Westchester Vacations

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Your Westchester Vacation

Save time and energy on your travel planning with a Westchester vacation package. One of the best neighborhoods to base yourself in this amazing city is Wellington, which is good for culture and much more. You'll want to sightsee during your trip to Westchester. Don't miss major attractions such as Historic Manassas Visitor Center, Hylton Performing Arts Center and Manassas Museum. Don't delay exploring this destination any longer. Your dream Westchester vacation is only a few clicks away with Expedia.

Discover the most popular places to visit in Westchester

Water park with colorful slides and pools

Splash Down Water Park

4.5/5(2 reviews)

Enjoy the thrill rides with your kiddos at Splash Down Water Park as part of your trip to Sudley. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Splash Down Water Park
Visitor Center on the Manassas National Battlefield Park, Virginia, USA

Historic Manassas Visitor Center

Historic Manassas Visitor Center is just one of the places to see in Manassas, so why not enjoy the other things to explore during your travels? Discover the great live music and shops in this family-friendly area.

Historic Manassas Visitor Center
American flags in front of the Manasas Museum, Old Town Manassas, Virginia, USA

Manassas Museum

4.5/5(6 reviews)

You can spend time browsing the exhibits at Manassas Museum during your travels in Manassas. Experience the fascinating museums and great live music in this family-friendly area.

Manassas Museum

What to do in Westchester

Sushi Masterclass in Washington D.C.

Sushi Masterclass in Washington D.C. (Includes 4-Course Meal)

$125
per adult
Sushi Masterclass in Washington D.C. (Includes 4-Course Meal)
See all activities in Westchester

Westchester Hotel Deals

Hyatt Regency Dulles International Airport

Hyatt Regency Dulles International Airport

4 out of 5
2300 Dulles Corner Blvd Herndon VA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $126 total per night from Jun 19 to Jun 20
$126 total
Jun 19 - Jun 20
Total with taxes and fees
8.8/10 Excellent! (1,747 reviews)
"The ease of getting the airport shuttle, even at midnight. Staff, including the restaurant were very helpful and on top of everything. Will be staying here on our next visit."

Reviewed on May 20, 2026

Hyatt Regency Dulles International Airport
Courtyard by Marriott Springfield

Courtyard by Marriott Springfield

3 out of 5
6710 Commerce St Springfield VA
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $131 total per night from Jun 18 to Jun 19
$131 total
Jun 18 - Jun 19
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
"The rooms were clean and staff would always great when leaving and returning to facility."

Reviewed on May 21, 2026

Courtyard by Marriott Springfield
Falls Church Marriott Fairview Park

Falls Church Marriott Fairview Park

4 out of 5
3111 Fairview Park Drive Falls Church VA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $137 total per night from May 29 to May 30
$137 total
May 29 - May 30
Total with taxes and fees
9/10 Wonderful! (1,005 reviews)
"Todo fue excelente inclusive el parking estuvo super"

Reviewed on May 22, 2026

Falls Church Marriott Fairview Park
See all 727 properties in Westchester
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.

Find the Best Westchester Vacation Packages

Westchester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Ronald Reagan Washington National Airport (DCA)
Top Sights
Splash Down Water Park, Historic Manassas Visitor Center and Manassas Museum

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Frequently asked questions

How much does a Westchester vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Westchester costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Westchester?
You're likely to find reduced prices and better availability in December, January and February. Check out our cheap Westchester vacation packages and you could score some great off-season deals.
How many days is enough for Westchester?
The ideal length for your Westchester vacation depends on what you'd like to see. Generally, a handful of days to a week will give you time to go to all the leading sights and explore some hidden treasures along the way.
How to find the best Westchester package deals?
Finding a cheap Westchester package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Westchester package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Westchester vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging accommodations and flights individually. Better still, you can personalize your Westchester getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Westchester?
Land amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Westchester getaway.
Does Expedia offer Book Now, Pay Later Westchester vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Westchester break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.