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Winchester

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Winchester Flights as Low as $110

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

Frontier Airlines
Sat, Feb 22 - Wed, Feb 26
ORD
O'Hare Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$110 Roundtrip, found 1 day ago
$110
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 22 from O'Hare Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Feb 26, priced at $110 found 1 day ago
Frontier Airlines
Mon, Feb 24 - Wed, Mar 5
MSP
Minneapolis - St. Paul Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$115 Roundtrip, found 4 days ago
$115
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Feb 24 from Minneapolis - St. Paul Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Mar 5, priced at $115 found 4 days ago
Frontier Airlines
Thu, Jan 23 - Thu, Jan 30
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$120 Roundtrip, found 5 days ago
$120
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Jan 23 from O'Hare Intl. to Washington Dulles Intl., returning Thu, Jan 30, priced at $120 found 5 days ago
Frontier Airlines
Wed, Apr 23 - Fri, Apr 25
MSP
Minneapolis - St. Paul Intl.
DCA
Ronald Reagan Washington National
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Apr 23 from Minneapolis - St. Paul Intl. to Ronald Reagan Washington National, returning Fri, Apr 25, priced at $150 found 1 day ago
Frontier Airlines
Wed, Feb 12 - Wed, Feb 19
ORD
O'Hare Intl.
DCA
Ronald Reagan Washington National
$153 Roundtrip, found 2 days ago
$153
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Feb 12 from O'Hare Intl. to Ronald Reagan Washington National, returning Wed, Feb 19, priced at $153 found 2 days ago
Delta
Tue, Mar 18 - Wed, Mar 26
MSP
Minneapolis - St. Paul Intl.
IAD
Washington Dulles Intl.
$179 Roundtrip, found 14 hours ago
$179
Roundtrip
found 14 hours ago
Select Delta flight, departing Tue, Mar 18 from Minneapolis - St. Paul Intl. to Washington Dulles Intl., returning Wed, Mar 26, priced at $179 found 14 hours ago
Frontier Airlines
Mon, Jan 27 - Fri, Jan 31
SEA
Seattle - Tacoma Intl.
DCA
Ronald Reagan Washington National
$180 Roundtrip, found 12 hours ago
$180
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Mon, Jan 27 from Seattle - Tacoma Intl. to Ronald Reagan Washington National, returning Fri, Jan 31, priced at $180 found 12 hours ago
Delta
Tue, Jan 21 - Mon, Jan 27
SEA
Seattle - Tacoma Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Jan 21 from Seattle - Tacoma Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Jan 27, priced at $237 found 4 days ago
Alaska Airlines
Fri, Jan 31 - Sat, Feb 1
SEA
Seattle - Tacoma Intl.
IAD
Washington Dulles Intl.
$282 Roundtrip, found 12 hours ago
$282
Roundtrip
found 12 hours ago
Select Alaska Airlines flight, departing Fri, Jan 31 from Seattle - Tacoma Intl. to Washington Dulles Intl., returning Sat, Feb 1, priced at $282 found 12 hours ago
Spirit Airlines
Sun, Feb 9 - Mon, Feb 17
BOI
Boise
BWI
Baltimore Washington Intl. Thurgood Marshall
$288 Roundtrip, found 4 days ago
$288
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sun, Feb 9 from Boise to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Feb 17, priced at $288 found 4 days ago
Alaska Airlines
Tue, Jan 28 - Tue, Feb 4
BOI
Boise
DCA
Ronald Reagan Washington National
$300 Roundtrip, found 15 hours ago
$300
Roundtrip
found 15 hours ago
Select Alaska Airlines flight, departing Tue, Jan 28 from Boise to Ronald Reagan Washington National, returning Tue, Feb 4, priced at $300 found 15 hours ago
United
Mon, Feb 10 - Sat, Feb 15
BOI
Boise
IAD
Washington Dulles Intl.
$341 Roundtrip, found 4 days ago
$341
Roundtrip
found 4 days ago
Select United flight, departing Mon, Feb 10 from Boise to Washington Dulles Intl., returning Sat, Feb 15, priced at $341 found 4 days ago
Delta
Thu, Jan 23 - Fri, Jan 24
COS
Colorado Springs
IAD
Washington Dulles Intl.
$449 Roundtrip, found 1 day ago
$449
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Jan 23 from Colorado Springs to Washington Dulles Intl., returning Fri, Jan 24, priced at $449 found 1 day ago
Delta
Thu, Jan 23 - Sat, Jan 25
COS
Colorado Springs
DCA
Ronald Reagan Washington National
$449 Roundtrip, found 1 day ago
$449
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Jan 23 from Colorado Springs to Ronald Reagan Washington National, returning Sat, Jan 25, priced at $449 found 1 day ago
Delta
Sat, Jul 19 - Sat, Jul 26
COS
Colorado Springs
BWI
Baltimore Washington Intl. Thurgood Marshall
$452 Roundtrip, found 3 days ago
$452
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Jul 19 from Colorado Springs to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Jul 26, priced at $452 found 3 days ago
Alaska Airlines
Wed, Jan 15 - Wed, Jan 22
PAE
Seattle Paine Field Intl. Airport
IAD
Washington Dulles Intl.
$928 Roundtrip, found 2 days ago
$928
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Wed, Jan 15 from Seattle Paine Field Intl. Airport to Washington Dulles Intl., returning Wed, Jan 22, priced at $928 found 2 days 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 February, 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 $110, 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 $110 right now, why wait?

Winchester Flight Information
Destination airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code
BWI
Roundtrip price
$68

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 $110 per night from Jan 12 to Jan 13
$110
includes taxes & fees
Jan 12 - Jan 13
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! (1,774 reviews)
"Great hotel, we ended up staying for three nights, there's a lot to do around Winchester which is about 5-6 mins away and the National Park is about 20 mins away. The only reason for the 4 star is the strange smell in the lobby. I couldn't get pass the chemical smell, couldn't part take the the breakfast, ..."

Reviewed on Jan 8, 2025

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 Jan 13 to Jan 14
$82
includes taxes & fees
Jan 13 - Jan 14
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! (1,101 reviews)
"So clean and comfortable! Love that the rooms are inside and not outside like many motels. We loved that it was so clean and neat and also pet friendly! By far the best place we were able to stay with our 2 cats as we moved across country."

Reviewed on Jan 8, 2025

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 $67 per night from Jan 21 to Jan 22
$67
includes taxes & fees
Jan 21 - Jan 22
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! (1,000 reviews)
"They accept dogs"

Reviewed on Dec 31, 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 $143 per night from Jan 19 to Jan 20
$143
includes taxes & fees
Jan 19 - Jan 20
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! (1,000 reviews)
Wonderful people!
"The staff was great, I got stuck because of a snowstorm, so I ended up staying a second night. The setup of the room could have been better - the four poster bed was awesome, but one of the posts blocked the tv and the furniture all blocked the windows so it was hard to see outside to see the beautiful ..."

Reviewed on Jan 6, 2025

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 $95 per night from Feb 2 to Feb 3
$95
includes taxes & fees
Feb 2 - Feb 3
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! (1,001 reviews)
"Stay was pleasant. A nice pet friendly option"

Reviewed on Dec 28, 2024

Country Inn & Suites by Radisson, Winchester, VA
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
The price is $67 per night from Feb 3 to Feb 4
$67
includes taxes & fees
Feb 3 - Feb 4
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! (1,108 reviews)
"I appreciate the consistent good service and comfortable stay at the Travelodge in Winchester VA."

Reviewed on Jan 7, 2025

Travelodge by Wyndham Winchester
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
2.5 out of 5
280 MARKET STREET, Winchester, VA
The price is $107 per night from Jan 26 to Jan 27
$107
includes taxes & fees
Jan 26 - Jan 27
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! (528 reviews)
"The suite we had was ok. The bathroom had a sliding door with colored glass. Unfortunately this was in the middle of the room and was obnoxious when anyone used the bathroom at night. The light inside it lit up the entire room and the door made a loud noise when opening it. OK if you travel alone, ..."

Reviewed on Dec 31, 2024

SpringHill Suites by Marriott Winchester
Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
140 Costello Dr, Winchester, VA
The price is $71 per night from Feb 9 to Feb 10
$71
includes taxes & fees
Feb 9 - Feb 10
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! (1,000 reviews)
"Perfect place to overnight on our long drive to Florida. The Costco across the street was perfect to fill up and take a walk on a very cold evening."

Reviewed on Jan 8, 2025

Sleep Inn & Suites
See all 1,887 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.