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Upperville

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Upperville Flights as Low as $106

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

Frontier Airlines
Thu, Jul 31 - Mon, Aug 4
DFW
Dallas-Fort Worth Intl.
IAD
Washington Dulles Intl.
$106 Roundtrip, found 1 day ago
$106
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jul 31 from Dallas-Fort Worth Intl. to Washington Dulles Intl., returning Mon, Aug 4, priced at $106 found 1 day ago
Frontier Airlines
Thu, Jul 24 - Mon, Jul 28
DFW
Dallas-Fort Worth Intl.
IAD
Washington Dulles Intl.
$108 Roundtrip, found 13 hours ago
$108
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Thu, Jul 24 from Dallas-Fort Worth Intl. to Washington Dulles Intl., returning Mon, Jul 28, priced at $108 found 13 hours ago
United
Sat, Jul 5 - Sat, Jul 12
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$126 Roundtrip, just found
$126
Roundtrip
just found
Select United flight, departing Sat, Jul 5 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Sat, Jul 12, priced at $126 just found
American Airlines
Tue, Jul 1 - Tue, Jul 8
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$130 Roundtrip, found 21 hours ago
$130
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Tue, Jul 1 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Tue, Jul 8, priced at $130 found 21 hours ago
Delta
Tue, Jul 15 - Tue, Jul 15
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$139 Roundtrip, found 2 days ago
$139
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jul 15 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Jul 15, priced at $139 found 2 days ago
United
Tue, Jul 15 - Wed, Jul 23
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$140 Roundtrip, found 22 hours ago
$140
Roundtrip
found 22 hours ago
Select United flight, departing Tue, Jul 15 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, Jul 23, priced at $140 found 22 hours ago
American Airlines
Sat, Aug 9 - Wed, Aug 13
DFW
Dallas-Fort Worth Intl.
DCA
Ronald Reagan Washington National
$149 Roundtrip, found 19 hours ago
$149
Roundtrip
found 19 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 $149 found 19 hours ago
Bargain Flight
Tue, Aug 26 - Sun, Aug 31
DTW
Detroit Metropolitan Wayne County
DCA
Ronald Reagan Washington National
$172 Roundtrip, found 3 days ago
$172
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, Aug 26 from Detroit Metropolitan Wayne County to Ronald Reagan Washington National, returning Sun, Aug 31, priced at $172 found 3 days ago
Delta
Sat, Jul 5 - Sat, Jul 5
DTW
Detroit Metropolitan Wayne County
IAD
Washington Dulles Intl.
$183 Roundtrip, found 13 hours ago
$183
Roundtrip
found 13 hours ago
Select Delta flight, departing Sat, Jul 5 from Detroit Metropolitan Wayne County to Washington Dulles Intl., returning Sat, Jul 5, priced at $183 found 13 hours ago
Delta
Mon, Jul 14 - Tue, Jul 29
SMF
Sacramento Intl.
DCA
Ronald Reagan Washington National
$230 Roundtrip, found 6 days ago
$230
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Jul 14 from Sacramento Intl. to Ronald Reagan Washington National, returning Tue, Jul 29, priced at $230 found 6 days ago
JetBlue Airways
Fri, Jul 4 - Mon, Jul 7
DTW
Detroit Metropolitan Wayne County
DCA
Ronald Reagan Washington National
$231 Roundtrip, found 13 hours ago
$231
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Fri, Jul 4 from Detroit Metropolitan Wayne County to Ronald Reagan Washington National, returning Mon, Jul 7, priced at $231 found 13 hours ago
Delta
Sat, Aug 30 - Sat, Aug 30
DAL
Love Field
IAD
Washington Dulles Intl.
$231 Roundtrip, found 3 days ago
$231
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Aug 30 from Love Field to Washington Dulles Intl., returning Sat, Aug 30, priced at $231 found 3 days ago
Delta
Sat, Aug 9 - Wed, Aug 13
DAL
Love Field
DCA
Ronald Reagan Washington National
$237 Roundtrip, found 19 hours ago
$237
Roundtrip
found 19 hours ago
Select Delta flight, departing Sat, Aug 9 from Love Field to Ronald Reagan Washington National, returning Wed, Aug 13, priced at $237 found 19 hours ago
Alaska Airlines
Thu, Oct 16 - Wed, Oct 29
SMF
Sacramento Intl.
DCA
Ronald Reagan Washington National
$291 Roundtrip, found 3 days ago
$291
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Thu, Oct 16 from Sacramento Intl. to Ronald Reagan Washington National, returning Wed, Oct 29, priced at $291 found 3 days ago
Hawaiian Airlines
Thu, Oct 16 - Tue, Oct 28
SMF
Sacramento Intl.
DCA
Ronald Reagan Washington National
$330 Roundtrip, found 3 days ago
$330
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Thu, Oct 16 from Sacramento Intl. to Ronald Reagan Washington National, returning Tue, Oct 28, priced at $330 found 3 days ago
Delta
Wed, Jun 4 - Wed, Jun 11
SMF
Sacramento Intl.
IAD
Washington Dulles Intl.
$346 Roundtrip, found 1 day ago
$346
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jun 4 from Sacramento Intl. to Washington Dulles Intl., returning Wed, Jun 11, priced at $346 found 1 day 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 July, 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 $106, 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 $106 right now, why wait?

Upperville Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$106

Last Minute Hotel Deals in Upperville

La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3 out of 5
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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! (2,036 reviews)
"Excellent stay"

Reviewed on May 28, 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! (1,003 reviews)
Great.
"Clean and comfortable with great customer service. They have a restaurant there, which I didn't try since I brought food. Good value. Very quiet. Will stay again."

Reviewed on May 29, 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! (1,107 reviews)
"Very nice staff. We did the pre check in and our keys were ready when we arrived. Room is clean and beds are comfortable."

Reviewed on May 28, 2025

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Travelodge by Wyndham Winchester
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! (1,000 reviews)
"The grounds are very nice. I did expect more upgrades to the bathroom. Ocerall very clean and beautiful."

Reviewed on May 26, 2025

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Lansdowne 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! (1,012 reviews)
"It wasn't the Hilton, but it was clean. The pool was heated and always had towels. The people were friendly and the breakfast area was twice as big as some hotels we have stayed."

Reviewed on May 27, 2025

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Clarion Inn Harpers Ferry - Charles Town
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 Hotel & Conference Center Leesburg
Clarion Hotel & Conference Center Leesburg
2.5 out of 5
1500 E Market St, Leesburg, VA
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.6/10 (1,000 reviews)
"Good price."

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Clarion Hotel & Conference Center Leesburg
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 parking, and a fitness center. Our guests praise the helpful staff and ...
9/10 Wonderful! (1,231 reviews)
Nice, new, clean hotel. Good breakfast!
"Nice, new, clean hotel. Staff was friendly and helpful. Breakfast was better than most of this type. The mini-omelets were especially good."

Reviewed on May 27, 2025

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Microtel Inn & Suites by Wyndham Winchester
See all 697 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.