12 Prettiest Downtown Strips In Virginia
Virginia's charm lies in its unmatched historical heritage, stupefying natural scenery, and vibrant cultural scene. While it is easy for travelers to choose big cities like Virginia Beach or Richmond as their preferred destination, the Old Dominion is more than its major metro areas. A detour off the well-trodden path introduces tourists to a long list of adorable little towns that don't seem to receive the hype they deserve.
Despite this, newbies can look forward to a variety of fun experiences, especially when exploring the downtown areas. Thanks to their pedestrian-friendly layout, these social hubs are the best places to discover local history, heritage, and the character of the people. From Wytheville’s vibrant culture to Winchester's historic allure, discover the prettiest downtown strips in Virginia.
Onancock
This Eastern Shore village in Accomack County boasts an unparalleled artistic culture and historic heritage that plays out on the streets of its waterfront downtown district. Onancock houses numerous art centers, inviting fans and enthusiasts to catch a live stage show by local performers at North Street Playhouse and admire thought-provoking exhibits inside the Danny Doughty Gallery.
The many landmarks dotting Onancock's urban core show its dynamic history. Ker Place is an excellent example, transporting guests back to the early 19th century when it was completed. The historic home once housed Agnes and John Ker and is the best representation of old-world Federal architecture in Onancock.
Williamsburg
Williamsburg is a living history museum harboring a rich tapestry of Virginia's history during its days under colonialism. It was the first capital of Colonial Virginia and provided a vivid glimpse of the times for anyone touring Colonial Williamsburg. This 300-acre property maintains period stores, homes, and structures in their original forms. Highlights include the Governor's Palace, a stately mansion that served as the official residence for the English royals and the first two elected governors.
The Bruton Parish Episcopal Church showcases the architectural prowess that defines downtown Williamsburg. This imposing church was built in the 1670s and turns heads with its Georgian design. While exploring the district, take the time to browse antique art at the Abby Aldrich Rockefeller Folk Art Museum.
Fredericksburg
This beautiful river town on the Rappahannock River thrusts vacationers into the annals of American Civil War history. Downtown Fredericksburg is jam-packed with historical markers and monuments, such as the Mary Washington House. This iconic dwelling belonged to George Washington's mother, purchased by the former president in 1772. However, the town is best remembered for its Civil War heritage, which is well documented at the Fredericksburg Battlefield Visitor Center using a short movie, books, and other interactive artifacts.
Meanwhile, the James Monroe Museum and Memorial Library pays tribute to America's fifth president by showcasing America's largest memorabilia collection related to James Monroe. Beyond the historical journey, guests can enjoy casual shopping at the Fredericksburg Farmers Market.
Petersburg
Petersburg has a compact yet vibrant downtown district, which makes it easy for tourists to explore an eclectic blend of historical sites, dining spots, watering holes, and art galleries. Petersburg National Battlefield is a must-visit for war enthusiasts and preserves the site of the conflict's longest event, lasting 292 days. Meanwhile, the Petersburg Old Towne Historic District takes you on an intriguing journey through time as you walk through rustic streets with dozens of buildings dating back to the 18th through the 20th century.
Aside from the history, the old town connects visitors with the arts at the Petersburg Area Art League by exhibiting a rotating and permanent collection of exhibits by homegrown artists. Also, you can sample flavorful craft beers at Trapezium Brewing Company to ease your mind.
Abingdon
Abingdon is a recognized arts hub in Washington County and harbors a vibrant downtown region with notable cultural attractions. Walking down Main Street, you will come across the historic Barter Theatre. This landmark performance art venue has been entertaining enthusiasts with live theatrical shows since the 1930s and is the country's longest-running professional theatre. The William King Museum of Art is another must-see location in the neighborhood, known for showcasing classic and contemporary pieces in a former school building.
Every Saturday, the Abingdon Farmers Market breathes life into the downtown strip, welcoming visitors to sample fresh-from-the-farm goods and crafts by local vendors. Also, remember to stop at Sweetbay Brewing Company for a pint of beer before calling it a day.
Staunton
Staunton, just 40 miles from Charlottesville, is an exciting town in Virginia's Shenandoah Valley with a little bit of everything to offer tourists. From historic structures and art venues to quaint eateries, downtown Staunton is a great corridor to explore. It is notably home to the Woodrow Wilson Presidential Library & Museum, which honors the diligent legacy of America's 28th president. Art lovers gravitate towards Blackfriars Playhouse to watch enthralling performances inside a rustic recreation of a classic Shakespearean indoor theater.
Meanwhile, the R.R. Smith Center for History and Art offers an all-around artistic experience, housing galleries, a library, studios, a lecture hall, and archival storage. After hours of roaming the Staunton streets, you can enjoy a delicious burger at Remedy Burger to restock your energy reserves.
Marion
Marion is a college town in Smyth County, named after Francis Marion, an officer who fought in the American Revolutionary War. Its downtown harbors a blend of history, culture, and entertainment, culminating in a popular gathering hub. Along the main thoroughfare, the Mayan Revival-style Lincoln Theatre screens the latest movies and stages live theatrical presentations to entertain the locals. Meanwhile, the Smyth County Museum welcomes newcomers to learn the region's dynamic past by browsing artifacts and archives.
You can also admire a lovely library of jewelry, greeting cards, paintings, and other creations at the Ford Studios. Foodies need not look far or wide to find a nice spot to curb their cravings. Yummy Yummy Japanese Restaurant is a standout in the district, serving delectable Asian cuisine in a romantic setting.
Winchester
Winchester's architecturally alluring old town district with unlimited historic treasures puts it among the prettiest downtown strips in Virginia. It offers a walk-friendly layout while promising eye-opening discoveries, starting with the Shenandoah Valley Civil War Museum. The facility educates guests with assorted exhibits associated with the landmark American Civil War. Meanwhile, you can get a feel for local arts at Bright Box Theater, where residents gather to enjoy live performances lined up throughout the year.
If you like to shop, you can access exciting opportunities at the Loudoun Street Pedestrian Mall in Old Town, a hub for dining and shopping enthusiasts in downtown Winchester. Finally, take the time to travel back in time with a tour of the Patsy Cline Historic Site.
Leesburg
Leesburg is a vibrant town in Loudoun County with a picturesque downtown district and a fine display of various old-world architecture. It houses multiple buildings on the NRHP line along its main street, including George C. Marshall's Dodona Manor. This Federal-style structure was built in the 19th century and maintains several original elements. Tally Ho Theater is where locals gather to watch the latest movies or stage productions by homegrown performers, serving as a crucial entertainment hub.
Meanwhile, retail therapy lovers can anticipate gracious opportunities at Leesburg Premium Outlets, home to over 100 stores with all manner of merchandise on sale. But if you need something to bite, head to Spanky's Shenanigans for a quick meal.
Lexington
Lexington is a quaint college community with a colorful historic district where guests can discover vintage structures, art institutions, and trendy eateries. The town's enduring heritage can be seen in a handful of historical buildings, particularly the Jackson House Museum. Constructed in the mid-1800s, the old dwelling once housed Thomas "Stonewall" Jackson, a general from the Civil War. The Gin Hotel is another notable landmark in the district, boasting a heritage dating back to 1926.
Apart from taking in the history, tourists can try out local crafts at Heliotrope Brewery to taste the brew scene. But before you start to imbibe, stop by Haywood's Restaurant to ensure you are doing it on a full stomach.
Wytheville
Wytheville is a laid-back municipality in Wythe County with a lively downtown area where history and culture interact. The strip is always jostling with residents and tourists, some exploring local history at the Edith Bolling Wilson Birthplace Museum. The building preserves the legacy of the former first lady using related memorabilia and relics. Others prefer to watch provocative theatrical productions at the Millwald Theatre and modern movies in a small yet intimate auditorium.
Those looking for a fun time to socialize and make merry can stop by Seven Sisters Brewery and enjoy a pint or two of beer while jamming to slow music. It always maintains an upbeat atmosphere with friendly patrons.
Warrenton
Steeped in history, Warrenton was founded in the early 19th century and harbors a well-maintained historic district with a brilliant cluster of old-world structures. Today, you can find restaurants, boutiques, and other shops inside these vintage structures. At the core of the town, the Fauquier History Museum tells a story of the old days through its early 1800s brick facade and period artifacts.
Meanwhile, Fox Den Antique Mall invites souvenir collectors to sort through cute gift items. Those visiting with family can take the kids to Galaxy Strikes Bowling Center for a fun bowling session before sitting down for a delicious pizza at Licorice Pizza.
If you are curious about where to find the prettiest downtown strips in Virginia, any of these small towns presents a compelling case. Their overall walkability and richness of attractions provide tourists with an unforgettable journey of discovery as they hop from one attraction to another. From the rare historic trip in Williamsburg to the fun artistic immersion in Staunton, each has a character and charm that unravels in the downtown strip.
