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Upperville

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Upperville Flights as Low as $58

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

Frontier Airlines
Wed, Aug 19 - Tue, Aug 25
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$58 Roundtrip, found 1 hour ago
$58
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Aug 19 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Aug 25, priced at $58 found 1 hour ago
Frontier Airlines
Wed, Jun 24 - Tue, Jun 30
FLL
Fort Lauderdale - Hollywood Intl.
IAD
Washington Dulles Intl.
$78 Roundtrip, found 3 days ago
$78
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Jun 24 from Fort Lauderdale - Hollywood Intl. to Washington Dulles Intl., returning Tue, Jun 30, priced at $78 found 3 days ago
United
Tue, Jun 23 - Tue, Jun 30
CMH
John Glenn Columbus Intl.
IAD
Washington Dulles Intl.
$140 Roundtrip, found 1 hour ago
$140
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Jun 23 from John Glenn Columbus Intl. to Washington Dulles Intl., returning Tue, Jun 30, priced at $140 found 1 hour ago
Frontier Airlines
Wed, Jun 3 - Wed, Jun 10
TPA
Tampa Intl.
IAD
Washington Dulles Intl.
$146 Roundtrip, found 4 days ago
$146
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Jun 3 from Tampa Intl. to Washington Dulles Intl., returning Wed, Jun 10, priced at $146 found 4 days ago
Delta
Wed, Jul 15 - Tue, Jul 28
CMH
John Glenn Columbus Intl.
IAD
Washington Dulles Intl.
$160 Roundtrip, just found
$160
Roundtrip
just found
Select Delta flight, departing Wed, Jul 15 from John Glenn Columbus Intl. to Washington Dulles Intl., returning Tue, Jul 28, priced at $160 just found
Bargain Flight
Wed, Aug 12 - Wed, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$184 Roundtrip, found 16 hours ago
$184
Roundtrip
found 16 hours ago
Select Bargain Flight flight, departing Wed, Aug 12 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Wed, Aug 26, priced at $184 found 16 hours ago
American Airlines
Wed, Aug 12 - Wed, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$189 Roundtrip, found 16 hours ago
$189
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Aug 12 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Wed, Aug 26, priced at $189 found 16 hours ago
American Airlines
Tue, Jul 21 - Tue, Aug 4
FLL
Fort Lauderdale - Hollywood Intl.
DCA
Ronald Reagan Washington National
$197 Roundtrip, found 18 hours ago
$197
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Jul 21 from Fort Lauderdale - Hollywood Intl. to Ronald Reagan Washington National, returning Tue, Aug 4, priced at $197 found 18 hours ago
JetBlue Airways
Wed, Jul 1 - Tue, Jul 7
FLL
Fort Lauderdale - Hollywood Intl.
DCA
Ronald Reagan Washington National
$207 Roundtrip, found 14 hours ago
$207
Roundtrip
found 14 hours ago
Select JetBlue Airways flight, departing Wed, Jul 1 from Fort Lauderdale - Hollywood Intl. to Ronald Reagan Washington National, returning Tue, Jul 7, priced at $207 found 14 hours ago
Delta
Tue, Jul 21 - Thu, Jul 30
CMH
John Glenn Columbus Intl.
DCA
Ronald Reagan Washington National
$211 Roundtrip, found 6 days ago
$211
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Jul 21 from John Glenn Columbus Intl. to Ronald Reagan Washington National, returning Thu, Jul 30, priced at $211 found 6 days ago
Frontier Airlines
Sun, May 31 - Sat, Jun 6
TPA
Tampa Intl.
DCA
Ronald Reagan Washington National
$240 Roundtrip, found 5 days ago
$240
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, May 31 from Tampa Intl. to Ronald Reagan Washington National, returning Sat, Jun 6, priced at $240 found 5 days ago
United
Thu, Jul 30 - Thu, Aug 13
IST
Istanbul
IAD
Washington Dulles Intl.
$752 Roundtrip, just found
$752
Roundtrip
just found
Select United flight, departing Thu, Jul 30 from Istanbul to Washington Dulles Intl., returning Thu, Aug 13, priced at $752 just found
Lufthansa
Thu, Jul 30 - Thu, Aug 13
IST
Istanbul
IAD
Washington Dulles Intl.
$774 Roundtrip, just found
$774
Roundtrip
just found
Select Lufthansa flight, departing Thu, Jul 30 from Istanbul to Washington Dulles Intl., returning Thu, Aug 13, priced at $774 just found
British Airways
Thu, Jul 30 - Thu, Aug 13
IST
Istanbul
IAD
Washington Dulles Intl.
$799 Roundtrip, just found
$799
Roundtrip
just found
Select British Airways flight, departing Thu, Jul 30 from Istanbul to Washington Dulles Intl., returning Thu, Aug 13, priced at $799 just found
Turkish Airlines
Thu, Jul 30 - Thu, Aug 13
IST
Istanbul
IAD
Washington Dulles Intl.
$1,012 Roundtrip, just found
$1,012
Roundtrip
just found
Select Turkish Airlines flight, departing Thu, Jul 30 from Istanbul to Washington Dulles Intl., returning Thu, Aug 13, priced at $1,012 just found
Pegasus Airlines
Tue, Aug 4 - Tue, Aug 18
SAW
Sabiha Gokcen Intl.
IAD
Washington Dulles Intl.
$1,106 Roundtrip, just found
$1,106
Roundtrip
just found
Select Pegasus Airlines flight, departing Tue, Aug 4 from Sabiha Gokcen Intl. to Washington Dulles Intl., returning Tue, Aug 18, priced at $1,106 just found

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 $58, 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 $58 right now, why wait?

Upperville Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$58

Last Minute Hotel Deals in Upperville

Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr 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! (1,015 reviews)
Everything was great from check-in to checkout. Facilities were clean, room was clean, pool was clean and well taken care bo complaints.

Reviewed on May 16, 2026

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Spark by Hilton Winchester
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
Book a stay at this golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
Great stay

Reviewed on May 12, 2026

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Lansdowne Resort and Spa
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
Book a stay at this luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Middleburg Community Center and ...
9.2/10 Wonderful! (395 reviews)
The Spa was relaxing; our rooms were clean and tidy day and night with turn down service. The staff was always pleasant.

Reviewed on May 14, 2026

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Salamander Resort And Spa
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
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,005 reviews)
You can’t go wrong staying here. The staff were very friendly. The beds were very comfortable and the room was very clean. This hotel is centrally located so you can park your car and walk around the old town area. This was our second time staying here and it didn’t disappoint. We will definitely ...

Reviewed on May 17, 2026

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The George Washington Hotel, A Wyndham Grand Hotel
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 helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,072 reviews)
The room was clean, and the staff was very welcoming and friendly. The location is especially convenient for truckers or anyone needing a quick overnight stop. The rooms have been partially updated with new flooring and a more modern look, but the walls still need some attention, which made the updates ...

Reviewed on May 16, 2026

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Travelodge by Wyndham Winchester
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 ...
9.2/10 Wonderful! (1,459 reviews)
The hotel was clean and the bed was comfortable. However, there were no cups in the room for coffee, yet there was a coffee machine and lids for cups. I called down to the front desk and was told they don't supply cups in the room and if I wanted a cup I had to go down to the coffee bar to get one. ...

Reviewed on May 13, 2026

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Microtel 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
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,002 reviews)
You have to pay 8.00 for breakfast, but it was very good. Room was clean, safe location.

Reviewed on May 16, 2026

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Holiday Inn Winchester Se-Historic Gateway by IHG
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 WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,003 reviews)
The hotel Is outdated and in need of a remodel.

Reviewed on May 11, 2026

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Best Western Leesburg Hotel & Conference Center
See all 734 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.