Westchester Vacations from $356

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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.

The Latest Westchester vacation packages

Price found within the past 48 hours. Click for updated prices.
Beacon Hotel & Corporate Quarters

Beacon Hotel & Corporate Quarters

3.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $531, price is now $356 per person
$356
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
7.6/10 Good! (1,022 reviews)
I did not use the parking facilities

Reviewed on Dec 10, 2025

Embassy Suites by Hilton Washington D.C. – Convention Center

Embassy Suites by Hilton Washington D.C. – Convention Center

3.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $908, price is now $531 per person
$531
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.2/10 Wonderful! (2,031 reviews)
Staff was kind, rooms were clean, breakfast was decent. My only 2 complaints, which are not biggies, are that the beds are not comfortable and that i didnt like being harrassed daily to buy a vacation package for hilton. I would however stay here again.

Reviewed on Dec 1, 2025

SIXTY DC

SIXTY DC

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $841, price is now $502 per person
$502
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.4/10 Exceptional! (76 reviews)
Awesome stay and friendly staff

Reviewed on Dec 13, 2025

The Darcy Hotel

The Darcy Hotel

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $686, price is now $446 per person
$446
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.2/10 Wonderful! (1,445 reviews)
Great hotel! Very clean. Warm staff. Will definitely stay here again.

Reviewed on Dec 8, 2025

The Dupont Circle Hotel

The Dupont Circle Hotel

4.5 out of 5
Northwest
Save 100% on your flight
Price was $1,026, price is now $688 per person
$688
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.4/10 Exceptional! (1,788 reviews)
Although the hotel was very nice, the staff was the best part for our experience there. They were always there with excellent advice and help. Place is a bit pricey, but it was very comfortable and had some nice extras in the room like fruit sparkling water, etc. Be careful with the alcohol fridge, as if you only take out one to look at, it be charged to your account. The cost of a little wine bottle is 30 dollars. We made that mistake, but the staff quickly adjusted our bill.

Reviewed on Dec 12, 2025

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Discover the most popular places to visit in Westchester

Prince William Hospital

Though Prince William Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Manassas while you are here.

Prince William Hospital

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

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

Westchester Hotel Deals

Wingate by Wyndham Springfield

Wingate by Wyndham Springfield

2.5 out of 5
6550 Loisdale Court Springfield VA
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $102 total per night from Jan 1 to Jan 2
$102 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8/10 Very Good! (1,365 reviews)
Room clean ,huge bed,fresh linens, extremely hot water in the shower.

Reviewed on Dec 7, 2025

Wingate by Wyndham Springfield
Best Western Fairfax

Best Western Fairfax

2.5 out of 5
3535 Chain Bridge Rd Fairfax VA
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $83 total per night from Jan 2 to Jan 3
$83 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
8/10 Very Good! (1,379 reviews)
met our expectations

Reviewed on Dec 11, 2025

Best Western Fairfax
Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

3 out of 5
13711 Sayward Blvd Herndon VA
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $115 total per night from Dec 21 to Dec 22
$115 total
Dec 21 - Dec 22
Total with taxes and fees
8.2/10 Very Good! (2,661 reviews)
We had to call the hotel for the shuttle to pick us up at the airport. Unfortunately nobody picked up the phone, we had to take a taxi.

Reviewed on Dec 8, 2025

Hyatt Place Herndon Dulles Airport East
See all 740 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 from $356 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.