On my final full day in Northern Virginia, I actually left the NOVA area to travel to Winchester VA. Although Winchester is not considered part of NOVA, it is relatively nearby as the town was an hour away from my hotel. It was a beautiful drive to Winchester as the landscape changed from flat, urbanized land to rural mountains. This is part three of my NOVA trip, following Alexandria and Leesburg/Waterford.
Old Town Winchester
Winchester is the most unique small town I’ve been to because the main thoroughfare has no road going through it. Instead, Old Town Winchester is an entirely pedestrian friendly walking mall that retains the original buildings. It was nice to film a charming small town without having cars and trucks constantly driving by. The rest of Downtown Winchester is more conventional with roads, but it still retains its historic nature.
There are plenty of restaurants in Winchester. I went to Benny Meloto’s Pizza which if I’m being honest was not that great of a pizza. However, it was cheap, quick, and filling (since a single slice can fit on two paper plates), so it’s an option for those who want to maximize their time in Winchester.
Places to See in Winchester
Located in the heart of Old Town Winchester is The Shenandoah Valley Civil War Museum, located in what was the third courthouse of Frederick County. The downstairs section talks about the courthouse’s history while the upstairs exhibit talks about the Civil War in the Shenandoah Valley. The design of the second courthouse was so controversial that part of the county broke apart and formed its own county. The Judge presiding over the John Brown trial was came from this court. Winchester changed hands 72 times during the Civil War, the most of any place in America. Graffiti from both Confederate and Union troops remains visible today. The building remained a courthouse until 1984.
Near Old Town Winchester is the George Washington Office Museum, which delves into George Washington’s early years as a surveyor, as well as recounts Winchester’s early years. I did not know that George Washington became a burgess (member of the legislative body) for Frederick County in 1758. After George Washington left, a family lived in the office until 1908 when the city bought the property.
Also near Old Town Winchester is the Handley Regional Library. This grandiose building is still a working library, but they offer tours twice a month. Look up to marvel at the stained-glass dome.
A bit further away is the Stonewall Jackson Headquarters. Jackson originally headquartered at a hotel, but moved to this building when invited by Lewis T. Moore, the second owner of the house. The two men originally met during John Brown’s trial and execution. The tour guide recounted how the women of Winchester hated the Union so much that they grabbed guns and shot at Union troops. The actress Mary Tyler Moore is a descendant of Lewis T. Moore. Also, the visitor entrance seen above was not the original entrance to the house.
A 15-minute walk from Old Town Winchester is the Patsy Cline Historic House and Patsy Cline Memorial Park. While I did not go to the Museum, I highly recommend visiting the Park to appreciate the unique landscaping. I recommend walking to both places, since they are located in an old suburb with minimal parking.
A several minutes’ drive from downtown Winchester is the Museum of the Shenandoah Valley. This museum is a bit odd, since it is a mix of a history and art museum, with displays of quilts and miniature houses. I noticed that the Shenandoah Valley history section had several historic kitchens on display. The Museum is built around the Glen Burnie estate, which remained in the family’s hands throughout the years; the last owner of the house was gay, which probably the first time I’ve ever been to a museum with some LGBT history.
About a 24-minute drive away from downtown Winchester is the Long Branch Historic House & Farm. The original builder of the mansion died in the War of 1812, and thus never lived in the house. After the Civil War, the widowed wife of the new owner lost the house, but ended up buying back the house and land in auction. The last private owner of the house owned successful racehorses, and modified the mansion to what it is today.
Conclusion
Those looking for a charming small town with plenty to do should look no further than Winchester, VA. You should spend at least two days exploring Winchester and the surrounding area, because I did not visit the Patsy Cline Historic House, Abram’s Delight, or explore the nearby Sky Meadows State Park. Winchester is definitely worth a stop if one is in the Washington D.C./NOVA area, and is close to both Harpers Ferry or Shenandoah National Park.
Some important information: The Museum of the Shenandoah Valley is closed on Monday, while the Patsy Cline Historic House is closed on Tuesday. When arriving at Long Branch Historic House & Farm, ignore what Waze says and turn right to the north entrance. Once you arrive, the visitor entrance is neither the front or back door, but in a small wing to the left (in orientation of the picture above). Once you arrive, let someone know that you’re a visitor and you would like a tour of the house, as they may be in the back.
Below is my companion YouTube video entitled Best Things to Do in Winchester Virginia. Please subscribe if you liked the video.