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

Beautiful view of the Tappan Zee Bridge in New York at night
FlightsFlightsHotelsHotels

Yonkers

Yonkers

Top Westchester County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Wayne Inn

The Wayne Inn

2 out of 5
Price was CA $1,420, price is now CA $668 per person
CA $668
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to New York (JFK)
6.8/10 (291 reviews)
Clean room - hot shower -

Reviewed on May 5, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was CA $3,833, price is now CA $1,817 per person
CA $1,817
per person
Jul 10 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $8,301, price is now CA $4,621 per person
CA $4,621
per person
Jul 25 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (666 reviews)
Customer Service is outstanding

Reviewed on Apr 23, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $3,345, price is now CA $1,897 per person
CA $1,897
per person
Jul 25 - Aug 2
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,980 reviews)
Fernando and the staff were great! Very respectful and attentive

Reviewed on May 8, 2026

Ace Hotel New York

Ace Hotel New York

4 out of 5
Manhattan
Price was CA $2,093, price is now CA $1,267 per person
CA $1,267
per person
Jul 25 - Aug 2
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,078 reviews)
Great place to stay in location that's easily accessible on foot to NoMad, Chelsea, the Village, SoHo and other great downtown areas. Nice vibe, beautiful lobby bar and a Stumptown Coffee location off the lobby. Really enjoyed by weekend here.

Reviewed on May 8, 2026

Westchester County Hotel Deals

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
The price is CA $196 per night from May 12 to May 13
CA $196
CA $259 total
May 12 - May 13
includes taxes & fees
8.2/10 Very Good! (1,066 reviews)
Access to our room was difficult. There was a paved path from the parking lot to exterior wooden steps up to the outside door. It took several tries to get the keycard reader to work. Once inside, there was another flight of stairs to get to our floor. When we got to our room, the card key did not ...

Reviewed on May 7, 2026

Tarrytown House Estate
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from May 10 to May 11
CA $166
CA $202 total
May 10 - May 11
includes taxes & fees
8.4/10 Very Good! (2,627 reviews)
I always stay here when visiting my daughter at Sarah Lawrence. Great location, nice rooms, great services, not part of a chain so supporting a local business.

Reviewed on May 8, 2026

Royal Regency Hotel
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
160 Corporate Blvd Yonkers NY
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from May 26 to May 27
CA $161
CA $190 total
May 26 - May 27
includes taxes & fees
8.4/10 Very Good! (1,856 reviews)
I enjoyed the location but was disappointed that I was charged a parking fee. I did not park a vehicle on their property. I did not have a discussion about parking on check in. The charge appeared after check out. I tried to have it corrected and was not successful and a few dollars were taken off. ...

Reviewed on May 7, 2026

Hampton Inn & Suites Yonkers
See all 584 properties in Westchester County
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.
All Inclusive Vacations
All Inclusive Vacations
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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 $668. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.