Westchester County Vacations & Trips from $459

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Your Westchester County Vacation

Make planning your next getaway simple with a Westchester County vacation package. Whether it's the cuisine, history or something else entirely that draws you to this destination, our packages will help you discover the best of it. White Plains, West Harrison and Tarrytown are a few of the top cities here. Make sure your trip to Westchester County includes some time in at least one of them! From the instant you book your Westchester County vacation to when you get back home, Expedia will be with you each step of the way.

Top destinations in Westchester County

One of my new favorite places off the Metro-North train. River views, lots of feathered visitors, and this possibly haunted house. #OnTheRoad
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Yonkers

Yonkers

The Latest Westchester County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (2,398 reviews)
Check in took a very long time

Reviewed on May 24, 2024

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (3,678 reviews)
Excellent location, room was new and clean and had a personal fridge.

Reviewed on May 21, 2024

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Aug 5 - Aug 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.8/10 Exceptional! (1,000 reviews)
My wife and I have been staying at the NobleDen for years now - whenever it is available for our twice yearly NYC trips we stay there and are never disappointed. The NobleDen staff is exceptional - accommodating, kind, and cheerful. The beds are comfortable and the rooms are quiet and calm, a respite from the chaos that is NYC. The amenities - enough outlets in the right places, light switches and lamps where they should be, thermostats that are easy to use, excellent showers, and proper manitenance are all as they should be. Its a little gem.

Reviewed on May 23, 2024

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Aug 14 - Aug 19
found 14 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
8.6/10 Excellent! (1,001 reviews)
1 Hotel Brooklyn Bridge offers a luxurious escape with stunning views of the iconic bridge and Manhattan skyline. The eco-conscious design, dining, and impeccable service make this a top choice for discerning travelers.

Reviewed on May 19, 2024

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,003 reviews)
Great location! Great service!

Reviewed on May 20, 2024

Westchester County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Top Sights
Franklin D. Roosevelt State Park, Glen Island Park and Untermyer Gardens Conservancy

Westchester County Hotel Deals

Paramount Times Square
Paramount Times Square
4 out of 5
235 West 46th Street, New York, NY
Fully refundableReserve now, pay when you stay
The price is $134 per night from May 26 to May 27
$134
$197 total
includes taxes & fees
May 26 - May 27
7/10 Good! (2,342 reviews)
"The staff were all friendly and helpful."

Reviewed on May 23, 2024

Paramount Times Square
The Manhattan at Times Square Hotel
The Manhattan at Times Square Hotel
4 out of 5
790 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is $105 per night from May 27 to May 28
$105
$168 total
includes taxes & fees
May 27 - May 28
5.6/10 (4,266 reviews)
"Nice stay for price"

Reviewed on May 23, 2024

The Manhattan at Times Square Hotel
The New Yorker A Wyndham Hotel
The New Yorker A Wyndham Hotel
4 out of 5
481 Eighth Ave., New York, NY
Fully refundableReserve now, pay when you stay
The price is $139 per night from May 27 to May 28
$139
$196 total
includes taxes & fees
May 27 - May 28
8/10 Very Good! (4,442 reviews)
Friendly staff with great loyalty incentives
"This is probably the second hotel review I’ve ever written, but my recent stay at the New Yorker absolutely warrants it. Two things, in particular, stood out. First, the amazing staff. Besides the hotel’s prime location, the staff make you feel truly welcome. For example, the doorman remembered the ..."

Reviewed on May 23, 2024

The New Yorker A Wyndham Hotel
See all 11,419 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

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

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 $459. 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.