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.
What to do in Westchester
Sushi Masterclass in Washington D.C. (Includes 4-Course Meal)
$125
per adult
Westchester Hotel Deals
Hyatt Regency Dulles International Airport
2300 Dulles Corner Blvd Herndon VA
Fully refundableReserve now, pay when you stay
$127 nightly
$146 total
Aug 20 - Aug 21
Total with taxes and fees
Courtyard by Marriott Springfield
6710 Commerce St Springfield VA
Fully refundableReserve now, pay when you stay
$103 nightly
$119 total
Aug 16 - Aug 17
Total with taxes and fees
8.4/10 Very Good! (1,050 reviews)
"I did not get the room I reserved. I was given a room that was cheaper but was not given a refund for the difference. I was given a voucher for breakfast that I was not able to use but now time during my stay. I was very disappointed."
Reviewed on Aug 6, 2026
Hilton Fairfax
12777 Fair Lakes Cir Fairfax VA
Fully refundableReserve now, pay when you stay
$106 nightly
$122 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (1,149 reviews)
"very nice"
Reviewed on Aug 6, 2026
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.
