- 4 Star Hotels in Thornwood
- B&B in Thornwood
- 5 Star Hotels in Thornwood
- Motels in Thornwood
- Cheap Hotels in Westchester County
- Hotels with an Indoor Pool in Westchester County
- Motels in Westchester County
- Romantic Hotels in Westchester County
- Hotels with Kitchenettes in Westchester County
- Pet-friendly Hotels in Westchester County
- Family Hotels in Westchester County
- Cottages in Westchester County
- B&B in Westchester County
- Golf Hotels in Westchester County
- Apartments in Westchester County
- Hotels with Suites in Westchester County
- Hotels with Restaurants in Westchester County
- Hotel Wedding Venues Hotels in Westchester County
- Hotels on the Lake in Westchester County
- Hotels with Early Check-in in Westchester County
- Historic Hotels in Westchester County
- Hotels with Free Breakfast in Westchester County
- Casino Hotels in Westchester County
- Beach Hotels in Westchester County
- Hotels with Free Airport Shuttle in Westchester County
- Hotels with Balconies in Westchester County
- Aparthotels in Westchester County
- Hotels with Bars in Westchester County
- Extended Stay Hotels in Westchester County
- Hotels with smoking rooms in Westchester County
- Hotels with Fireplaces in Westchester County
- Hotels with Connecting Rooms in Westchester County
- Hotels with a View in Westchester County
- Hotels with Hot Tubs in Westchester County
- Hotels with an Outdoor Pool in Westchester County
- Honeymoon Resorts & in Westchester County
- Hotels with Room Service in Westchester County
- Hotels with Tennis Courts in Westchester County
- Quiet Resorts & in Westchester County
- RV Parks in Westchester County
- Hotels with Childcare in Westchester County
- Ski Hotels in Westchester County
- Hotels on the River in Westchester County
- Guest Houses in Westchester County
- Adults Only Resorts & in Westchester County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















