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Winchester

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Winchester Flights as Low as $48

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

Frontier Airlines
Sat, Mar 1 - Wed, Mar 5
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$48 Roundtrip, found 4 days ago
$48
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Mar 1 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, Mar 5, priced at $48 found 4 days ago
Spirit Airlines
Sat, Feb 22 - Tue, Feb 25
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$48 Roundtrip, found 3 days ago
$48
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, Feb 22 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Feb 25, priced at $48 found 3 days ago
Spirit Airlines
Sun, May 18 - Tue, May 20
BOS
Logan Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$48 Roundtrip, found 5 days ago
$48
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sun, May 18 from Logan Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, May 20, priced at $48 found 5 days ago
Frontier Airlines
Mon, Mar 3 - Tue, Mar 4
AUS
Austin-Bergstrom Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$120 Roundtrip, found 18 hours ago
$120
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Mon, Mar 3 from Austin-Bergstrom Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Mar 4, priced at $120 found 18 hours ago
JetBlue Airways
Tue, Jul 1 - Fri, Jul 4
BOS
Logan Intl.
DCA
Ronald Reagan Washington National
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Jul 1 from Logan Intl. to Ronald Reagan Washington National, returning Fri, Jul 4, priced at $147 found 6 days ago
United
Thu, Mar 6 - Sun, Mar 9
BOS
Logan Intl.
IAD
Washington Dulles Intl.
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select United flight, departing Thu, Mar 6 from Logan Intl. to Washington Dulles Intl., returning Sun, Mar 9, priced at $147 found 6 days ago
American Airlines
Tue, Mar 4 - Tue, Mar 11
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$148 Roundtrip, found 6 days ago
$148
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Mar 4 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Tue, Mar 11, priced at $148 found 6 days ago
Spirit Airlines
Wed, May 7 - Tue, May 13
SEA
Seattle - Tacoma Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$175 Roundtrip, found 12 hours ago
$175
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Wed, May 7 from Seattle - Tacoma Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, May 13, priced at $175 found 12 hours ago
Delta
Sat, Feb 15 - Wed, Feb 19
BTR
Baton Rouge Metropolitan
BWI
Baltimore Washington Intl. Thurgood Marshall
$258 Roundtrip, found 2 days ago
$258
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Feb 15 from Baton Rouge Metropolitan to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Feb 19, priced at $258 found 2 days ago
JetBlue Airways
Mon, Mar 10 - Tue, Mar 11
SEA
Seattle - Tacoma Intl.
DCA
Ronald Reagan Washington National
$270 Roundtrip, found 4 days ago
$270
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Mar 10 from Seattle - Tacoma Intl. to Ronald Reagan Washington National, returning Tue, Mar 11, priced at $270 found 4 days ago
Delta
Tue, May 20 - Wed, May 28
SEA
Seattle - Tacoma Intl.
IAD
Washington Dulles Intl.
$304 Roundtrip, found 2 days ago
$304
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, May 20 from Seattle - Tacoma Intl. to Washington Dulles Intl., returning Wed, May 28, priced at $304 found 2 days ago
Delta
Sat, Mar 22 - Sat, Mar 29
BTR
Baton Rouge Metropolitan
DCA
Ronald Reagan Washington National
$305 Roundtrip, found 1 day ago
$305
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Mar 22 from Baton Rouge Metropolitan to Ronald Reagan Washington National, returning Sat, Mar 29, priced at $305 found 1 day ago
Delta
Sat, Mar 22 - Sat, Mar 29
BTR
Baton Rouge Metropolitan
IAD
Washington Dulles Intl.
$320 Roundtrip, found 1 day ago
$320
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Mar 22 from Baton Rouge Metropolitan to Washington Dulles Intl., returning Sat, Mar 29, priced at $320 found 1 day ago
Frontier Airlines
Tue, Mar 18 - Mon, Mar 24
AUS
Austin-Bergstrom Intl.
IAD
Washington Dulles Intl.
$369 Roundtrip, found 5 days ago
$369
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Mar 18 from Austin-Bergstrom Intl. to Washington Dulles Intl., returning Mon, Mar 24, priced at $369 found 5 days ago
United
Sat, Jul 5 - Sun, Jul 13
AUS
Austin-Bergstrom Intl.
DCA
Ronald Reagan Washington National
$491 Roundtrip, found 2 days ago
$491
Roundtrip
found 2 days ago
Select United flight, departing Sat, Jul 5 from Austin-Bergstrom Intl. to Ronald Reagan Washington National, returning Sun, Jul 13, priced at $491 found 2 days ago
Alaska Airlines
Fri, Jul 11 - Tue, Jul 22
PAE
Seattle Paine Field Intl. Airport
DCA
Ronald Reagan Washington National
$806 Roundtrip, found 12 hours ago
$806
Roundtrip
found 12 hours ago
Select Alaska Airlines flight, departing Fri, Jul 11 from Seattle Paine Field Intl. Airport to Ronald Reagan Washington National, returning Tue, Jul 22, priced at $806 found 12 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 March, 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 $48, 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 $48 right now, why wait?

Winchester Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$48

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 $112 per night from Feb 16 to Feb 17
$112
includes taxes & fees
Feb 16 - Feb 17
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! (1,808 reviews)
"It was close to the attractions we were going to visit. Staff was friendly and helpful. Breakfast was a great variety. Lots of room to sit and gather."

Reviewed on Feb 9, 2025

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 $73 per night from Mar 1 to Mar 2
$73
includes taxes & fees
Mar 1 - Mar 2
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,103 reviews)
"Very comfortable and well maintained"

Reviewed on Feb 8, 2025

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 Feb 16 to Feb 17
$82
includes taxes & fees
Feb 16 - Feb 17
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! (1,127 reviews)
"Front desk staff is always very friendly and accommodating. Rooms are always clean and cozy."

Reviewed on Feb 9, 2025

Microtel Inn & Suites by Wyndham Winchester
Spark by Hilton Winchester
Spark by Hilton Winchester
3 out of 5
150 Wingate Dr, Winchester, VA
The price is $105 per night from Mar 9 to Mar 10
$105
includes taxes & fees
Mar 9 - Mar 10
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,000 reviews)
"Very clean. Simple. Tea...parking"

Reviewed on Feb 9, 2025

Spark by Hilton 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 $134 per night from Feb 18 to Feb 19
$134
includes taxes & fees
Feb 18 - Feb 19
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! (1,003 reviews)
"It was a beautiful building, the staff were wonderful, and super easy parking & check in! The lounge was a fun place to hang out and all of the food & drink was delicious! We had a great stay!"

Reviewed on Feb 10, 2025

The George Washington Hotel, A Wyndham Grand Hotel
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
2.5 out of 5
280 MARKET STREET, Winchester, VA
The price is $117 per night from Feb 16 to Feb 17
$117
includes taxes & fees
Feb 16 - Feb 17
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! (542 reviews)
"Very clean.Quite sleeping at night. Breakfast adequate. Bath water warm but not hot. Would stay again and highly recommended!"

Reviewed on Feb 8, 2025

SpringHill Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester
2.5 out of 5
250 Front Royal Pike, Winchester, VA
The price is $101 per night from Feb 16 to Feb 17
$101
includes taxes & fees
Feb 16 - Feb 17
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 ...
8.8/10 Excellent! (680 reviews)
"Excellent accommodations"

Reviewed on Feb 9, 2025

Fairfield Inn & Suites by Marriott Winchester
Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
140 Costello Dr, Winchester, VA
The price is $75 per night from Feb 23 to Feb 24
$75
includes taxes & fees
Feb 23 - Feb 24
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 ...
8/10 Very Good! (999 reviews)
"Good value for the price. No complaints to report."

Reviewed on Jan 31, 2025

Sleep Inn & Suites
See all 1,872 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.