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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
Tue, Jul 21 - Tue, Jul 28
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$80 Roundtrip, found 9 hours ago
$80
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Jul 21 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Jul 28, priced at $80 found 9 hours ago
Frontier Airlines
Sat, Jul 25 - Tue, Jul 28
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$82 Roundtrip, found 1 day ago
$82
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jul 25 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Jul 28, priced at $82 found 1 day ago
Frontier Airlines
Tue, Jul 21 - Tue, Jul 21
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$85 Roundtrip, found 3 days ago
$85
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Jul 21 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Jul 21, priced at $85 found 3 days ago
American Airlines
Tue, Jul 21 - Tue, Aug 4
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day 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 1 day ago
United
Tue, Jul 21 - Tue, Jul 28
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$169 Roundtrip, found 9 hours ago
$169
Roundtrip
found 9 hours ago
Select United flight, departing Tue, Jul 21 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Jul 28, priced at $169 found 9 hours ago
Delta
Tue, Jul 21 - Tue, Jul 28
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$169 Roundtrip, found 9 hours ago
$169
Roundtrip
found 9 hours ago
Select Delta flight, departing Tue, Jul 21 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Jul 28, priced at $169 found 9 hours ago
JetBlue Airways
Sat, Aug 29 - Sat, Sep 5
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$193 Roundtrip, found 2 days ago
$193
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Aug 29 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Sat, Sep 5, priced at $193 found 2 days ago
United
Wed, Aug 26 - Sun, Aug 30
SEA
Seattle - Tacoma Intl.
IAD
Washington Dulles Intl.
$261 Roundtrip, found 7 hours ago
$261
Roundtrip
found 7 hours ago
Select United flight, departing Wed, Aug 26 from Seattle - Tacoma Intl. to Washington Dulles Intl., returning Sun, Aug 30, priced at $261 found 7 hours ago
Alaska Airlines
Tue, Aug 25 - Tue, Sep 1
SEA
Seattle - Tacoma Intl.
IAD
Washington Dulles Intl.
$302 Roundtrip, found 7 hours ago
$302
Roundtrip
found 7 hours ago
Select Alaska Airlines flight, departing Tue, Aug 25 from Seattle - Tacoma Intl. to Washington Dulles Intl., returning Tue, Sep 1, priced at $302 found 7 hours ago
Delta
Fri, Jul 10 - Wed, Jul 15
FWA
Fort Wayne Intl.
DCA
Ronald Reagan Washington National
$311 Roundtrip, found 4 days ago
$311
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Jul 10 from Fort Wayne Intl. to Ronald Reagan Washington National, returning Wed, Jul 15, priced at $311 found 4 days ago
Delta
Thu, Aug 20 - Sat, Aug 29
SEA
Seattle - Tacoma Intl.
DCA
Ronald Reagan Washington National
$312 Roundtrip, found 2 days ago
$312
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Aug 20 from Seattle - Tacoma Intl. to Ronald Reagan Washington National, returning Sat, Aug 29, priced at $312 found 2 days ago
Delta
Sat, Jul 4 - Tue, Jul 14
FWA
Fort Wayne Intl.
IAD
Washington Dulles Intl.
$333 Roundtrip, found 7 hours ago
$333
Roundtrip
found 7 hours ago
Select Delta flight, departing Sat, Jul 4 from Fort Wayne Intl. to Washington Dulles Intl., returning Tue, Jul 14, priced at $333 found 7 hours ago
American Airlines
Tue, Aug 4 - Sat, Aug 15
FLG
Flagstaff Pulliam Field
IAD
Washington Dulles Intl.
$504 Roundtrip, found 7 hours ago
$504
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Tue, Aug 4 from Flagstaff Pulliam Field to Washington Dulles Intl., returning Sat, Aug 15, priced at $504 found 7 hours ago
Alaska Airlines
Sat, Aug 15 - Mon, Aug 17
PAE
Seattle Paine Field Intl. Airport
DCA
Ronald Reagan Washington National
$512 Roundtrip, found 6 hours ago
$512
Roundtrip
found 6 hours ago
Select Alaska Airlines flight, departing Sat, Aug 15 from Seattle Paine Field Intl. Airport to Ronald Reagan Washington National, returning Mon, Aug 17, priced at $512 found 6 hours ago
Alaska Airlines
Wed, Aug 26 - Sun, Aug 30
PAE
Seattle Paine Field Intl. Airport
IAD
Washington Dulles Intl.
$536 Roundtrip, found 1 hour ago
$536
Roundtrip
found 1 hour ago
Select Alaska Airlines flight, departing Wed, Aug 26 from Seattle Paine Field Intl. Airport to Washington Dulles Intl., returning Sun, Aug 30, priced at $536 found 1 hour ago
Sun Country Airlines
Fri, Jul 24 - Sun, Jul 26
SEA
Seattle - Tacoma Intl.
IAD
Washington Dulles Intl.
$638 Roundtrip, found 7 hours ago
$638
Roundtrip
found 7 hours ago
Select Sun Country Airlines flight, departing Fri, Jul 24 from Seattle - Tacoma Intl. to Washington Dulles Intl., returning Sun, Jul 26, priced at $638 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 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 $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

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! (1,004 reviews)
"The resort was gorgeous and well maintained. The proximity to various vineyards was perfect."

Reviewed on Jun 22, 2026

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Lansdowne Resort and Spa
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)
"Overall great experience - with that said their computer system wasnt working right. I was charged for the room twice (over and above the already charged payment from Expedia) and also a $100 security deposit. I brought it up the next day and it was immediately corrected. Nice hotel, good local, ..."

Reviewed on Jun 24, 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. ...
9.2/10 Wonderful! (988 reviews)
"Great overnight stay with the family. The rooms were clean and comfortable, and the kids absolutely loved the breakfast spread. I would recommend staying here if you're in the area or just passing through."

Reviewed on Jun 26, 2026

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TRU By Hilton Winchester
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! (401 reviews)
"This was a beautiful resort. Very helpful staff. Lots of fun outdoor activities. Everything was very classy."

Reviewed on Jun 26, 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 a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (1,007 reviews)
"This was the neatest place I've stayed at. The building is gorgeous and they've kept the historic aspects of it very nice. Beds were very comfortable. Shower was hot and had good pressure. Staff was all very friendly. There's a nice pub with live music right next door. Lots to do and see in this ..."

Reviewed on Jun 27, 2026

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The George Washington Hotel, A Wyndham Grand Hotel
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 ...
9.2/10 Wonderful! (1,005 reviews)
"Clean. Friendly staff. Zero complaints."

Reviewed on Jun 28, 2026

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Holiday Inn Winchester Se-Historic Gateway by IHG
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! (1,443 reviews)
"The room was comfortable, the water pressure was good in the shower, the air conditioning was good, and the bed was good. I would stay again."

Reviewed on Jun 27, 2026

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Microtel Inn & Suites by Wyndham Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
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 ...
9.4/10 Exceptional! (1,118 reviews)
"Nice staff, clean room, good breakfast"

Reviewed on Jun 26, 2026

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Comfort Inn & Suites Winchester
See all 751 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.