Westchester County Vacations & Trips

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Top destinations in Westchester County

A red brick building with blue trim, a green SUV, and a red car parked in front.

Tarrytown

Tarrytown
A waterfront path with a bike lane, autumn foliage, and a city skyline in the background.

Yonkers

Yonkers
A cityscape with modern buildings, a large parking structure, and a river in the background.

White Plains

White Plains
A coastal cityscape with residential areas, a large body of water, and prominent skyscrapers.

New Rochelle

New Rochelle
A calm lake with a forested island in the distance, a picnic area, and a rocky shoreline.

Peekskill

Peekskill
A lighthouse on a small island with a bridge in the background.

Elmsford

Elmsford

Westchester County Hotel Deals

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

200 West Main Street Elmsford NY
Fully refundableReserve now, pay when you stay
NT$3,725
NT$4,261 total
Sep 20 - Sep 21
includes taxes & fees
8/10 Very Good! (1,649 reviews)
"The hotel was clean, but housekeeping is only every other day of each stay and our room was skipped entirely during our three night stay. The humidity in our room was also way too high, and running the A/C only seemed to make it feel more clammy, almost as if there was a humidifier running."

Reviewed on 2026/9/12

Hampton Inn White Plains/Tarrytown
Royal Regency Hotel

Royal Regency Hotel

165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
NT$4,259
NT$5,173 total
Sep 27 - Sep 28
includes taxes & fees
Royal Regency Hotel
Sonesta White Plains Downtown

Sonesta White Plains Downtown

66 Hale Ave White Plains NY
NT$5,005
NT$6,771 total
Oct 4 - Oct 5
includes taxes & fees
8.8/10 Excellent! (1,345 reviews)
"Very comfortable and convenient"

Reviewed on 2026/9/11

Sonesta White Plains Downtown
See all 534 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.

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 . 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

A large, historic stone building with multiple chimneys and arched windows.
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.
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A band performing on stage with a large screen displaying a woman's face in the background.
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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.