Westchester County Vacation Packages
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Your Westchester County Vacation
Leave the planning up to us with a Westchester County vacation package. With everything organized before you leave, the only thing you'll need to do is relax and enjoy this destination's countless delights. A trip to Westchester County wouldn't be complete without experiencing some of its best cities, starting with Yonkers. Two of the top attractions here include Yankee Stadium and Bronx Zoo. Peekskill is another favourite with Westchester County travellers. Visitors to this exciting city love Van Cortlandt Manor and Michie Stadium. Start packing your suitcase, because your Westchester County vacation is just clicks away with Expedia.
Top vacation destinations in Westchester County
Top Westchester County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Westchester County Hotel Deals
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
CA $222
CA $288 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very good! (1,223 reviews)
"Expedia listed this as having an adult only outdoor pool. This was not only incorrect but a child had an ‘accident’ in the pool on our second day there which caused the pool to be shut down for the day. The adult pool was the only reason we booked this place. The room smelled so musty that we had ..."
Reviewed on Aug 7, 2026
Royal Regency Hotel
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
CA $154
CA $188 total
Aug 30 - Aug 31
includes taxes & fees
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
CA $221
CA $299 total
Aug 30 - Aug 31
includes taxes & fees
8.8/10 Excellent! (1,340 reviews)
"Awesome"
Reviewed on Aug 8, 2026
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 Westchester County vacation package cost?
We make it easy to explore the world, with Westchester County vacation packages starting from as little as CA $1,273. You'll have the flexibility to bundle your preferred hotels, airlines and car rental. For the ultimate getaway, why not add a couple of tours and experiences to your travel itinerary?
How do I get a cheap travel package to Westchester County?
You'll save big if you combine your flights, hotels and car rentals into a Westchester County travel package. Sometimes cheap means fewer choices. But not with Expedia. We offer more than 550 air carriers and 1,000,000 properties throughout the world, so you'll always have plenty of variety to choose from. Eager to save even more? Add some popular activities to your package deal and unlock even bigger bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Westchester County?
Sarah Lawrence College is one of the many things that draws people to Westchester County, so it's no surprise that many decide to book a hotel in White Plains.
What are the top hotels in Westchester County?
Royal Regency Hotel and Tru By Hilton Albany Airport, NY know how to make their guests feel at home in Yonkers. If your itinerary also includes White Plains, look up Courtyard by Marriott Yonkers Westchester County and Baymont by Wyndham White Plains - Elmsford. Both are popular with travelers.
How far in advance should I book my Westchester County vacation?
It can be tricky to know exactly when is the ideal time to book your vacation to Westchester County. But generally the earlier you book, the more affordable the prices. Sometimes, you can secure your flights and hotels nearly a year before your departure date. If you're eager to escape on a last-minute getaway, no need to panic! There are fantastic bargains popping up on Expedia every single day.
What does an Expedia Westchester County travel package include?
Flights, hotels and a cool car for your road trip adventures. Simply mix and match your favorite bundle and gain access to great discounts. Once you've made your booking, add on a few sightseeing tours and watch your savings grow. When it comes to organizing your Westchester County break, you're in control!
What should I know before booking a Westchester County travel package?
Bundling your bookings into a Westchester County vacation package is the easiest way to organize your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Westchester County Expedia vacation package?
Most definitely. Expedia has over 550 partner airlines to choose from around the world. With all that choice, finding the right carrier to whisk you off to Westchester County will be a breeze.
If I'm not able to travel, can I cancel my Westchester County vacation package?
Yes, you can. We totally understand that life doesn't always go to plan, so we're here to help if you need to make changes to your Westchester County vacation package. It may be possible to cancel or change your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.
Stay near popular Westchester County attractions
Photo by Jeff White
Lyndhurst Mansion
8.6/10 (130 reviews)
Learn about the local history of Tarrytown with a stop at Lyndhurst Mansion. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.
Photo by gavvykins
Capitol Theatre
7.4/10 (117 reviews)
Enjoy a show at Capitol Theatre, a theater with a story to tell in Port Chester. Discover the entertainment choices and shops in this family-friendly area.
Westchester County Center
8.0/10 (133 reviews)
Enjoy a stop at Westchester County Center, an entertaining place to visit in White Plains. Wander the riverfront in this family-friendly area.
Rye Playland
8.2/10 (33 reviews)
Have a fun-filled day with the family at Rye Playland during your visit to Rye. Discover the live music in this family-friendly area, or seek out its hiking trails.
Empire City Casino
8.0/10 (249 reviews)
Why not roll the dice with a visit to Empire City Casino during your time in Yonkers? Experience the fascinating museums and acclaimed art scene in this vibrant area.
The Westchester Mall
9.0/10 (231 reviews)
During your trip to White Plains, you can do some window-shopping at The Westchester Mall. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.
New Roc City
8.4/10 (99 reviews)
You can search for that perfect souvenir at New Roc City during your trip to New Rochelle. Amble around the area's picturesque gardens or attend a sporting event.
Westchester's Ridge Hill
8.8/10 (217 reviews)
You can search for that perfect souvenir at Westchester's Ridge Hill during your stay in Yonkers. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.
What to do in Westchester County
LEGOLAND® Discovery Center Westchester Tickets
CA $43
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
