Title:  Westchester County Vacation Packages & Trips 2025 from $585 | Expedia.ca

  

[Westchester County Hotels](https://expedia.ca/Destinations-In-Westchester-County.d553248628619664994.Hotel-Destinations)[Vacation Rentals in Westchester County](https://expedia.ca/Destinations-In-Westchester-County.d553248628619664994.Vacation-Rental-Destinations)[Westchester County Car Rentals](https://expedia.ca/Destinations-In-Westchester-County.d553248628619664994.Car-Rental-Destinations)

![](https://images.trvl-media.com/place/7243/fb01027f-25b0-4f28-a1be-4c9c783cf346.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Westchester County Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

-   ## 
    
    Plan, book, travel with confidence
    

### 

Better together

Save up to CA $1,096 when you book a flight and hotel together\*

### 

Find the right fit

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

### 

Rest easy

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

### Your Westchester County Vacation

Leave the planning up to us with a Westchester County vacation package. With everything organized before you leave, the only thing you'll need to do is relax and enjoy this destination's countless delights. A trip to Westchester County wouldn't be complete without experiencing some of its best cities, starting with [Yonkers](https://www.expedia.ca/Yonkers.d7789.Destination-Travel-Guides). Two of the top attractions here include Yankee Stadium and Bronx Zoo. [Peekskill](https://www.expedia.ca/Peekskill.d183704.Destination-Travel-Guides) is another favourite with Westchester County travellers. Visitors to this exciting city love Van Cortlandt Manor and Michie Stadium. Start packing your suitcase, because your Westchester County vacation is just clicks away with Expedia.

## Top vacation destinations in Westchester County

![](https://mediaim.expedia.com/destination/2/6ab3664362fbb8dacb1e2f4bc0afc982.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Yonkers

[](https://expedia.ca/Yonkers.d7789.Destination-Travel-Guides)

![Tarrytown featuring a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92635-Hudson-Valley.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Tarrytown

[](https://expedia.ca/Tarrytown.d7243.Destination-Travel-Guides)

![](https://mediaim.expedia.com/destination/1/bcc91461ad486355398cbf4541638a70.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### New Rochelle

[](https://expedia.ca/New-Rochelle.d8928.Destination-Travel-Guides)

![](https://mediaim.expedia.com/destination/2/ca80bc2dd8587bb82efc862489800752.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Purchase

[](https://expedia.ca/Purchase.d6172129.Destination-Travel-Guides)

![](https://mediaim.expedia.com/destination/2/4c1062352c3c1df3eebeea558b8082dd.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Peekskill

[](https://expedia.ca/Peekskill.d183704.Destination-Travel-Guides)

![](https://mediaim.expedia.com/destination/2/1930770603f781824aa7f3783ae7f3c1.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Croton-on-Hudson

[](https://expedia.ca/Croton-On-Hudson.d183658.Destination-Travel-Guides)

## Top Westchester County Vacation Deals

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

![Hotel 27 by LuxUrban](https://images.trvl-media.com/lodging/3000000/2790000/2781600/2781573/05285726_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel 27 by LuxUrban

Manhattan

CA $1,120

per person

Dec 7 - Dec 12

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

7.6/10 Good! (880 reviews)

Bare minimum. Convenient and nice location, however room felt dirty. Arrived and only 1 bath towel, no face clothes or shower mat, no extra pillow cases for extra pillows. Fine if you’re in and out but even then I would pay more for a nicer spot next time. Unfortunately was a regret. Cleaning staff was lovely but besides that mediocre at best.

Reviewed on Sep 3, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-07/2025-12-12/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2781573&paandie=true&dealMarker=593iucPBdjtCgQTredcT0VZdZTPikIFLdpEUBRc7Rgq4Q7HmITwv-ayLrz8Kx5c-)

![Hotel Riu Plaza New York Times Square](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/8c07d74e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Riu Plaza New York Times Square

Manhattan

CA $2,177

per person

Dec 7 - Dec 12

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (2,730 reviews)

Staff, location, cleanliness and breakfasts are excellent. From the minute you arrive until you leave. They are all professional and a credit to the hotel. Have to mention the staff at the Bellman desk who are friendly, helpful and never fail to make us laugh. An excellent asset to Riu TS. Love this hotel and I am back again in November. We plan our visits around the hotel’s availability

Reviewed on Sep 18, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-07/2025-12-12/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=11677770&paandie=true&dealMarker=593iucPBdjtCgQTredcT0aMCXeG3oxfx_M5-miRzN8g1tW3UNBZLpH-Me86ZLHAh)

![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sound View Greenport

CA $1,321

per person

Nov 22 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to New York (JFK)

8.4/10 Very Good! (564 reviews)

Clean and beautiful view

Reviewed on Sep 16, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-29/?FromAirport=YYZ&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15273178&paandie=true&dealMarker=0CUTPSNhzaZj8Mgk2M1iZJOzxR83DozRv4ugazhnx645cAy1OXHvjUQZPro_LIMw)

![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel Brooklyn Bridge

CA $1,442

per person

Nov 11 - Nov 13

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to New York (JFK)

8.8/10 Excellent! (1,012 reviews)

I had sent two messages to the hotel to check that I had booked the right room type to see the full view ranging from the Brooklyn Bridge, city skyline and all the way to the Statue of Liberty. It is my fault for not following up for a response because I ended up having to choose between the room they gave me (bridge view only) or partial skyline and statue. I chose the statue view but was disappointed as I paid the amount I did expecting the full view. My mistake, not the hotel’s but if you send a message requiring a response, you may not get one. My advise - FOLLOW UP!!! Also, if you have a camera that is anything other than an iPhone, they will not let you use it on the property (from the outside at least). There is mention of this on their website (if it would occur to you to check for such things) but it merely states that no professional photography is permitted without a contract with the property (it does not however state that a camera cannot be used at all) so I was again disappointed to find that this extends to using a hand held fairly basic camera. Most people use their phones I realize, but this is something to be aware of if you plan to use an actual camera or God forbid any type of zoom lense to capture the amazing view. The elevator keys are temperamental and on one occasion I was trapped in the elevator until someone else entered but the staff I encountered were all really friendly and overall it is a really nice hotel in a great location.

Reviewed on Sep 1, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-11/2025-11-13/?FromAirport=YYZ&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15399642&paandie=true&dealMarker=h98wHu3bKEb5YBR6b3rjGohW5hSZEMmY1C6P0ZyxAEQ0yEaSdioAHnSFAtWAjjWs)

![Omni Berkshire Place](https://images.trvl-media.com/lodging/1000000/30000/23600/23597/7e55a973_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Omni Berkshire Place

Manhattan

CA $1,774

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.2/10 Wonderful! (1,976 reviews)

Great! Staff is friendly and polite. Very helpful

Reviewed on Sep 15, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-10-21/2025-10-25/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23597&paandie=true&dealMarker=5x6FaQZ16Ycnevsf21NX3Mq8WBrABDOv-CZ3OLItB_EhD7eigFJ7mBjrhqjHTwOX)

## Westchester County Hotel Deals

![Hampton Inn White Plains/Tarrytown](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/d5b0e16e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hampton Inn White Plains/Tarrytown

200 West Main Street, Elmsford, NY

Fully refundableReserve now, pay when you stay

CA $201

CA $229 total

Sep 21 - Sep 22

includes taxes & fees

7.8/10 Good! (1,177 reviews)

Kathleen from Coventry

"We were early but they made accommodations for us until our room was ready. We enjoyed our breakfast and the clean towels we picked up every morning as we were there for business so would not be needing the housekeeping. Very agreeable staff."

Reviewed on Sep 15, 2025

[](https://expedia.ca/Hotel-Search?startDate=21%2F09%2F2025&endDate=22%2F09%2F2025&selected=23291&PinnedHotelID=23291&HadPinnedHotel=true&regionId=553248628619664994)

![Royal Regency Hotel](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Royal Regency Hotel

165 Tuckahoe Rd, Yonkers, NY

Fully refundableReserve now, pay when you stay

CA $151

CA $185 total

Sep 21 - Sep 22

includes taxes & fees

8.2/10 Very Good! (2,267 reviews)

Lovely stay

"Beautiful lobby, nice room with a neat sliding bathroom wall feature, and I appreciated that there was a fridge in the room and microwave available."

Reviewed on Sep 15, 2025

[](https://expedia.ca/Hotel-Search?startDate=21%2F09%2F2025&endDate=22%2F09%2F2025&selected=40814&PinnedHotelID=40814&HadPinnedHotel=true&regionId=553248628619664994)

![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Baymont by Wyndham White Plains - Elmsford

540 Saw Mill River Rd, Elmsford, NY

Fully refundableReserve now, pay when you stay

CA $205

CA $234 total

Sep 28 - Sep 29

includes taxes & fees

8.2/10 Very Good! (1,410 reviews)

"n/a"

Reviewed on Sep 14, 2025

[](https://expedia.ca/Hotel-Search?startDate=28%2F09%2F2025&endDate=29%2F09%2F2025&selected=438&PinnedHotelID=438&HadPinnedHotel=true&regionId=553248628619664994)

[See all 474 properties in Westchester County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=19%2F09%2F2025&endDate=20%2F09%2F2025&regionId=553248628619664994)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## 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 CA $1,120. 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](https://www.expedia.ca/White-Plains.d603214.Destination-Travel-Guides).

### What are the top hotels in Westchester County?

> [Royal Regency Hotel](https://www.expedia.ca/White-Plains-Hotels-Royal-Regency-Hotel.h40814.Hotel-Information) and [Tru By Hilton Albany Airport, NY](https://www.expedia.ca/Albany-Hotels-Tru-By-Hilton-Albany-Airport.h44808790.Hotel-Information) 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](https://www.expedia.ca/White-Plains-Hotels-Courtyard-By-Marriott-Yonkers-Westchester-County.h17957993.Hotel-Information) and [Baymont by Wyndham White Plains - Elmsford](https://www.expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information). 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](https://www.expedia.ca/service/?langid=4105) for further information. Also, check your itinerary for the nitty-gritty on change fees.

## 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.

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## Go further with the Expedia app

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![QR code to download the app](data:image/png;base64,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)