Westchester County Vacations & Trips from ￥215,520

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  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top destinations in Westchester County

FlightsFlightsHotelsHotels

White Plains

White Plains

The Latest Westchester County Vacation Packages

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

Hotel Hendricks

4 out of 5
Manhattan
Price was ￥306,707, price is now ￥215,520 per person
￥215,520
per person
Feb 10 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (NYC)
8.6/10 Excellent! (1,728 reviews)
Enjoyed our stay! Loved the rooftop bar and food!

Reviewed on Dec 1, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was ￥405,682, price is now ￥244,323 per person
￥244,323
per person
Feb 10 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (NYC)
9.2/10 Wonderful! (2,008 reviews)
No issues. Nice property, good location, attentive staff. Only knock is that the family suite has some very sharp edges that are eye-level for kids and had us worried. Throw some corner protectors on those and it’s a very reasonably sized and comfortable launching point for exploring Manhattan.

Reviewed on Dec 3, 2025

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was ￥406,669, price is now ￥254,138 per person
￥254,138
per person
Feb 10 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (NYC)
9.2/10 Wonderful! (3,941 reviews)
The staff were friendly and helpful. The room was spotless. I highly recommend this resort. We had no issues with the elevator at all.

Reviewed on Dec 3, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was ￥359,204, price is now ￥240,349 per person
￥240,349
per person
Feb 10 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (NYC)
9.2/10 Wonderful! (3,348 reviews)
Clean room good breakfast

Reviewed on Dec 3, 2025

Millennium Hilton New York One UN Plaza

Millennium Hilton New York One UN Plaza

4 out of 5
Manhattan
Price was ￥340,179, price is now ￥230,939 per person
￥230,939
per person
Feb 24 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
8.2/10 Very Good! (1,951 reviews)
Everything phenomenal, i have never stayed at any Hotel that nice

Reviewed on Nov 28, 2025

Westchester County Hotel Deals

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is ￥20,125 per night from Dec 9 to Dec 10
￥20,125
￥23,017 total
Dec 9 - Dec 10
includes taxes & fees
8.2/10 Very Good! (1,475 reviews)
Comfortable and clean. In a good location off the highway and near the bridge. Great price for location!

Reviewed on Dec 1, 2025

Baymont by Wyndham White Plains - Elmsford
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 ￥13,867 per night from Dec 18 to Dec 19
￥13,867
￥17,108 total
Dec 18 - Dec 19
includes taxes & fees
8.2/10 Very Good! (2,408 reviews)
Stayed here twice and breakfast was the same, they could mix it up a bit. Room was comfy and clean but was a little too close to the highway, it was a bit hard to sleep with all the night time traffic- mostly trucks lol. Staff was very friendly and helpful. Besides all that both stays were good will ...

Reviewed on Dec 1, 2025

Royal Regency Hotel
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 ￥21,185 per night from Dec 9 to Dec 10
￥21,185
￥24,231 total
Dec 9 - Dec 10
includes taxes & fees
7.8/10 Good! (1,299 reviews)
Clean room, good amenities and great staff

Reviewed on Dec 1, 2025

Hampton Inn White Plains/Tarrytown
See all 526 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 ￥215,520. 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.