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Winchester

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Winchester Flights as Low as $53

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

Spirit Airlines
Fri, Nov 15 - Mon, Nov 18
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$53 Roundtrip, found 1 day ago
$53
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Nov 15 from Orlando Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Nov 18, priced at $53 found 1 day ago
Frontier Airlines
Thu, Nov 28 - Sat, Dec 7
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$63 Roundtrip, found 5 days ago
$63
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Nov 28 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Dec 7, priced at $63 found 5 days ago
Frontier Airlines
Thu, Nov 14 - Mon, Nov 18
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$68 Roundtrip, found 18 hours ago
$68
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Thu, Nov 14 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Mon, Nov 18, priced at $68 found 18 hours ago
Frontier Airlines
Thu, Feb 27 - Sun, Mar 2
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$78 Roundtrip, found 4 days ago
$78
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Feb 27 from Orlando Intl. to Washington Dulles Intl., returning Sun, Mar 2, priced at $78 found 4 days ago
JetBlue Airways
Tue, Jan 14 - Sat, Jan 18
MCO
Orlando Intl.
DCA
Ronald Reagan Washington National
$97 Roundtrip, found 6 days ago
$97
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Jan 14 from Orlando Intl. to Ronald Reagan Washington National, returning Sat, Jan 18, priced at $97 found 6 days ago
Frontier Airlines
Sun, Nov 10 - Fri, Nov 15
DFW
Dallas-Fort Worth Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$105 Roundtrip, found 4 days ago
$105
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Nov 10 from Dallas-Fort Worth Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Fri, Nov 15, priced at $105 found 4 days ago
Frontier Airlines
Thu, Jan 16 - Mon, Jan 20
DFW
Dallas-Fort Worth Intl.
IAD
Washington Dulles Intl.
$118 Roundtrip, found 7 hours ago
$118
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Thu, Jan 16 from Dallas-Fort Worth Intl. to Washington Dulles Intl., returning Mon, Jan 20, priced at $118 found 7 hours ago
Frontier Airlines
Wed, Nov 20 - Sun, Nov 24
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$133 Roundtrip, found 6 days ago
$133
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Nov 20 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Sun, Nov 24, priced at $133 found 6 days ago
Frontier Airlines
Sat, Jan 11 - Mon, Jan 13
LAX
Los Angeles Intl.
IAD
Washington Dulles Intl.
$138 Roundtrip, found 6 days ago
$138
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Jan 11 from Los Angeles Intl. to Washington Dulles Intl., returning Mon, Jan 13, priced at $138 found 6 days ago
Frontier Airlines
Sat, Dec 7 - Tue, Dec 10
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Dec 7 from Los Angeles Intl. to Ronald Reagan Washington National, returning Tue, Dec 10, priced at $138 found 1 day ago
Frontier Airlines
Thu, Nov 14 - Sat, Nov 16
DFW
Dallas-Fort Worth Intl.
DCA
Ronald Reagan Washington National
$138 Roundtrip, found 6 days ago
$138
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Nov 14 from Dallas-Fort Worth Intl. to Ronald Reagan Washington National, returning Sat, Nov 16, priced at $138 found 6 days ago
Spirit Airlines
Tue, Jan 7 - Tue, Jan 14
LAX
Los Angeles Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$138 Roundtrip, found 6 days ago
$138
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Jan 7 from Los Angeles Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Jan 14, priced at $138 found 6 days ago
Delta
Tue, Jan 21 - Tue, Jan 28
DAL
Love Field
BWI
Baltimore Washington Intl. Thurgood Marshall
$236 Roundtrip, found 9 hours ago
$236
Roundtrip
found 9 hours ago
Select Delta flight, departing Tue, Jan 21 from Love Field to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Jan 28, priced at $236 found 9 hours ago
United
Tue, Dec 3 - Tue, Dec 10
SNA
John Wayne
DCA
Ronald Reagan Washington National
$247 Roundtrip, found 3 days ago
$247
Roundtrip
found 3 days ago
Select United flight, departing Tue, Dec 3 from John Wayne to Ronald Reagan Washington National, returning Tue, Dec 10, priced at $247 found 3 days ago
Delta
Sat, Nov 9 - Sat, Nov 16
DAL
Love Field
DCA
Ronald Reagan Washington National
$268 Roundtrip, found 6 days ago
$268
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Nov 9 from Love Field to Ronald Reagan Washington National, returning Sat, Nov 16, priced at $268 found 6 days ago
Delta
Tue, Jan 21 - Thu, Jan 23
DAL
Love Field
IAD
Washington Dulles Intl.
$288 Roundtrip, found 7 hours ago
$288
Roundtrip
found 7 hours ago
Select Delta flight, departing Tue, Jan 21 from Love Field to Washington Dulles Intl., returning Thu, Jan 23, priced at $288 found 7 hours ago

Cheap Flights to Winchester

Fall in love at first flight with your vacation to Winchester 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 Winchester on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Winchester, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Winchester

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winchester 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 Winchester?

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 Winchester are in November, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winchester?

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 Winchester.

What airport is best to fly into Winchester?

When you’re planning your trip to Winchester, convenience is the name of the game. Luckily, Winchester Eastern West Virginia Regional Airport is nearby so you can deplane and get going on checking off everything on your Winchester must-do list.

How much are flights to Winchester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winchester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $53, 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 Winchester?

The trick to saving a stack of cash on your flight to Winchester? 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 $53 right now, why wait?

Winchester Flight Information
Destination airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code
BWI
Roundtrip price
$52

Last Minute Hotel Deals in Winchester

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 $104 per night from Dec 1 to Dec 2
$104
includes taxes & fees
Dec 1 - Dec 2
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! (1,686 reviews)
"Comfortable stay. We stayed here on a trip up and down interstate 81. The first night we stayed (a Saturday night with Sunday morning breakfast), the breakfast was not nearly as good as the second night we stayed on our way home (Wednesday night with Thursday morning breakfast) Breakfast quality ..."

Reviewed on Nov 1, 2024

La Quinta Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
The price is $66 per night from Dec 1 to Dec 2
$66
includes taxes & fees
Dec 1 - Dec 2
Book a stay at this business-friendly motel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,125 reviews)
Great value
"Great value. Clean room, good mattrass, good A/C. Breakfast was surprisingly good. I had Raisin Bran and a couple of hard-boiled eggs. A Subway within a short walk completed a comfortable overnight stay during a two-day drive."

Reviewed on Oct 29, 2024

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
The price is $82 per night from Nov 11 to Nov 12
$82
includes taxes & fees
Nov 11 - Nov 12
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 ...
9/10 Wonderful! (1,025 reviews)
"Hotel seems new. Room spacious and clean. Desk had list of nearby restaurants - very convenient."

Reviewed on Nov 1, 2024

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 Nov 14 to Nov 15
$143
includes taxes & fees
Nov 14 - Nov 15
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! (1,009 reviews)
"Great property"

Reviewed on Nov 2, 2024

The George Washington Hotel, A Wyndham Grand Hotel
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
3 out of 5
141 Kernstown Commons Blvd, Winchester, VA
The price is $91 per night from Nov 24 to Nov 25
$91
includes taxes & fees
Nov 24 - Nov 25
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,015 reviews)
"Friendly staff clean good value for money. Would stay there again"

Reviewed on Nov 2, 2024

Country Inn & Suites by Radisson, Winchester, VA
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
The price is $97 per night from Dec 5 to Dec 6
$97
includes taxes & fees
Dec 5 - Dec 6
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! (1,007 reviews)
"Commercial"

Reviewed on Oct 31, 2024

Comfort Inn & Suites
Red Roof Inn Winchester, VA
Red Roof Inn Winchester, VA
2 out of 5
991 Millwood Pike, Winchester, VA
The price is $66 per night from Dec 1 to Dec 2
$66
includes taxes & fees
Dec 1 - Dec 2
Stay at this hotel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
7.2/10 Good! (1,002 reviews)
"Nice hotel"

Reviewed on Oct 14, 2024

Red Roof Inn Winchester, VA
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
3 out of 5
333 Front Royal Pike, Winchester, VA
The price is $101 per night from Dec 5 to Dec 6
$101
includes taxes & fees
Dec 5 - Dec 6
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,005 reviews)
Fabulous!
"Our stay was great! We will definitely be returning. Lobby, staff, breakfast, comfort level, room cleanliness, everything was a 10!"

Reviewed on Oct 29, 2024

Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
See all 1,900 properties in 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.