Westchester County Holidays from NZ$3,476

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Top destinations in Westchester County

Promenade next to the Hudson River looking northward toward the George Washington Bridge, on a colorful autumn afternoon
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Yonkers

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

White Plains

The Latest Westchester County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was NZ$4,908, price is now NZ$3,476 per person
NZ$3,476
per person
8 Oct - 15 Oct
found 1 hour ago
Return flight included
Auckland (AKL) to New York (JFK)
6.8/10 (2,014 reviews)
Very clean room and room service was great!

Reviewed on 21 July 2026

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Save 100% on your flight
Price was NZ$5,774, price is now NZ$3,812 per person
NZ$3,812
per person
8 Oct - 15 Oct
found 1 hour ago
Return flight included
Auckland (AKL) to New York (JFK)
8/10 Very good! (2,507 reviews)
Amazing staff, very welcoming!

Reviewed on 22 July 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was NZ$6,635, price is now NZ$4,409 per person
NZ$4,409
per person
30 Sept - 6 Oct
found 23 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (3,226 reviews)
Room was affordable with a great view. The room was clean and services came at a decent hour to tidy the room up. The staff were very helpful with any questions I had. Breakfast had a vast selection and seating was available. Table service was prompt. The location was secure as well. Highly recommend and would stay there again.

Reviewed on 23 July 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was NZ$6,432, price is now NZ$4,318 per person
NZ$4,318
per person
30 Sept - 6 Oct
found 23 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (3,746 reviews)
We arrived late with a 1 yr old, 7 yr old, & 9 yr old. All appeared ok upon arrival (beautiful view, spacious beds, clean bayhroom) & we quickly left to enjoy timeshare. Upon our return as kids were getting into the bed and moving the covers/pillows we discovered several hairs between the sheets, on the covers, and dry ear wax on one of the pillows. It was 1am so I forced my kids to sleep but I did go down after to complain. Was offered room swap but with such young kids we did not accept as one never wants to wake a sleeping baby. Really upset as this was not cheap and the room cleanliness was extremely lacking. Will not go back.

Reviewed on 23 July 2026

The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Manhattan
Price was NZ$5,825, price is now NZ$4,111 per person
NZ$4,111
per person
8 Oct - 15 Oct
found 1 hour ago
Return flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (1,543 reviews)
I travelled with my two grandchildren and the location of the hotel was perfect. The room was very spacious and having a kitchen extremely helpful. The staff was very nice and always willing to help us. I highly recommend it.

Reviewed on 22 July 2026

Our pick of the best Westchester County Hotel Deals

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is NZ$353 per night from 16 Aug to 17 Aug
NZ$353
16 Aug - 17 Aug
includes taxes & fees
Tarrytown House Estate
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$266 per night from 6 Aug to 7 Aug
NZ$266
6 Aug - 7 Aug
includes taxes & fees
8.4/10 Very good! (1,759 reviews)
"Bathroom needs to be updated and door replaced. When leaving, all keys should not be left in a basket at the front desk. Breakfast eggs seemed to be powered and bacon/sausage were swimming in grease."

Reviewed on 23 July 2026

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 NZ$238 per night from 23 Aug to 24 Aug
NZ$238
23 Aug - 24 Aug
includes taxes & fees
8.6/10 Excellent! (2,753 reviews)
"Beautiful hotel, great breakfast, clean rooms, easy parking."

Reviewed on 23 July 2026

Royal Regency Hotel
See all 552 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 holiday package cost?
We make it easy to explore the world, with Westchester County holiday packages starting from as little as NZ$3,476. 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.

Stay near popular Westchester County attractions

A large, historic stone building with multiple chimneys and arched windows.
Photo by Jeff White
Open Photo by Jeff White

Lyndhurst Mansion

8.6/10 (130 reviews)
Learn about the local history of Tarrytown when you spend time at Lyndhurst Mansion. Stroll along the riverfront in this family-friendly area or visit its top-notch restaurants.
See properties

What to do in Westchester County

LEGOLAND® Discovery Center Westchester Tickets

LEGOLAND® Discovery Center Westchester Tickets

NZ$54
per adult
88% of travellers recommend
LEGOLAND® Discovery Center Westchester Tickets
Outside the Yankee Stadium Hard Rock Cafe in New York

Dining at Hard Rock Cafe Yankee Stadium

NZ$70
per traveller
Dining at Hard Rock Cafe Yankee Stadium
Bronx Zoo Admission Ticket

Bronx Zoo Admission Ticket

NZ$77
per adult
88% of travellers recommend
Bronx Zoo Admission Ticket
See all activities in Westchester County

Explore a world of travel with Expedia

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