Westchester County Holidays from NZ$4,065

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Westchester County

The Latest Westchester County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel 50 Bowery, part of JdV by Hyatt
The Wall Street Hotel
Smyth Tribeca
NobleDEN Hotel
PUBLIC, an Ian Schrager hotel

Our pick of the best Westchester County Hotel Deals

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 NZ$263 per night from 27 July to 28 July
NZ$263
27 July - 28 July
includes taxes & fees
7.8/10 Good! (1,070 reviews)
"It was a good place to stay"

Reviewed on 16 Jul. 2025

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 NZ$211 per night from 17 Aug to 18 Aug
NZ$211
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (2,160 reviews)
Great hotel
"Great as always. The stay is wonderful and the free parking is outstanding. Hotel just minutes away from the City."

Reviewed on 20 Jul. 2025

Royal Regency Hotel
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 NZ$287 per night from 27 July to 28 July
NZ$287
27 July - 28 July
includes taxes & fees
8.2/10 Very Good! (1,380 reviews)
"Always a pleasant and comfortable stay."

Reviewed on 16 Jul. 2025

Baymont by Wyndham White Plains - Elmsford
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 holiday package cost?
We make it easy to explore the world, with Westchester County holiday packages starting from as little as NZ$4,065. 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 travellers.
How far in advance should I book my Westchester County holiday?
It can be tricky to know exactly when is the ideal time to book your holiday 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 favourite 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 organising 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 holiday package is the easiest way to organise 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 holiday 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 holiday 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 holiday 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.