historic district in Leesburg, Virginia

These Small Towns in Virginia Have the Best Historic Districts

Virginia isn’t just worth visiting for its stunning scenery. It’s also where you’ll find some of America’s most charming towns with well-preserved historic districts. Nicknamed the "Mother of States" for its having been the birthplace of many of the county’s first pioneers and settlers, evidence of Virginia’s pivotal role in American history can be seen in so many of the enchanting small towns that dot its landscape.

With their cobbled streets, classic antebellum homes, and centuries-old landmarks, these picturesque communities can be seen as time capsules that perfectly preserve the state’s storied past. From the Revolutionary War to the Civil Rights Movement, they’ve witnessed pivotal events that shaped the nation.

Planning a trip into Virginia’s past? Use this list for ideas and inspiration.

Abingdon

Beautiful historic district in Abingdon, Virginia, via https://visitabingdonvirginia.com/itineraries/charming-historic
Beautiful historic district in Abingdon, Virginia, via Abingdon Virginia | Historic Charm (visitabingdonvirginia.com)

Located in Southwest Virginia just a short drive from the state border with Tennessee, exploring Abingdon’s historic downtown district on foot is like stepping back in time. You’ll stroll along red brick-lined sidewalks past historic landmarks such as the Barter Theatre, built during the Great Depression in 1933 and where actors would literally “barter” for food and other essentials in return for performing. It’s also recognized as the longest-running professional theatre in the USA.

Fall colors at the historic Martha Washington Inn in Abingdon, Virginia
Fall colors at the historic Martha Washington Inn in Abingdon, Virginia

Just a short stroll away is the Martha Washington Inn & Spa, an elegant building that started out as a residence in 1832, and then served as a Civil War hospital and a women's college before becoming the upscale inn it is today. The town also boasts the Abingdon Muster Grounds, a significant Revolutionary War site.

Leesburg

Leesburg Historic District, Area of the original town centered at the junction of U.S. 15 and VA 7 • Boundary increase, By Strawser - Own work, CC BY-SA 3.0, https://commons.wikimedia.org/w/index.php?curid=27981582
Leesburg Historic District, Area of the original town centered at the junction of U.S. 15 and VA 7 • Boundary increase, By Strawser - Own work, CC BY-SA 3.0, File:7and15 Leesburg.JPG - Wikimedia Commons

Leesburg is situated in the rolling hills of Loudoun County and is chock-full of history. From its quaint cobblestone streets to many well-preserved historic buildings, its old historic district offers no end of fun things to see. Topping our list is Morven Park, a large estate that was once home to Virginia's two-time governor, Westmoreland Davis. Today, the property houses a must-visit museum, while the grounds are known for their equestrian facilities.

The downtown features a variety of architectural styles from different centuries, including the Loudoun Museum which offers exhibits relating to the area's history from its early days through the Civil War and beyond. Also worth seeing is Dodona Manor, the restored home of George C. Marshall, the US Army Chief of Staff during World War II.

Lexington

View of North Main Street, looking north, from the intersection with Washington Street in Lexington, Virginia. The Alexander-Withrow House is on the left and the First Baptist Church is in the center. The Dold Building is on the near right, By Zeete - Own work, CC BY-SA 4.0, https://commons.wikimedia.org/w/index.php?curid=62257428
View of North Main Street, looking north, from the intersection with Washington Street in Lexington, Virginia. The Alexander-Withrow House is on the left and the First Baptist Church is in the center. The Dold Building is on the near right, By Zeete - Own work, CC BY-SA 4.0, File:North Main Street, Lexington, VA - from Washington Street intersection.jpg - Wikimedia Commons

Set in Virginia’s picturesque Shenandoah Valley, Lexington's storied past is everywhere evident. Topping our list of iconic landmarks here is the Virginia Military Institute (VMI), the oldest state-supported military college in the country. Notable for its distinctive Gothic Revival architecture, it’s here you’ll find the impressive George C. Marshall Museum with its fascinating military displays and artifacts.

Adjacent to VMI is Washington and Lee University. Founded in 1749 and named after George Washington and Robert E. Lee, its campus is home to Lee Chapel, where Lee is interred beneath the chapel. Stonewall Jackson House, the only home the Confederate General ever owned, is another significant landmark and offers insights into the pre-Civil War era.  

Culpeper

Historic buildings in Culpeper, Virginia, via refrina / Shutterstock.com
Historic buildings in Culpeper, Virginia, via refrina / Shutterstock.com

Set against the backdrop of the picturesque Blue Ridge Mountains, Culpeper is a treasure trove of historic landmarks. Culpeper's downtown district with its beautifully preserved 19th-century façades offers a walkable journey through time. Start your exploration of the community’s historic downtown core at the Culpeper County Courthouse. This elegant red brick edifice was built in the 1870s and stands proud as an example of the town's commitment to architectural preservation.

From here you’re just a stone's throw away from Culpeper National Cemetery, where thousands of Union soldiers from the Civil War are interred. The Train Depot, a restored 1904 railway station, harkens back to the days when railroads were king and today serves as a visitor center and museum.

Warrenton

Clock in the Old Town of Warrenton, Virginia, via refrina / Shutterstock.com
Clock in the Old Town of Warrenton, Virginia, via refrina / Shutterstock.com

Situated in the heart of Fauquier County just 48 miles west of Washington DC, Warrenton’s attractive tree-lined streets and the red-brick façades of its many old buildings are a delight to explore. With roots stretching back as far as the 18th century, a stroll through its historic district reveals many pleasing architectural treasures. One of the most iconic is the Old Fauquier County Jail, an historic structure that now houses a fascinating museum offering a glimpse into the region's history from pre-colonial times through to the 20th century.

Courthouse Square with its classic 19th-century courthouse has witnessed countless events, including Civil War skirmishes, while the nearby Warrenton Cemetery is the final resting place of many notable local figures and Confederate officers.

Smithfield

The Mansion on Main Street in Smithfield, Virginia.
The Mansion on Main Street in Smithfield, Virginia.

The self-proclaimed "Ham Capital of the World" for its famous smoked meats, Smithfield is only a 30-minute drive west of Norfolk and makes for a fun Virginia day trip. This historic town on the banks of the Pagan River boasts a history that dates back to the Colonial era, with numerous well-preserved buildings like St. Luke's Church to look at. Said to be the nation's oldest existing English church, St. Luke’s was built in the 1600s in a Gothic style and provides a glimpse into early Anglican worship in America.

Built in 1750, the Isle of Wight Courthouse is another significant landmark for its attractive colonial-era architecture. Also worth seeing is Smithfield Inn. Constructed in 1752 and which has catered to guests for centuries and remains a symbol of Southern hospitality.

Middleburg

Historic District in Middleburg, Virginia, via
Historic District in Middleburg, Virginia, via 259-0162 (virginia.gov)

Famous as the USA’s "Horse and Hunt Capital,” historic Middleburg was founded in 1787 and is bursting at the seams with references to its importance as an equestrian center. Examples include the Red Fox Inn & Tavern, reputedly the oldest continuously operating inn in the US with parts of its structure dating back to 1728 that have borne witness to both the Revolutionary and Civil Wars.

The National Sporting Library & Museum is another must-see and is dedicated to preserving the literature and art of equestrian, angling, and field sports. Spend time wandering its leafy streets and you’ll see many historic homes and buildings that perfectly illustrate Middleburg’s nearly three-century existence.

The Final Word  

Whether it's the theatrical allure of Abingdon, the military connections of Lexington, or the equestrian charm of Middleburg, Virginia's small towns offer an authentic glimpse into the state’s rich history. Together, the historic districts of these small towns make for an excellent starting point to explore Virginia’s past.

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