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Upperville

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Upperville Flights as Low as $129

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sat, Aug 30 - Sat, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$129 Roundtrip, found 1 day ago
$129
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Aug 30 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Sat, Sep 6, priced at $129 found 1 day ago
Delta
Sat, Aug 30 - Sat, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$132 Roundtrip, found 19 hours ago
$132
Roundtrip
found 19 hours ago
Select Delta flight, departing Sat, Aug 30 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Sat, Aug 30, priced at $132 found 19 hours ago
American Airlines
Sat, Aug 30 - Sat, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$132 Roundtrip, found 19 hours ago
$132
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sat, Aug 30 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Sat, Aug 30, priced at $132 found 19 hours ago
United
Sat, Aug 30 - Sat, Aug 30
DFW
Dallas-Fort Worth Intl.
IAD
Washington Dulles Intl.
$134 Roundtrip, found 2 days ago
$134
Roundtrip
found 2 days ago
Select United flight, departing Sat, Aug 30 from Dallas-Fort Worth Intl. to Washington Dulles Intl., returning Sat, Aug 30, priced at $134 found 2 days ago
American Airlines
Sat, Aug 9 - Wed, Aug 13
DFW
Dallas-Fort Worth Intl.
DCA
Ronald Reagan Washington National
$142 Roundtrip, found 10 hours ago
$142
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sat, Aug 9 from Dallas-Fort Worth Intl. to Ronald Reagan Washington National, returning Wed, Aug 13, priced at $142 found 10 hours ago
Delta
Sat, Aug 9 - Wed, Aug 13
DAL
Love Field
DCA
Ronald Reagan Washington National
$241 Roundtrip, found 10 hours ago
$241
Roundtrip
found 10 hours ago
Select Delta flight, departing Sat, Aug 9 from Love Field to Ronald Reagan Washington National, returning Wed, Aug 13, priced at $241 found 10 hours ago
Delta
Sat, Aug 30 - Sat, Aug 30
DAL
Love Field
IAD
Washington Dulles Intl.
$241 Roundtrip, found 2 days ago
$241
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Aug 30 from Love Field to Washington Dulles Intl., returning Sat, Aug 30, priced at $241 found 2 days ago
JetBlue Airways
Tue, Sep 30 - Sat, Oct 4
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Sep 30 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Sat, Oct 4, priced at $257 found 1 day ago
United
Tue, Jul 1 - Fri, Jul 4
MCI
Kansas City Intl.
IAD
Washington Dulles Intl.
$259 Roundtrip, found 10 hours ago
$259
Roundtrip
found 10 hours ago
Select United flight, departing Tue, Jul 1 from Kansas City Intl. to Washington Dulles Intl., returning Fri, Jul 4, priced at $259 found 10 hours ago
Bargain Flight
Tue, Oct 7 - Sat, Oct 18
SEA
Seattle - Tacoma Intl.
DCA
Ronald Reagan Washington National
$269 Roundtrip, found 4 days ago
$269
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Tue, Oct 7 from Seattle - Tacoma Intl. to Ronald Reagan Washington National, returning Sat, Oct 18, priced at $269 found 4 days ago
Alaska Airlines
Wed, Oct 8 - Sat, Oct 18
SEA
Seattle - Tacoma Intl.
DCA
Ronald Reagan Washington National
$277 Roundtrip, found 1 day ago
$277
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Oct 8 from Seattle - Tacoma Intl. to Ronald Reagan Washington National, returning Sat, Oct 18, priced at $277 found 1 day ago
United
Wed, Oct 8 - Sat, Oct 18
SEA
Seattle - Tacoma Intl.
IAD
Washington Dulles Intl.
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select United flight, departing Wed, Oct 8 from Seattle - Tacoma Intl. to Washington Dulles Intl., returning Sat, Oct 18, priced at $287 found 1 day ago
Frontier Airlines
Tue, Jul 1 - Tue, Jul 8
OMA
Eppley Field
DCA
Ronald Reagan Washington National
$292 Roundtrip, found 10 hours ago
$292
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Tue, Jul 1 from Eppley Field to Ronald Reagan Washington National, returning Tue, Jul 8, priced at $292 found 10 hours ago
Hawaiian Airlines
Fri, Jul 4 - Sat, Jul 5
SEA
Seattle - Tacoma Intl.
DCA
Ronald Reagan Washington National
$303 Roundtrip, found 6 days ago
$303
Roundtrip
found 6 days ago
Select Hawaiian Airlines flight, departing Fri, Jul 4 from Seattle - Tacoma Intl. to Ronald Reagan Washington National, returning Sat, Jul 5, priced at $303 found 6 days ago
Frontier Airlines
Thu, Jul 3 - Sat, Jul 5
OMA
Eppley Field
IAD
Washington Dulles Intl.
$305 Roundtrip, found 11 hours ago
$305
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Thu, Jul 3 from Eppley Field to Washington Dulles Intl., returning Sat, Jul 5, priced at $305 found 11 hours ago
American Airlines
Thu, Jun 26 - Fri, Jul 4
MCI
Kansas City Intl.
DCA
Ronald Reagan Washington National
$432 Roundtrip, found 2 days ago
$432
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Jun 26 from Kansas City Intl. to Ronald Reagan Washington National, returning Fri, Jul 4, priced at $432 found 2 days ago

Cheap Flights to Upperville

Fall in love at first flight with your vacation to Upperville by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Upperville on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Upperville, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Upperville

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Upperville with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the DCA airport.

What is the cheapest month to fly to Upperville?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Upperville are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Upperville?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Upperville.

What airport is best to fly into Upperville?

When you’re planning your trip to Upperville, convenience is the name of the game. Luckily, Upperville Washington Dulles Intl. Airport is nearby so you can deplane and get going on checking off everything on your Upperville must-do list.

How much are flights to Upperville?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Upperville on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $129, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Upperville?

The trick to saving a stack of cash on your flight to Upperville? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $129 right now, why wait?

Upperville Flight Information
Destination airport
Ronald Reagan Washington National
Destination airport IATA code
DCA
Roundtrip price
$147

Last Minute Hotel Deals in Upperville

Lansdowne Resort and Spa
Lansdowne Resort and Spa
4 out of 5
44050 Woodridge Pkwy, Leesburg, VA
Stay at this 4-star golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.6/10 Excellent! (1,003 reviews)
"They need to update the rooms ...at this price point it doesn't cut it."

Reviewed on Jun 9, 2025

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Lansdowne Resort and Spa
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,055 reviews)
"Excellent hotel especially for dogs. Room was great."

Reviewed on Jun 17, 2025

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La Quinta Inn & Suites by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG
3 out of 5
333 Front Royal Pike, Winchester, VA
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,004 reviews)
"My sister and I spent the weekend and had a fantastic time! We enjoyed the bar area, dinner on Friday, and breakfast on the weekend mornings. The location was extremely convenient for our weekend plans and our room was wonderful! Comfy beds, nice shower, and we had a view of the local airfield. Every ..."

Reviewed on Jun 19, 2025

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Holiday Inn Winchester Se-Historic Gateway by IHG
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.2/10 Very Good! (1,101 reviews)
"Everything I expected"

Reviewed on Jun 14, 2025

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Travelodge by Wyndham Winchester
Salamander Resort And Spa
Salamander Resort And Spa
5 out of 5
500 North Pendleton Street, Middleburg, VA
Stay at this 5-star luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Middleburg Community Center and ...
9/10 Wonderful! (354 reviews)
"This was the best hotel experience we have ever had. Staff went out of their way to be accommodating without you even having to ask for help. We visited for the first time to celebrate our mini moon a free our wedding and they gave us a free room upgrade to a suite. They also surprised us with a ..."

Reviewed on Apr 29, 2025

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Salamander Resort And Spa
Clarion Inn Harpers Ferry - Charles Town
Clarion Inn Harpers Ferry - Charles Town
2.5 out of 5
4328 William L Wilson Fwy, Harpers Ferry, WV
Book a stay at this business-friendly hotel in Harpers Ferry. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
8/10 Very Good! (1,003 reviews)
"It was kind of run down the first room we were in we woke up at 4 am with it being a hot box they swiftly got us into the room right next to the first room. The pool area needed to be cleaner. Other than that it was okay."

Reviewed on Jun 15, 2025

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Clarion Inn Harpers Ferry - Charles Town
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 out of 5
150 Faraday Plaza, Winchester, VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,261 reviews)
"The overall appearance of the property. Breakfast was fine and the room was very clean."

Reviewed on Jun 16, 2025

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Microtel Inn & Suites by Wyndham Winchester
Best Western Leesburg Hotel & Conference Center
Best Western Leesburg Hotel & Conference Center
2.5 out of 5
726 E Market St, Leesburg, VA
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,002 reviews)
"We will definitely stay here again!"

Reviewed on Jun 13, 2025

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Best Western Leesburg Hotel & Conference Center
See all 711 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.