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Upperville Flights as Low as $120
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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 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 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 $120, 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 $120 right now, why wait?
Destination airport | Washington Dulles Intl. |
Destination airport IATA code | IAD |
Roundtrip price | $120 |
Last Minute Hotel Deals in Upperville

Lansdowne Resort and Spa
Reviewed on Jul 14, 2025

La Quinta Inn & Suites by Wyndham Winchester
Reviewed on Jul 17, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
Reviewed on Jul 15, 2025

Travelodge by Wyndham Winchester
Reviewed on Jul 17, 2025

Hilton Garden Inn Dulles North
Reviewed on Jun 27, 2025

Comfort Inn & Suites
Reviewed on Jul 19, 2025

Clarion Hotel & Conference Center Leesburg
Reviewed on Jul 18, 2025

Days Inn by Wyndham Charles Town/Harpers Ferry
Reviewed on Jul 16, 2025
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Top Upperville Hotels
- Lansdowne Resort and Spa
- La Quinta Inn & Suites by Wyndham Winchester
- Holiday Inn Winchester Se-Historic Gateway by IHG
- Travelodge by Wyndham Winchester
- Hilton Garden Inn Dulles North
- Clarion Hotel & Conference Center Leesburg
- Days Inn by Wyndham Charles Town/Harpers Ferry
- Country Inn & Suites by Radisson, Winchester, VA
- Best Western Leesburg Hotel & Conference Center
- Clarion Inn Harpers Ferry - Charles Town
- Red Roof Inn Leesburg, VA
- Salamander Resort And Spa
- Hampton Inn Front Royal