Book Exclusive Westchester County Vacation Packages

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

Yonkers

Vacations
Yonkers

Westchester County flight + hotel packages

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

Radio Hotel

4 out of 5
Manhattan
Price was CA $1,386, price is now CA $865 per person
CA $865
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Yankee Stadium and Central Park are located nearby.
The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Price was CA $3,601, price is now CA $1,986 per person
CA $1,986
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Wall Street and Brooklyn Bridge are located nearby.
The Prince Kitano New York

The Prince Kitano New York

4.5 out of 5
Manhattan
Price was CA $2,903, price is now CA $1,817 per person
CA $1,817
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bryant Park and Grand Central Terminal are located nearby.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,705, price is now CA $1,707 per person
CA $1,707
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,833, price is now CA $1,795 per person
CA $1,795
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Times Square are located nearby.

Top Westchester County hotels deals

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Free cancellation
Reserve now, pay when you stay
The price is CA $251 per night
CA $251
CA $323 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
Pool
Pet-friendly
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Free cancellation
Reserve now, pay when you stay
The price is CA $226 per night
CA $226
CA $305 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and free airport pick-up. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Westchester County Center and The Westchester Mall are located nearby.
Pool
Free airport shuttle
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
Free cancellation
Reserve now, pay when you stay
The price is CA $154 per night
CA $154
CA $188 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

3.5 out of 5
455 S Broadway Tarrytown NY
The price is CA $176 per night
CA $176
CA $201 total
Sep 3 - Sep 4
includes taxes & fees
Book a stay at this spa hotel in Tarrytown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
Pool
Spa
Hilltop Inn & Suites

Hilltop Inn & Suites

2.5 out of 5
125 Tuckahoe Rd Yonkers NY
Free cancellation
Reserve now, pay when you stay
The price is CA $148 per night
CA $148
CA $174 total
Aug 6 - Aug 7
includes taxes & fees
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
Breakfast included
Parking included
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street Elmsford NY
Free cancellation
Reserve now, pay when you stay
The price is CA $159 per night
CA $159
CA $182 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westchester County Center and Westchester Skating Academy are located nearby.
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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.

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 with a stop at Lyndhurst Mansion. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.
See properties

Photos of local treasures

Browse Westchester County vacation photos for more inspiration

A person sitting on a large fallen tree in a grassy field with colorful autumn trees in the background.
A large, ornate building with a prominent statue in front.
A wooden pier extending into a foggy lake with a person walking away from the camera.
An American flag on a rocky outcrop overlooking a river, with a bridge and autumn foliage in the background.
A sunset over a lake with hills in the background.

Frequently asked questions

How much are vacation packages to Westchester County?
Travelocity offers hotel and flight packages from just CA $865. With such great bargains, you'll be saying hello to Westchester County before too long.
Where can I get the best vacation package deals for Westchester County?
Look no further than Travelocity. With no less than 400 airlines and 1,000,000 properties across the globe, it's easy to find a Westchester County package deal that suits your needs.
Why should I book my Westchester County vacation bundle with Travelocity?
We've got 24/7 support, first-rate service and a Price Match Guarantee. Life's a big journey — and we have exciting destinations for you to journey to all across the world. Explore with us and your wallet will thank you for it.
Will I save money on my Westchester County car rental if I combine it with a hotel or flight?
Definitely. And our Westchester County vacation packages will help you do it. In just a few clicks you can save money and time by combining your bookings. Pick up the keys to your rental car and feel the freedom of the open road. Need to fill your itinerary? Add a few tours to your package and make savings on those too.
Which airport is best for Westchester County?
John F. Kennedy Intl. Airport (JFK) is a good option for travelers hopping on a plane to Westchester County. Liberty Intl. Airport (EWR) and LaGuardia Airport (LGA) also welcome many of the flights into the region.
What is there to do in Westchester County?
A vibrant and exciting destination, Westchester County offers some incredible attractions. Sarah Lawrence College and Rye Playland are just a couple of the most popular.