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Winchester

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Winchester Flights as Low as $58

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

Spirit Airlines
Wed, Dec 11 - Sat, Dec 14
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$58 Roundtrip, found 2 days ago
$58
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Dec 11 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Dec 14, priced at $58 found 2 days ago
Frontier Airlines
Sat, Jan 11 - Sat, Jan 18
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$66 Roundtrip, found 2 days ago
$66
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Jan 11 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Jan 18, priced at $66 found 2 days ago
Frontier Airlines
Tue, Dec 10 - Tue, Dec 17
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$68 Roundtrip, found 22 hours ago
$68
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Tue, Dec 10 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Dec 17, priced at $68 found 22 hours ago
Frontier Airlines
Sat, Jan 11 - Tue, Jan 14
LAX
Los Angeles Intl.
IAD
Washington Dulles Intl.
$138 Roundtrip, found 4 days ago
$138
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Jan 11 from Los Angeles Intl. to Washington Dulles Intl., returning Tue, Jan 14, priced at $138 found 4 days ago
Spirit Airlines
Fri, Dec 6 - Sun, Dec 15
LAX
Los Angeles Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$146 Roundtrip, found 6 hours ago
$146
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Fri, Dec 6 from Los Angeles Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sun, Dec 15, priced at $146 found 6 hours ago
Frontier Airlines
Thu, Dec 12 - Tue, Jan 7
ONT
Los Angeles - Ontario Intl.
DCA
Ronald Reagan Washington National
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Dec 12 from Los Angeles - Ontario Intl. to Ronald Reagan Washington National, returning Tue, Jan 7, priced at $158 found 2 days ago
Frontier Airlines
Thu, Dec 19 - Tue, Dec 24
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$158 Roundtrip, found 4 days ago
$158
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Dec 19 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Tue, Dec 24, priced at $158 found 4 days ago
Frontier Airlines
Tue, Dec 10 - Tue, Dec 17
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$158 Roundtrip, found 3 days ago
$158
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Dec 10 from Los Angeles Intl. to Ronald Reagan Washington National, returning Tue, Dec 17, priced at $158 found 3 days ago
Air Canada
Thu, Dec 19 - Mon, Dec 30
YYZ
Pearson Intl.
DCA
Ronald Reagan Washington National
$221 Roundtrip, found 23 hours ago
$221
Roundtrip
found 23 hours ago
Select Air Canada flight, departing Thu, Dec 19 from Pearson Intl. to Ronald Reagan Washington National, returning Mon, Dec 30, priced at $221 found 23 hours ago
Air Canada
Wed, Dec 18 - Sat, Dec 28
YYZ
Pearson Intl.
IAD
Washington Dulles Intl.
$223 Roundtrip, found 2 days ago
$223
Roundtrip
found 2 days ago
Select Air Canada flight, departing Wed, Dec 18 from Pearson Intl. to Washington Dulles Intl., returning Sat, Dec 28, priced at $223 found 2 days ago
Delta
Wed, Dec 11 - Wed, Dec 11
YYZ
Pearson Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$225 Roundtrip, found 5 days ago
$225
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Dec 11 from Pearson Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Dec 11, priced at $225 found 5 days ago
Air Canada
Thu, Jan 9 - Tue, Jan 14
YYC
Calgary Intl.
IAD
Washington Dulles Intl.
$248 Roundtrip, found 5 days ago
$248
Roundtrip
found 5 days ago
Select Air Canada flight, departing Thu, Jan 9 from Calgary Intl. to Washington Dulles Intl., returning Tue, Jan 14, priced at $248 found 5 days ago
Frontier Airlines
Fri, Jan 3 - Mon, Jan 6
ONT
Los Angeles - Ontario Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$258 Roundtrip, found 1 day ago
$258
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Jan 3 from Los Angeles - Ontario Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Jan 6, priced at $258 found 1 day ago
Air Canada
Wed, Mar 19 - Tue, Mar 25
YYC
Calgary Intl.
DCA
Ronald Reagan Washington National
$270 Roundtrip, found 4 days ago
$270
Roundtrip
found 4 days ago
Select Air Canada flight, departing Wed, Mar 19 from Calgary Intl. to Ronald Reagan Washington National, returning Tue, Mar 25, priced at $270 found 4 days ago
Delta
Thu, Jan 9 - Tue, Jan 14
YYC
Calgary Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$286 Roundtrip, found 5 days ago
$286
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Jan 9 from Calgary Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Jan 14, priced at $286 found 5 days ago
Delta
Wed, Jan 15 - Sat, Jan 25
ONT
Los Angeles - Ontario Intl.
IAD
Washington Dulles Intl.
$336 Roundtrip, found 1 day ago
$336
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jan 15 from Los Angeles - Ontario Intl. to Washington Dulles Intl., returning Sat, Jan 25, priced at $336 found 1 day 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 December, 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 $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 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 $58 right now, why wait?

Winchester Flight Information
Destination airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code
BWI
Roundtrip price
$58

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! (1,713 reviews)
"Clean, good staff, close to everything"

Reviewed on Nov 19, 2024

La Quinta Inn & Suites 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 Dec 1 to Dec 2
$82
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 helpful staff and the clean ...
9/10 Wonderful! (1,049 reviews)
"Great efficient modern property. Well designed. I would stay here again."

Reviewed on Nov 18, 2024

Microtel Inn & Suites by Wyndham Winchester
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 2 to Dec 3
$66
includes taxes & fees
Dec 2 - Dec 3
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 ...
7.4/10 Good! (1,001 reviews)
"As described"

Reviewed on Nov 5, 2024

Red Roof Inn Winchester, VA
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 $144 per night from Dec 1 to Dec 2
$144
includes taxes & fees
Dec 1 - Dec 2
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! (1,002 reviews)
"It’s very close to the local walking mall with stores and nice restaurants. parking was not a problem."

Reviewed on Nov 19, 2024

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
The price is $71 per night from Dec 1 to Dec 2
$71
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! (1,112 reviews)
"Good quality for the price"

Reviewed on Nov 16, 2024

Travelodge by Wyndham Winchester
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
The price is $81 per night from Dec 22 to Dec 23
$81
includes taxes & fees
Dec 22 - Dec 23
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! (1,002 reviews)
"The property was easy to get to since its very close to the main road. The restaurant was withing walking distance."

Reviewed on Nov 15, 2024

Comfort Inn & Suites
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 $76 per night from Dec 22 to Dec 23
$76
includes taxes & fees
Dec 22 - Dec 23
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! (1,000 reviews)
"I been to this hotel many time and was my first deception. My room was closed to the hyway and it was very noisy."

Reviewed on Nov 13, 2024

Country Inn & Suites by Radisson, 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 $103 per night from Dec 15 to Dec 16
$103
includes taxes & fees
Dec 15 - Dec 16
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! (1,000 reviews)
"Stay was good. Only stayed one night as we were passing through. Stayed in Winchester as we passed through to NC 5 days ago and this hotel was much nicer."

Reviewed on Nov 11, 2024

Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
See all 1,896 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.