Book Exclusive Westchester County Vacation Packages

Choose one or more items to build your trip:

Search vacation packages deals in Westchester County's top destinations

A lake with a dome-shaped building, wooden docks, and a forested hillside in the background.

Yonkers

Vacations
Yonkers

Westchester County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was CA $1,924, price is now CA $1,080 per person
CA $1,080
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grand Central Terminal and 5th Avenue are located nearby.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was CA $3,263, price is now CA $1,837 per person
CA $1,837
per person
Nov 14 - Nov 17
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Beardsley Zoo and Lafayette Park are located nearby.
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $3,857, price is now CA $2,383 per person
CA $2,383
per person
Nov 20 - Nov 23
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, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Grand Central Terminal are located nearby.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was CA $4,887, price is now CA $3,087 per person
CA $3,087
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
The High Line Hotel

The High Line Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,185, price is now CA $1,415 per person
CA $1,415
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, free bicycles on site, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Madison Square Garden and Bryant Park are located nearby.

Top Westchester County hotels 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
The price is CA $192 per night
CA $192
CA $220 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westchester County Center and Captain Lawrence Brewing Company are located nearby.
Pool
Breakfast included
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
The price is CA $240 per night
CA $240
CA $310 total
Nov 1 - Nov 2
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
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 $195 per night
CA $195
CA $223 total
Oct 18 - Oct 19
includes taxes & fees
Book a stay at this family-friendly hotel in Tarrytown. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. 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
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 $173 per night
CA $173
CA $211 total
Oct 18 - Oct 19
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.
Breakfast included
Parking included
Westchester Marriott

Westchester Marriott

4.5 out of 5
670 White Plains Rd Tarrytown NY
The price is CA $265 per night
CA $265
CA $303 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this spa hotel in Tarrytown. Enjoy free parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westchester County Center and Orange Trailhead are located nearby.
Spa
Parking included
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 $122 per night
CA $122
CA $144 total
Nov 1 - Nov 2
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
Don't see what you're looking for?
See all available properties in Westchester County
View all properties
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 band performing on stage with a large screen displaying a woman's face in the background.
Photo by gavvykins
Open Photo by gavvykins

Capitol Theatre

7.4/10 (117 reviews)
Enjoy a show at Capitol Theatre, a theater with a story to tell in Port Chester. Discover the entertainment choices and shops in this family-friendly area.
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 $1,080. 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.