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.
Lotte New York Palace
Manhattan
CA $1,030
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (2,230 reviews)
The Lotte New York Palace is a beautiful hotel, and overall we really enjoyed the property. However, the beds were surprisingly squeaky and uncomfortable. Considering the price and caliber of the hotel, I expected a much higher-quality mattress and a more comfortable night’s sleep. Upgrading the mattresses would make a significant difference in the overall guest experience.
Reviewed on Sep 22, 2026
The Lex NYC
Manhattan
CA $1,065
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (1,001 reviews)
This hotel is very vonvif you want to be near Manhattan and in walking distance with nice restaurant and convenient stores. It's less than 10 mins walk from Madison park and less than 30 mins walk from Strand bookstore. The room and bathroom are decent. I loved my stay but I wish there was a mini fridge or coffee machine in the room. The free breakfast is fine if you're only looking for coffee and pastry nothing fancy.
Reviewed on Sep 20, 2026
Westchester County Hotel Deals
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
CA $218
CA $300 total
Sep 27 - Sep 28
includes taxes & fees
Royal Regency Hotel
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
CA $169
CA $206 total
Sep 27 - Sep 28
includes taxes & fees
8.6/10 Excellent! (2,858 reviews)
"It was clean and the complimentary breakfast was excellent."
Reviewed on Sep 22, 2026
Westchester Marriott
670 White Plains Rd Tarrytown NY
Fully refundableReserve now, pay when you stay
CA $272
CA $311 total
Oct 18 - Oct 19
includes taxes & fees
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 $1,030. 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.
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 acclaimed art scene and fascinating museums 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.
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.
Tarrytown Music Hall
8.4/10 (129 reviews)
Enjoy a performance at Tarrytown Music Hall, a storied theater in Tarrytown. Stroll along the riverfront or experience the entertainment choices in this family-friendly area.
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.
What to do in Westchester County
Harlem Civil Rights Multimedia Walking Tour
CA $37
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
