Upperville Vacations from $151

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Your Upperville Vacation

When you choose a Upperville vacation package, you can relax and enjoy your getaway to the fullest. Uncover the sights and sounds of this fascinating city knowing that everything has been taken care of in advance. During your trip to Upperville, take all the time you need for sightseeing. A fantastic place to begin is Sky Meadows State Park. Expedia is here to help you escape the everyday. Tailor your vacation to Upperville to match your travel style, whatever that may be.

The Latest Upperville vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn Falls Church - Tysons Corner

Comfort Inn Falls Church - Tysons Corner

2.5 out of 5
Seven Corners
Save 100% on your flight
Price was $210, price is now $151 per person
$151
per person
Feb 7 - Feb 10
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.2/10 Very Good! (1,002 reviews)
Room was very clean. Breakfast not great. It's got options, but the sausage and the bacon were limp and a sick gray color(sausage).

Reviewed on Dec 19, 2025

Embassy Suites by Hilton Tysons Corner

Embassy Suites by Hilton Tysons Corner

3.5 out of 5
Price was $685, price is now $526 per person
$526
per person
Feb 16 - Feb 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.6/10 Excellent! (2,939 reviews)
Staff was excellent!!! The cleanliness was perfect!

Reviewed on Dec 19, 2025

Hotel Belvoir Springfield

Hotel Belvoir Springfield

3.5 out of 5
Price was $399, price is now $324 per person
$324
per person
Feb 26 - Mar 1
found 3 hours ago
Roundtrip flight included
Miami (MIA) to Washington (DCA)
8.4/10 Very Good! (1,001 reviews)
The room was clean, comfortable, and i had an excellent view.

Reviewed on Dec 17, 2025

Hampton Inn & Suites Washington-Dulles International Airport

Hampton Inn & Suites Washington-Dulles International Airport

2.5 out of 5
Price was $359, price is now $294 per person
$294
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Miami (MIA) to Washington (DCA)
9/10 Wonderful! (1,001 reviews)
I loved this hotel—I asked for the manager on duty just to tell him how wonderful staff, atmosphere, breakfast, and room were. It is the nicest Hampton I have stayed at, and I have stayed at many!

Reviewed on Dec 19, 2025

Country Inn & Suites by Radisson, Washington, D.C. East - Capitol Heights, MD

Country Inn & Suites by Radisson, Washington, D.C. East - Capitol Heights, MD

2.5 out of 5
Price was $354, price is now $292 per person
$292
per person
Feb 26 - Mar 1
found 3 hours ago
Roundtrip flight included
Miami (MIA) to Washington (DCA)
6.2/10 (1,003 reviews)
Polite front desk during check-in. Close proximity to freeways and stadium. Room seemed ready for an update to wall repairs, old curtains and bathroom overhaul.

Reviewed on Dec 1, 2025

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Upperville Hotel Deals

Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

3 out of 5
22400 Flagstaff Plaza Ashburn VA
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $100 total per night from Dec 28 to Dec 29
$100 total
Dec 28 - Dec 29
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
Room was clean and staff was very helpful.

Reviewed on Dec 14, 2025

Hilton Garden Inn Dulles North
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
$203 nightly
The price is $231 total per night from Jan 1 to Jan 2
$231 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
We’ve stayed there multiple times over the years and it seems better than ever. So well kept. We live locally so

Reviewed on Dec 14, 2025

Lansdowne Resort and Spa
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
Fully refundableReserve now, pay when you stay
$555 nightly
The price is $632 total per night from Jan 5 to Jan 6
$632 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
9.2/10 Wonderful! (371 reviews)
.

Reviewed on Dec 7, 2025

Salamander Resort And Spa
See all 704 properties in Upperville
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 Upperville Vacation Packages

Upperville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Washington Dulles Intl. Airport (IAD)
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Barrel Oak Winery, The Boxwood Winery and Philip Carter Winery

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Frequently asked questions

How much does an Upperville vacation package cost?
You can snap up a vacation package to this popular destination from $151 on Expedia. But how much your vacation to Upperville costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Upperville?
You can typically find lower prices and greater availability in February, November and December. Take a look at our cheap Upperville vacation packages and you could score some great off-season deals.
How many days is enough for Upperville?
Generally, a handful of days is enough to check out the main attractions during your Upperville vacation. However, if you want to have time to rest or take day tours, consider extending your trip.
How to find the best Upperville package deals?
Begin your search for an Upperville package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Upperville package deal right away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Upperville escape off to a flying start.
Is it cheaper to book an Upperville vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Upperville vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Upperville?
If you're considering a spur-of-the-moment Upperville trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Upperville 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've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Upperville break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.