
Cheap flights from Winchester
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Cheap round-trip flights from Winchester
The lowest prices found within the past 7 days from Winchester to were €41 for one-way flights and €82 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.
IAD
Washington Dulles Intl.
MCO
Orlando Intl.
€82 Return, found 6 days ago
€82
Return
found 6 days ago
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
€136 Return, found 3 days ago
€136
Return
found 3 days ago
BWI
Baltimore Washington Intl. Thurgood Marshall
MCO
Orlando Intl.
€137 Return, found 6 days ago
€137
Return
found 6 days ago
IAD
Washington Dulles Intl.
BOS
Logan Intl.
€146 Return, found 1 day ago
€146
Return
found 1 day ago
DCA
Ronald Reagan Washington National
MCO
Orlando Intl.
€162 Return, found 6 days ago
€162
Return
found 6 days ago
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
€164 Return, found 3 days ago
€164
Return
found 3 days ago
Origin airport IATA code | BWI |
Return price | €273 |
Featured Hotels near Winchester

The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St, Winchester, VA
The price is €133 per night from 6 Apr to 7 Apr
€133
includes taxes & fees
6 Apr - 7 Apr
The shopping around The George Washington Hotel, A Wyndham Grand Hotel gets high marks from our customers. During your stay, you're just a quick walk from Handley Regional Library. Features include free WiFi in public areas, plus 2 restaurants and a full-service spa.
9.2/10 Wonderful! (1,000 reviews)
"Love old historical hotel. This one is always been great. Great location neat walking mall and great shopping and restaurants. Street parking and garage nearby. Staff was great."
Reviewed on 23 Mar 2025

Comfort Inn & Suites
195 Kernstown Commons Blvd, Winchester, VA
The price is €89 per night from 31 Mar to 1 Apr
€89
includes taxes & fees
31 Mar - 1 Apr
Our customers tell us that they can't get enough of the free breakfast at Comfort Inn & Suites. During your stay, you'll be within walking distance of Appleland Sports Center. You'll find features such as free WiFi in public areas and free self-parking, plus a 24-hour gym.
9.2/10 Wonderful! (1,001 reviews)
"Everything was great"
Reviewed on 28 Mar 2025

La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is €94 per night from 16 Apr to 17 Apr
€94
includes taxes & fees
16 Apr - 17 Apr
The free breakfast at La Quinta Inn & Suites by Wyndham Winchester gets good marks from our customers. During your stay, you're just a quick walk from Shenandoah University. Enjoy features like free WiFi in public areas and free self-parking, plus an indoor pool.
9/10 Wonderful! (1,880 reviews)
"It was a wonderful stay.."
Reviewed on 26 Mar 2025
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Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza, Winchester, VA
The price is €81 per night from 30 Mar to 31 Mar
€81
includes taxes & fees
30 Mar - 31 Mar
Our customers tell us that they can't get enough of the comfortable beds at Microtel Inn & Suites by Wyndham Winchester. During your stay, you'll be within walking distance of Rutherford Crossing. Enjoy features like free breakfast, free self-parking and free wired Internet.
9/10 Wonderful! (1,162 reviews)
Ok
"Ok place to stay"
Reviewed on 18 Mar 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
The price is €95 per night from 2 Apr to 3 Apr
€95
includes taxes & fees
2 Apr - 3 Apr
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn Winchester Se-Historic Gateway by IHG. During your stay, you're just a quick walk from Valley Health. Free WiFi in public areas, free self-parking and an indoor pool are available.
9/10 Wonderful! (1,001 reviews)
"Very nice staff. Quiet and very clean place."
Reviewed on 24 Mar 2025

Spark by Hilton Winchester
150 Wingate Dr, Winchester, VA
The price is €88 per night from 13 Apr to 14 Apr
€88
includes taxes & fees
13 Apr - 14 Apr
Our customers tell us that they can't get enough of the helpful staff at Spark by Hilton Winchester. During your stay, you're just a quick walk from Shenandoah University. You'll find features such as free breakfast and free self-parking, plus a gym.
8.8/10 Excellent! (1,001 reviews)
"Great spot to stop for the night while traveling. Just off the highway!"
Reviewed on 17 Mar 2025
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.