Indian 111 Classic Motorbike parked outside The Red Fox Inn and Tavern in Middleburg, Virginia. Image credit Nigel Jarvis via Shutterstock

11 Towns In Virginia That Were Frozen In Time

Virginia is a state packed with history, charm, and stunning natural landscapes. From the lively streets of Richmond to the peaceful shores of the Chesapeake Bay, there is something for everyone. But what really sets Virginia apart is its collection of small towns that appear frozen in time.

These towns are often home to historic gems—think old churches, courthouses, and grand vineyards—and are surrounded by breathtaking scenery like mountains, forests, and rivers. Dive into some of Virginia’s most enchanting small towns, which offer an authentic experience that is hard to find elsewhere.

Abingdon

The historic Martha Washington Inn & Spa in Abingdon, Virginia.
The historic Martha Washington Inn & Spa in Abingdon, Virginia.

Abingdon is a town steeped in history dating back to the Revolutionary War era. With its iconic Barter Theatre, the state’s oldest running theatre, tourists can appreciate shows, events, and performances by talented theatre artists. Besides that, the annual Virginia Highlands Festival celebrates the region's arts, crafts, music, and history. Next year's 76th celebration will take place from July 25th to August 3rd, 2025, featuring over 200 events. From live music and art exhibitions to delicious food and historical reenactments, there is something for everyone at this vibrant festival.

Middleburg

Downtown street in Middleburg, Virginia.
Downtown Middleburg, Virginia. Image credit Kosoff via Shutterstock

Known as the "Nation's Horse and Hunt Capital," Middleburg exudes equestrian elegance that transports tourists to the past. For horse enthusiasts, the National Sporting Library & Museum is a must-visit, showcasing a vast collection of equestrian art, literature, and artifacts. Beyond the town, visitors can explore the scenic countryside, peppered with quaint farms and historic estates. Notable farms to explore are Middleburg Farmers Market, Fox Chase Farm, and The Middleburg Barn. The town also hosts various signature events throughout the year, including horse shows and polo matches.

Occoquan

The 18th-century mill town of Historic Occoquan, Virginia, USA.
The 18th-century mill town of Historic Occoquan, Virginia.

The Historic Occoquan District, with its cobblestone streets and historic buildings, is one of the coziest small towns in Virginia. The Mill House Museum, a beautifully restored 18th-century mill, offers a peek into the town's industrial past. The town also hosts various festivals and events throughout the year, including the Occoquan Arts & Crafts Show, one of the largest outdoor art shows in the country. Tourists should mark their calendars for June 7th and 8th, 2025, when over 250 artisans will showcase their work at the show.

Smithfield

St. Luke's Church in Smithfield, Virginia.
St. Luke's Church in Smithfield, Virginia.

Known for its historic architecture and its famous ham, Smithfield has a rich southern charm. It is also considered one of the most scenic small towns in Virginia, and St. Luke's Church, one of the oldest churches in Virginia, stands as a testament to the town's rich heritage. Tourists can explore Windsor Castle Park, a picturesque public park, for a tranquil escape from their busy lives. The Smithfield Historic District, with its over 50 well-preserved colonial buildings, offers a fascinating journey through time. The town also hosts various events throughout the year, including the Bacon and Bourbon Music Fest, where visitors can experience local culture, food, and entertainment.

Orange

Historic downtown of Orange, Virginia.
Train depot in Orange, Virginia. Image credit Kristi Blokhin via Shutterstock

Orange, Virginia, is an adorable town steeped in history, particularly its presidential past, and it has beautiful architecture. James Madison's Montpelier estate, a major attraction, offers visitors a glimpse into the life of the fourth US President, James Madison. Visitors can tour the house and gardens, and learn about Madison's life and times. The Orange County Courthouse, a stunning example of Jeffersonian architecture, was designed by Thomas Jefferson's protégé. For wine enthusiasts, Orange's proximity to scenic wineries, like Woodbrook Farm Vineyard, Honah Lee Vineyard, and Early Mountain Vineyards, allows for wine tours, tastings, and picturesque vineyard picnics.

Culpeper

Street in Culpeper, Virginia.
Street in Culpeper, Virginia. Image credit refrina via Shutterstock

The Culpeper Historic District, with its well-preserved 19th-century buildings, like the historic train depot and the Italianate-style courthouse, transports visitors back in time. The Museum of Culpeper History provides a historical perspective on the town, including its role in the Civil War, showcasing exhibits on local heroes and battles. For outdoor enthusiasts, Lake Pelham is popular for its boating, fishing, and hiking opportunities. The town also hosts various events throughout the year, such as the Culpeper Renaissance Faire, where visitors can experience medieval times with jousting, music, and crafts. Additionally, the town celebrates Mardi Gras, Fourth of July festivities, and Gnarly Hops and Barley Fest.

Onancock

Red brick early 20th century store front on Market street housing the Red Queen Gallery in Onancock, Virginia.
Red Queen Gallery in Onancock, Virginia. Image credit John Blottman via Shutterstock

The town's historic district, with its well-preserved Victorian homes and quaint shops, exudes old-world charm. The Roseland Theatre, a vintage movie house, adds a touch of nostalgia. A stroll along the historic wharf provides stunning views of the Southern Branch Onancock Creek and opportunities to take boat trips to Tangier Island.

The historic district lets you explore over 250 historical landmarks, including Cokesbury Methodist Church and the Ker Place Mansion. Onancock also hosts various events throughout the year, including the annual Onancock Christmas Parade, where Santa arrives by boat, and the Onancock Christmas Homes Tour, showcasing the town's beautiful historic homes. The Eastern Shore of Virginia Railroad Museum, located nearby, offers a fascinating look at the region's railroad history, including historic locomotives and train cars.

Bedford

Downtown Bedford, Virginia.
Downtown Bedford, Virginia. Image credit Buddy Phillips via Shutterstock

The National D-Day Memorial, a poignant tribute to the American soldiers who stormed the beaches of Normandy, is a must-visit in this town for history buffs. The memorial's powerful exhibits and serene landscape honor the sacrifice of the Bedford Boys, a disproportionate number of whom lost their lives on D-Day. The Bedford Historic District, with its quintessential 18th and 19th-century buildings, showcases the town's rich heritage. For outdoor enthusiasts, the Peaks of Otter and the Apple Orchard Mountain offer stunning scenery, hiking trails, and opportunities for camping and fishing. The town also hosts various events throughout the year, including the Bedford Fiber Festival, where visitors can experience local artisans and crafts.

Cape Charles

Bay Creek at dusk in Cape Charles, Virginia.
Bay Creek at dusk in Cape Charles, Virginia.

The town's Victorian-era architecture, including the iconic Cape Charles Museum, transports visitors back to a bygone era. A stroll along the waterfront reveals stunning views of the Chesapeake Bay and opportunities for boating, fishing, and birdwatching. The town's rich railroad heritage, evident in the restored train station, adds to its character. Cape Charles also hosts various annual events, such as the renowned Seafood Festival. This lively festival, held at The Shanty, offers a delectable array of fresh seafood, live music, and local crafts. Besides being one of the slow-paced towns to visit in Chesapeake Bay, Cape Charles is home to the annual Cape Charles Oyster Roast, a local festival celebrating the town's seafood heritage.

Berryville

The Clarke County Courthouse in Berryville, Virginia
The Clarke County Courthouse in Berryville, Virginia. Image credit DwayneP, CC BY-SA 3.0, via Wikimedia Commons

Known for its rich agricultural heritage, the town is surrounded by picturesque farmland and orchards. Historic sites like Rosemont Manor, a grand plantation house, and the Clarke County Courthouse, a stunning Greek revival building, offer glimpses into the past. The Shenandoah River provides opportunities for kayaking, fishing, and scenic drives. The town also hosts various events throughout the year, such as the Berryville Fall Festival, where visitors can enjoy live music, local food, and crafts, and the Berryville Christmas Parade, a festive event that brings the community together.

Chincoteague

Historic downtown street in Chincoteague, Virginia.
Historic downtown street in Chincoteague, Virginia. Image credit Kosoff via Shutterstock

Chincoteague is renowned for its stunning beaches, pristine marshes, and abundant wildlife, all of which can be explored at the Chincoteague National Wildlife Refuge. Here, tourists can witness various bird species, including migratory waterfowl, and observe the elusive wild ponies that roam the island. The iconic Assateague Lighthouse, a historic landmark, offers breathtaking views of the Atlantic Ocean. Climb to the top for a bird's-eye view of the coastline and the surrounding marshes. The annual Pony Penning, a centuries-old tradition, draws visitors from far and wide to witness the wild ponies of Assateague Island being rounded up and auctioned off.

From the historic streets of Abingdon, where you can catch a performance at the state's oldest professional theater, the Barter Theatre, to the serene shores of Chincoteague, home to the famous wild ponies, Virginia's small towns present a blend of history, culture, and natural beauty. Whether you are exploring historic landmarks like James Madison's Montpelier or indulging in fresh seafood in picturesque coastal towns like Onancock, these towns offer an unforgettable experience.

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