Westchester County Vacations & Trips from ￥397,754

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Top destinations in Westchester County

Aerial landscape of White Plains, New York
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White Plains

White Plains

The Latest Westchester County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Empire Hotel

Empire Hotel

4 out of 5
Manhattan
Price was ￥517,912, price is now ￥397,754 per person
￥397,754
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
7.6/10 Good! (6,811 reviews)
Slightly dated in some wallpaper was peeling, excellent water pressure - shower was amazing

Reviewed on Jun 2, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥1,061,988, price is now ￥733,456 per person
￥733,456
per person
Jul 17 - Jul 21
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
Nice property great location

Reviewed on May 21, 2026

Hotel Belleclaire

Hotel Belleclaire

4 out of 5
Manhattan
Price was ￥515,236, price is now ￥402,000 per person
￥402,000
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (2,916 reviews)
Nice boutique hotel . Pleasant staff.

Reviewed on Jun 2, 2026

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was ￥555,988, price is now ￥434,331 per person
￥434,331
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (2,079 reviews)
The Rarities bar is a lovely place to share a first-rate bottle of wine

Reviewed on May 31, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was ￥524,713, price is now ￥410,451 per person
￥410,451
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9.2/10 Wonderful! (3,534 reviews)
I liked the proximity to Times Square, the breakfast buffet, the view, and the friendly helpfulness of staff. I did not like that there was no CNN.

Reviewed on Jun 2, 2026

Westchester County Hotel Deals

Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is ￥32,470 per night from Jun 11 to Jun 12
￥32,470
￥42,442 total
Jun 11 - Jun 12
includes taxes & fees
8.8/10 Excellent! (1,323 reviews)
"Excellent service"

Reviewed on May 31, 2026

Sonesta White Plains Downtown
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street Elmsford NY
Fully refundableReserve now, pay when you stay
The price is ￥22,641 per night from Jun 14 to Jun 15
￥22,641
￥25,896 total
Jun 14 - Jun 15
includes taxes & fees
8/10 Very Good! (1,477 reviews)
"Rooms are always clean, staff have excellent customer service, breakfast was very good, always love the oatmeal and waffles"

Reviewed on Jun 3, 2026

Hampton Inn White Plains/Tarrytown
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 ￥18,967 per night from Jun 7 to Jun 8
￥18,967
￥23,132 total
Jun 7 - Jun 8
includes taxes & fees
8.6/10 Excellent! (2,663 reviews)
"Clean rooms"

Reviewed on Jun 3, 2026

Royal Regency Hotel
See all 582 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 ￥397,754. 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 gavvykins
Open Photo by gavvykins

Capitol Theatre

3.7/5 (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.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.