7 Best Downtowns In Virginia
As you might guess from a state whose branding includes the phrase “Virginia is for Lovers,” a visit to the Old Dominion is going to be something special. It’s an especially apt slogan for lovers of scenic downtown areas, something that many small Virginian towns have been blessed with. What makes these destinations so special? In addition to the fact that they serve as the heart and soul of these delightful communities, the best of Virginia’s downtowns boast historic architectural styles that reflect the state’s early colonial past, making them extremely pleasant to explore on foot. Find out more with our selection of the seven best downtowns in Virginia.
Charlottesville
Charlottesville’s lovely downtown area is anchored by the Downtown Mall, an eight-block, brick-paved pedestrian corridor along East Main Street, that’s well worth exploring. And take your time, as there’s much to see here. Anchored at one end by the Omni Charlottesville Hotel and at the other by the Ting Pavilion amphitheater, the Mall is also where you’ll find The Paramount Theater, which opened in 1931 and still showing classic films and hosting community events. The even older Jefferson Theater, built in 1912 as a movie house, is now a concert venue.
Traveling with kids? The Virginia Discovery Museum is an ideal spot to entertain your wee ‘uns and offers plenty of hands-on activities to keep them busy. They also offer a Date Night Drop-Off program, letting you leave them for a few hours while you head out to explore the Downtown Mall or enjoy an adult-only meal with your loved one. Just a few blocks away on High Street, the Charlottesville Historic District is home to attractions such as the Charlottesville Opera and the McGuffey Art Center. As Virginia's best college town (it's home to the University of Virginia), the downtown core is usually buzzing with an infectious, youthful energy.
Lexington
Known as the “Historic Heart” of the Shenandoah Valley, Lexington’s downtown is closely associated with its two prominent institutions, Washington and Lee University (W &L) and the Virginia Military Institute (VMI); both are easy to walk to from the downtown core. W&L, originally founded as the Augusta Academy in 1749, features many early 19th-century buildings where students and faculty continue to hold classes and public programs. The campus is fun to explore for its beautiful park-like setting, especially the area around the majestic Washington Hall and the University Chapel.
The Virginia Military Institute, founded in 1839, showcases many fine examples of mid-19th-century Gothic Revival architecture and continues to train cadets. You’ll notice many of these courteous students in white uniforms, greeting you warmly as they move through town. A popular way to explore downtown Lexington and its sights is by taking a fun horse-and-buggy ride with the Lexington Carriage Company. These hour-long tours navigate the downtown area, including the university, the nearby military academy, and the Stonewall Jackson House, where Confederate General Thomas “Stonewall” Jackson lived while teaching at the academy.
Winchester
Winchester is another charming town known for its pedestrian-friendly downtown. Known as Old Town Winchester, it spans an impressive 45 blocks straddling Loudon Street and is chock-a-block with fun things to do. Highlights include George Washington’s Office Museum, a small log structure where the future President was based in 1755, and the Shenandoah Valley Civil War Museum. Located in the 1840 Frederick County Courthouse, the latter features interesting exhibits detailing significant regional battles.
Other Old Town landmarks include the Monument, a popular music venue, and the colorful Bright Box performing arts center (it’s bright yellow, so it stands out). Have your camera ready for the delightful old colonial-era homes at the south end of Loudon Street, now serving as offices. To make the most of this delightful downtown area, book a stay at the historic George Washington Hotel, just a few blocks from Old Town and easy to walk to. The best time to visit? The Shenandoah Apple Blossom Festival, held every spring since 1924, remains a highlight of Winchester’s events calendar and brings a carnival atmosphere to Old Town Winchester and the downtown core.
Fredericksburg
Fredericksburg’s vibrant downtown encompasses a 40-block National Historic District that reflects the 18th and 19th centuries. Founded in 1728, it quickly grew into a trading center due to its advantageous position along the Rappahannock River, which visitors can enjoy from Riverfront Park. Many historical buildings from the early era still stand in and around the downtown area, including the Mary Washington House, purchased in 1772 by George Washington for his mother. Today, it serves as an engaging museum with insightful interpretative tours.
The Hugh Mercer Apothecary Shop is another must-visit, preserving the workings of an authentic 18th-century medical practice. If you're in the mood for more history, check out the Fredericksburg Area Museum. Housed in an old redbrick town hall dating from the early 1800s, it hosts exhibits on the Revolutionary and Civil War periods.
Petersburg
Just a short drive south of Richmond, the state capital, Petersburg’s downtown is notable for its Civil War history and active commercial scene. Begin your exploration in Historic Old Towne Petersburg, where you'll recognize it by the cobblestone streets. The area boasts many historic buildings, including the Farmers Market—an octagonal red brick structure from the late 18th century that is still open on weekends. Nearby, the Petersburg Area Art League (PAAL) showcases works by local artists. Walking further along Old Street, you'll find the ruins of the Peter Jones Trading Station from the late 1600s. The Blue Willow Tea Room, offering authentic English afternoon tea, is also nearby.
Keep exploring by walking uphill from the Appomattox River to the Historic Farmers Bank Museum. Opened in 1817, the Farmers Bank is one of Virginia’s oldest bank buildings and now serves as a museum featuring period furnishings, original vaults, and exhibits on Petersburg’s commercial growth. From here, head to the Exchange Building and Petersburg Visitors Center, completed in 1841 and now offering travel information and exhibits on Civil War events and local trade history.
Front Royal
Front Royal’s downtown, though smaller than others on this list, remains charming. Main Street features many buildings from the late 19th and early 20th centuries that are still in use, and the area has been a popular destination for tourists for years. The centerpiece is the Town Square, a scenic park with a beautiful gazebo perfect for selfies. From there, visit the historic railway station, now the Front Royal/Warren County Visitors Center, where friendly staff can share information about local attractions and nearby sites like Shenandoah National Park.
Another notable downtown attraction is the Warren Rifles Confederate Museum, established in 1959 with exhibits and artifacts related to local Civil War history. Spring is ideal for attending the Front Royal Wine and Craft Festival in May, which attracts wineries and artisans to the downtown area. In summer weekends, live music at the Town Square gazebo provides an enjoyable background for visitors.
Luray
While best known for its spectacular caverns, Luray’s downtown area is worth visiting, too. Downtown Luray is hilly, and its undulating main street makes for a great photo. Built in 1939, the Page Theater still shows movies 85 years later, while eateries include the excellent Gathering Grounds Patisserie & Café, a great spot for a breakfast bagel or a gourmet sandwich.
The downtown truly shines during events. One highlight is the Festival of Spring every May, which draws visitors to enjoy live music and art vendors. For year-round stays rooted in history, the Mimslyn Inn, opened in 1931, showcases early 20th-century hospitality and is just a 20-minute walk from downtown.
The Final Word
A visit to any of these seven downtowns is an excellent way to get to know the state of Virginia. From the pedestrian-friendly streets of Charlottesville and Winchester to the picturesque main drags of Front Royal and Petersburg, you should definitely include at least one or two of these must-visit destinations on your Southern USA travel itinerary. Be sure to bookmark our list of the seven best downtowns in Virginia for ideas and inspiration.
