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Upperville

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Upperville Flights as Low as $131

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

Frontier Airlines
Sat, Jul 5 - Sat, Jul 12
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$131 Roundtrip, found 1 day ago
$131
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jul 5 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Sat, Jul 12, priced at $131 found 1 day ago
American Airlines
Sat, Aug 30 - Sat, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$132 Roundtrip, found 22 hours ago
$132
Roundtrip
found 22 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 22 hours ago
Delta
Sat, Aug 30 - Sat, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$132 Roundtrip, found 22 hours ago
$132
Roundtrip
found 22 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 22 hours ago
United
Tue, Aug 12 - Sun, Aug 17
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$157 Roundtrip, found 19 hours ago
$157
Roundtrip
found 19 hours ago
Select United flight, departing Tue, Aug 12 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Sun, Aug 17, priced at $157 found 19 hours ago
Frontier Airlines
Fri, Jun 20 - Sat, Jun 21
IAH
George Bush Intercontinental
IAD
Washington Dulles Intl.
$192 Roundtrip, found 7 hours ago
$192
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Fri, Jun 20 from George Bush Intercontinental to Washington Dulles Intl., returning Sat, Jun 21, priced at $192 found 7 hours ago
United
Fri, Jul 4 - Thu, Jul 10
LAX
Los Angeles Intl.
IAD
Washington Dulles Intl.
$208 Roundtrip, found 19 hours ago
$208
Roundtrip
found 19 hours ago
Select United flight, departing Fri, Jul 4 from Los Angeles Intl. to Washington Dulles Intl., returning Thu, Jul 10, priced at $208 found 19 hours ago
Delta
Wed, Jul 16 - Tue, Jul 22
IAH
George Bush Intercontinental
DCA
Ronald Reagan Washington National
$242 Roundtrip, found 5 days ago
$242
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Jul 16 from George Bush Intercontinental to Ronald Reagan Washington National, returning Tue, Jul 22, priced at $242 found 5 days ago
Hawaiian Airlines
Fri, Jul 4 - Tue, Jul 15
LAX
Los Angeles Intl.
IAD
Washington Dulles Intl.
$262 Roundtrip, found 1 day ago
$262
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Fri, Jul 4 from Los Angeles Intl. to Washington Dulles Intl., returning Tue, Jul 15, priced at $262 found 1 day ago
Alaska Airlines
Fri, Jul 4 - Thu, Jul 10
LAX
Los Angeles Intl.
IAD
Washington Dulles Intl.
$262 Roundtrip, found 19 hours ago
$262
Roundtrip
found 19 hours ago
Select Alaska Airlines flight, departing Fri, Jul 4 from Los Angeles Intl. to Washington Dulles Intl., returning Thu, Jul 10, priced at $262 found 19 hours ago
JetBlue Airways
Sat, Sep 27 - Wed, Oct 1
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$263 Roundtrip, just found
$263
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Sep 27 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Wed, Oct 1, priced at $263 just found
JetBlue Airways
Wed, Sep 17 - Wed, Oct 1
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$265 Roundtrip, found 1 day ago
$265
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 17 from Los Angeles Intl. to Ronald Reagan Washington National, returning Wed, Oct 1, priced at $265 found 1 day ago
Scandinavian Airlines
Wed, Jun 18 - Sat, Oct 4
HAM
Hamburg
IAD
Washington Dulles Intl.
$625 Roundtrip, found 7 hours ago
$625
Roundtrip
found 7 hours ago
Select Scandinavian Airlines flight, departing Wed, Jun 18 from Hamburg to Washington Dulles Intl., returning Sat, Oct 4, priced at $625 found 7 hours ago
Delta
Wed, Jun 18 - Sat, Jun 21
HOU
William P. Hobby
IAD
Washington Dulles Intl.
$717 Roundtrip, found 12 hours ago
$717
Roundtrip
found 12 hours ago
Select Delta flight, departing Wed, Jun 18 from William P. Hobby to Washington Dulles Intl., returning Sat, Jun 21, priced at $717 found 12 hours ago
Delta
Wed, Jun 18 - Sat, Jun 21
HOU
William P. Hobby
DCA
Ronald Reagan Washington National
$717 Roundtrip, found 12 hours ago
$717
Roundtrip
found 12 hours ago
Select Delta flight, departing Wed, Jun 18 from William P. Hobby to Ronald Reagan Washington National, returning Sat, Jun 21, priced at $717 found 12 hours ago
British Airways
Thu, Jun 19 - Mon, Aug 4
HAM
Hamburg
IAD
Washington Dulles Intl.
$808 Roundtrip, found 14 hours ago
$808
Roundtrip
found 14 hours ago
Select British Airways flight, departing Thu, Jun 19 from Hamburg to Washington Dulles Intl., returning Mon, Aug 4, priced at $808 found 14 hours ago
KLM
Thu, Jun 19 - Mon, Aug 4
HAM
Hamburg
DCA
Ronald Reagan Washington National
$961 Roundtrip, found 14 hours ago
$961
Roundtrip
found 14 hours ago
Select KLM flight, departing Thu, Jun 19 from Hamburg to Ronald Reagan Washington National, returning Mon, Aug 4, priced at $961 found 14 hours 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 16 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 $131, 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 $131 right now, why wait?

Upperville Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$130

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! (1,000 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! (2,048 reviews)
"Needed a place to sleep for the night with two kids. Room was spacious, clean, comfy. Kids enjoyed the pool (even though it’s not heated) I was able to blast the AC - and use the black out shades. That’s my favorite part of hotels! La Quinta doesn’t disappoint"

Reviewed on Jun 12, 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)
"Easy to get to very clean great service"

Reviewed on Jun 12, 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! (1,106 reviews)
"The property was old but it was clean, quiet and well maintained. Thanks!"

Reviewed on Jun 12, 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! (1,005 reviews)
"I loved the fact that coffee was available all night long in the lobby and the daily breakfast was a plus. The ladies in the breakfast area were so sweet. One recommendation would be to have a multi juice station as the only juice available was orange juice. And even a skim milk offering would be ..."

Reviewed on Jun 13, 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! (1,254 reviews)
"The hotel was clean and modern. Loved having a Sheetz next door!"

Reviewed on Jun 12, 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! (1,006 reviews)
"We will definitely stay here again!"

Reviewed on Jun 13, 2025

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Best Western Leesburg Hotel & Conference Center
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.