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Upperville

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Upperville Flights as Low as $80

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

Frontier Airlines
Wed, Jul 29 - Tue, Aug 18
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Jul 29 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Aug 18, priced at $80 just found
Delta
Tue, Jul 21 - Tue, Aug 4
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$169 Roundtrip, found 8 hours ago
$169
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Jul 21 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Tue, Aug 4, priced at $169 found 8 hours ago
United
Wed, Jul 29 - Tue, Aug 18
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$169 Roundtrip, just found
$169
Roundtrip
just found
Select United flight, departing Wed, Jul 29 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Aug 18, priced at $169 just found
Delta
Wed, Jul 29 - Tue, Aug 18
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$169 Roundtrip, just found
$169
Roundtrip
just found
Select Delta flight, departing Wed, Jul 29 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Aug 18, priced at $169 just found
American Airlines
Tue, Jul 21 - Tue, Aug 4
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$169 Roundtrip, found 8 hours ago
$169
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Tue, Jul 21 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Tue, Aug 4, priced at $169 found 8 hours ago
JetBlue Airways
Sat, Aug 15 - Mon, Aug 17
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$214 Roundtrip, found 6 hours ago
$214
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Sat, Aug 15 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Mon, Aug 17, priced at $214 found 6 hours ago
Delta
Mon, Aug 3 - Tue, Aug 4
DAL
Love Field
DCA
Ronald Reagan Washington National
$232 Roundtrip, found 4 days ago
$232
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Aug 3 from Love Field to Ronald Reagan Washington National, returning Tue, Aug 4, priced at $232 found 4 days ago
Air Canada
Sat, Jul 11 - Tue, Jul 14
YYZ
Pearson Intl.
DCA
Ronald Reagan Washington National
$252 Roundtrip, found 1 hour ago
$252
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Sat, Jul 11 from Pearson Intl. to Ronald Reagan Washington National, returning Tue, Jul 14, priced at $252 found 1 hour ago
Air Canada
Tue, Jul 28 - Tue, Aug 18
YYZ
Pearson Intl.
IAD
Washington Dulles Intl.
$252 Roundtrip, found 1 day ago
$252
Roundtrip
found 1 day ago
Select Air Canada flight, departing Tue, Jul 28 from Pearson Intl. to Washington Dulles Intl., returning Tue, Aug 18, priced at $252 found 1 day ago
Bargain Flight
Wed, Aug 26 - Sat, Aug 29
SAT
San Antonio Intl.
DCA
Ronald Reagan Washington National
$259 Roundtrip, found 4 days ago
$259
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Wed, Aug 26 from San Antonio Intl. to Ronald Reagan Washington National, returning Sat, Aug 29, priced at $259 found 4 days ago
Delta
Tue, Aug 25 - Thu, Aug 27
DAL
Love Field
IAD
Washington Dulles Intl.
$260 Roundtrip, found 2 days ago
$260
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 25 from Love Field to Washington Dulles Intl., returning Thu, Aug 27, priced at $260 found 2 days ago
United
Wed, Sep 9 - Tue, Sep 22
SAT
San Antonio Intl.
IAD
Washington Dulles Intl.
$289 Roundtrip, found 7 hours ago
$289
Roundtrip
found 7 hours ago
Select United flight, departing Wed, Sep 9 from San Antonio Intl. to Washington Dulles Intl., returning Tue, Sep 22, priced at $289 found 7 hours ago
United
Mon, Aug 31 - Wed, Sep 9
SGF
Springfield-Branson National
IAD
Washington Dulles Intl.
$309 Roundtrip, found 8 hours ago
$309
Roundtrip
found 8 hours ago
Select United flight, departing Mon, Aug 31 from Springfield-Branson National to Washington Dulles Intl., returning Wed, Sep 9, priced at $309 found 8 hours ago
Delta
Thu, Aug 6 - Mon, Aug 24
SGF
Springfield-Branson National
DCA
Ronald Reagan Washington National
$316 Roundtrip, found 5 hours ago
$316
Roundtrip
found 5 hours ago
Select Delta flight, departing Thu, Aug 6 from Springfield-Branson National to Ronald Reagan Washington National, returning Mon, Aug 24, priced at $316 found 5 hours ago
Porter Airlines
Sat, Sep 26 - Sun, Oct 25
YYZ
Pearson Intl.
DCA
Ronald Reagan Washington National
$327 Roundtrip, found 21 hours ago
$327
Roundtrip
found 21 hours ago
Select Porter Airlines flight, departing Sat, Sep 26 from Pearson Intl. to Ronald Reagan Washington National, returning Sun, Oct 25, priced at $327 found 21 hours ago
Alaska Airlines
Wed, Sep 9 - Tue, Sep 22
SAT
San Antonio Intl.
IAD
Washington Dulles Intl.
$631 Roundtrip, found 7 hours ago
$631
Roundtrip
found 7 hours ago
Select Alaska Airlines flight, departing Wed, Sep 9 from San Antonio Intl. to Washington Dulles Intl., returning Tue, Sep 22, priced at $631 found 7 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 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 $80, 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 $80 right now, why wait?

Upperville Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$80

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! (1,009 reviews)
"Best hotel Ive stayed in a while. However, breakfast was weak. Only boiled eggs and no waffle maker? No cranberry juice? No yogurt? It was sugary cereal, fruits, bagels, bread and sausage patties."

Reviewed on Jun 11, 2026

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Spark by Hilton Winchester
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court 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 in our reviews. ...
9/10 Wonderful! (945 reviews)
"Clean and easy to find. Nice breakfast, many choices of food. Would stay there on future trips."

Reviewed on Jun 14, 2026

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TRU 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! (1,012 reviews)
"We just overnighted but it would be delightful to stay much longer and take advantage of the spa, local wineries, golf, etc. The rooms and facilities are beautiful."

Reviewed on Jun 7, 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! (399 reviews)
"Beautiful stay all around!"

Reviewed on May 29, 2026

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Salamander Resort And Spa
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! (1,066 reviews)
"Good job clean room comfortable and was easy in and out No breakfast options for gluten free"

Reviewed on Jun 14, 2026

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Travelodge 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
Book a stay at this spa hotel in Winchester. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (1,004 reviews)
"The physical structure of this hotel would have put it at 5 stars, but it seems like they have a really nice property here, but don't know how to run it like a really nice hotel. First, the idea that a hotel of this caliber has an UNO pizza as their hotel is just strange. Also, the bar is gorgeous ..."

Reviewed on Jun 11, 2026

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The George Washington Hotel, A Wyndham Grand Hotel
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! (1,471 reviews)
"The coffee was the best part of breakfast. Very basic and not good! There was no hand soap provided for washing hands in the bathroom and there was a large crack in the tile near the shower. The room was small but fairly clean and efficient. We did not use the pool bc it looked small and kind of ..."

Reviewed on Jun 13, 2026

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Microtel Inn & Suites by Wyndham Winchester
Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton

2.5 out of 5
7379 Comfort Inn Drive Warrenton VA
Book a stay at this business-friendly motel in Warrenton. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
6.2/10 (1,001 reviews)
"No elevator, so for older people a lot of steps. Outside building entry doors had key pad locks but were never locked, anyone could walk into building."

Reviewed on Jun 11, 2026

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Baymont by Wyndham Warrenton
See all 740 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.