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Upperville

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Upperville Flights as Low as $91

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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 March, 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 $91, 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 $91 right now, why wait?

Upperville Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$91

Last Minute Hotel Deals in Upperville

Lansdowne Resort and Spa
Lansdowne Resort and Spa
4 out of 5
44050 Woodridge Pkwy, Leesburg, VA
The price is $253 per night from Mar 3 to Mar 4
$253
includes taxes & fees
Mar 3 - Mar 4
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! (1,002 reviews)
"Wonderful"

Reviewed on Feb 13, 2025

Lansdowne Resort and Spa
Salamander Resort And Spa
Salamander Resort And Spa
5 out of 5
500 North Pendleton Street, Middleburg, VA
The price is $730 per night from Feb 27 to Feb 28
$730
includes taxes & fees
Feb 27 - Feb 28
Stay at this 5-star luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Red Fox Fine Art and Museum of ...
9/10 Wonderful! (339 reviews)
"Across the board the best staff I’ve encountered in a very long time."

Reviewed on Feb 19, 2025

Salamander Resort And Spa
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is $112 per night from Mar 9 to Mar 10
$112
includes taxes & fees
Mar 9 - Mar 10
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,814 reviews)
"Clean room right off the Interstate with friendly staff and a better than normal breakfast. Perfect for a one night stay while traveling."

Reviewed on Feb 15, 2025

La Quinta Inn & Suites by Wyndham Winchester
Hilton Garden Inn Dulles North
Hilton Garden Inn Dulles North
3 out of 5
22400 Flagstaff Plaza, Ashburn, VA
The price is $124 per night from Mar 2 to Mar 3
$124
includes taxes & fees
Mar 2 - Mar 3
Stay at this 3-star business-friendly hotel in Ashburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,003 reviews)
Great hotel for an airport layover
"Very modern, clean and comfortable hotel with convenient shuttle to the airport. Dinner and breakfast were good. Shuttle is only hourly and needs to be reserved."

Reviewed on Feb 19, 2025

Hilton Garden Inn Dulles North
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 out of 5
150 Faraday Plaza, Winchester, VA
The price is $82 per night from Feb 26 to Feb 27
$82
includes taxes & fees
Feb 26 - Feb 27
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! (1,135 reviews)
"Great area of Winchester"

Reviewed on Feb 19, 2025

Microtel Inn & Suites by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand Hotel
3.5 out of 5
103 E Piccadilly St, Winchester, VA
The price is $143 per night from Mar 2 to Mar 3
$143
includes taxes & fees
Mar 2 - Mar 3
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
9.2/10 Wonderful! (1,001 reviews)
"We loved it. Walkable to restaurant area..nice beds and bathroom. Thank you!"

Reviewed on Feb 13, 2025

The George Washington Hotel, A Wyndham Grand Hotel
Holiday Inn Express and Suites Leesburg Historic District, an IHG Hotel
Holiday Inn Express and Suites Leesburg Historic District, an IHG Hotel
2.5 out of 5
80 Prosperity Ave Se, Leesburg, VA
The price is $126 per night from Feb 26 to Feb 27
$126
includes taxes & fees
Feb 26 - Feb 27
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. ...
8.8/10 Excellent! (906 reviews)
"Room was very clean, beds were very neatly made, however the mattress was a little more firm than is comfortable for me. We enjoyed our overnight stay and were pleased to have a good restaurant in shopping are across the street. The location was very convenient for us."

Reviewed on Feb 7, 2025

Holiday Inn Express and Suites Leesburg Historic District, an IHG Hotel
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
The price is $73 per night from Mar 2 to Mar 3
$73
includes taxes & fees
Mar 2 - Mar 3
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,103 reviews)
"No"

Reviewed on Feb 22, 2025

Travelodge by Wyndham Winchester
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.