A horse drawn carriage tour of the historic district in Williamsburg, Virginia. Editorial credit: Wangkun Jia / Shutterstock.com

8 Most Historic Small Towns to Visit in Virginia

Virginia, a state in the United States, is a hub of historical appeal. Old Dominion's role in the shaping of the US is undeniably impressive. From its indigenous beginnings to its colonial settlements, from its battlefields for independence to its industrialized manufacturing, the hamlets of Virginia have cemented their place in history. What better way to understand who you are in 2024 than to retrace the footsteps of the many who shaped the legislative, military, and economic frameworks still in use today? The best part is that you can experience this all while enjoying the nearby fun of amusement parks, one-of-a-kind shopping, continental dining, and outdoor adventures of small-town Virginia.

Williamsburg

Horse carriage tours in Williamsburg, Virginia.
Historic horse drawn carriage tours in the town of Williamsburg, Virginia. Editorial credit: Daniel Reiner / Shutterstock.com

Perhaps considered the state's most comprehensive immersive colonial experience, Williamsburg attracts over six million visitors annually. The capital of Virginia from 1699 to 1780, this historic hamlet played a vital role in the Revolutionary War. Part of the "Historic Triangle" with Jamestown and Yorktown, its old city, is an open-air museum with daily recreations of 17th-century life. Watch candle making, practice your weaving skills, and join woodworking experts to carve souvenirs that are so realistic you will forget that it's 2024. These period-costumed specialists line the cobblestoned street of West Duke of Gloucester, offering a blast to the past. For a more comprehensive experience, one can follow guided tours that include the old Bray School, one of the first for African Americans, and the Governor's Palace.

After a day of academic enrichment, it is time for the adrenaline rush provided by the many attractions at Busch Gardens. One of the nation's top amusement parks, visitors enjoy heart-stopping rides, European-inspired treats and gifts, and interactive performances. If shopping is more your speed, the Williamsburg Premium Outlets showcase over 100 stores. Best of all, the low tax rate makes the bargains even more appealing.

Yorktown

Revolutionary War monument in Yorktown, Virginia.
A monument of Revolutionary War figures such as General Washington in Yorktown, Virginia. Editorial credit: Anne Richard / Shutterstock.com

Established in 1691 to regulate trade and tax collection for Great Britain, Yorktown quickly became an economic and political hub in the nation. The American Revolution Museum provides a comprehensive experience from colonialism to the making of the Constitution. Tourists can step back in time, walking the war encampment recreations to fully narrated tours, complete with historical artifacts.

In October 1781, the Battle of Yorktown took place, in which Great Britain's General Cornwallis surrendered to George Washington, ultimately ending the Revolutionary War. Download the Audio Tour Guide App by Action for a self-guided driving tour of the Yorktown battlefield. Or, follow the route to the scenic waterfronts and picnic at one of the many open-air parks. Nearby, Main Street abounds with local artisans readily available to regale you in town lore while creating one-of-a-kind treasures to remember your visit.

Petersburg

Historic brick buildings along a street in Petersburg, Virginia.
Historic brick buildings along a street in Petersburg, Virginia. Editorial credit: Kyle J Little / Shutterstock.com

Situated along the James River and adjacent to the Appomattox River, the Petersburg Area was the site of integral parts of America's early days. Its historical, commercial, and economic contributions continue to resonate in 2024. Olde Towne Petersburg was rebuilt in the early 1800s after being destroyed by fire. Today, it's home to antique shops, contemporary eateries, and historic buildings, including the Centre Hill Mansion House Museum, a Greek Revival style mansion built in 1823.

Tiffany glass enthusiasts will not want to miss the Blandford Church. The Anglican denomination chapel was one of the few where Louis Comfort Tiffany personally designed and oversaw the installation of its stained glass window. Its Blandford Cemetery is one of the oldest in the nation and is the final resting place for veterans from the Civil War to the 20th century. After a day of sightseeing, grab a pint and enjoy the atmosphere at the Brickhouse Run. Operating out of a 200-year-old building, its wood-beamed ceilings and stone fireplaces take you back to a time when the only entertainment needed was the person sitting across from you at the table.

Fredericksburg

Chatham Manor in Fredericksburg, Virginia.
The entranct to Chatham Manor, a historic complex in Fredericksburg, Virginia.

This historic town in Northern Virginia lies along the Rappahannock River and played a significant role during the colonial and Civil War periods. The site of one of General Lee's most strategic victories, the Fredericksburg Battlefield, offers visitors an up-close view of one of the country's bloodiest battles. The area surrounds what is now modern-day downtown Fredericksburg. The visitors center provides maps to retrace the steps of both the Northern and Southern forces and stops at key points of interest, including Telegraph Hill, General Robert E. Lee's army headquarters.

George Washington's birthplace, Ferry Farms in Kenmore, is open for tours that history enthusiasts adore. Explore the land where our nation's First President spent the first six years of his life and experience a day in the life of a colonial farmer. Nearby, the old city Fredericksburg is immaculately preserved, and guests can travel the charming streets for locally inspired gifts. For the whiskey connoisseurs, imbibe in a local favorite at A. Smith Bowman Distillery. Established in the 1930s, this family-run business was the sole legal whiskey producer until 1950.

Middleburg

The Red Fox Inn and Tavern in Middleburg, Virginia.
The historic Red Fox Inn and Tavern in Middleburg, Virginia. Editorial credit: Nigel Jarvis / Shutterstock.com

Established in 1787, this small Virginia town attracts fox hunters and steeplechase enthusiasts, earning it the title of the "Horse and Hunt Capital of the United States." The surrounding area is home to some of the most expansive horse farms in the nation and about an hour and a half from the birthplace of legendary Triple Crown winner Secretariat.

The Middleburg Historic District is listed on the National Register of Historic Places and visitors love touring the 18th —and 19th-century homes. For a once-in-a-lifetime experience, book a room at the Red Fox Inn. In operation since 1728, it is one of the oldest inns still in use today. Due to its temperate climate for growing grapes, Middleburg has more than 20 wineries within 30 minutes of this historic hamlet. Family-run labels like Greenhill Vineyards and Chrysalis Vineyards at the AG district have made it a top destination for oenophiles worldwide.

Culpeper

Rustic brick buildings in Culpeper, Virginia.
Rustic brick building along a street in Culpeper, Virginia. Editorial credit: refrina / Shutterstock.com

Norman Rockwell must have envisioned Culpeper when trying to reflect the essence of American small-town life. A National Trust Great American Main Street recipient, this quaint hamlet is filled with antiques and traditional trade artisans. Established in 1748 in Virginia's Piedmont region, Culpeper was originally named Fairfax after Lord Fairfax, the landowner of the region where this historic town sits. Its rich heritage can be experienced on Civil War battlefields, including Cedar Mountain and Brandy Station.

The Museum of Culpeper History honors this region's roots from its inception to the modern day. With exhibits documenting prehistoric to contemporary events from the late 1900s, the museum provides a comprehensive understanding of its place in Virginian lore. Home-style cooking is available in the many heritage-inspired eateries in the town center. As the day ends, one can stay at Fountain Hall, a federal-style inn that offers modern amenities set in a serene colonial backdrop.

Waterford

The old mill in Waterford, Virginia.
The old mill in Waterford, Virginia. Editorial credit: Dora Ramirez / Shutterstock.com

This impeccably preserved 18th-century village is designated a National Historic Landmark District for its immense history. Residents are proud to maintain this heritage in their homes and buildings, honoring the architectural and aesthetic elements that remain unchanged from 200 years ago. A Quaker settlement originally notable for its mills, take a walking tour that starts from the Waterford Corner Store at the corner of Main and Second Street and follows down towards the "Old Mill."

For more insight into local tales, enthusiasts can visit any one of many historic registered buildings, including the John Wesley Community Church, which is the only place of worship for African Americans in the town. Built in the late 1800s, this structure had an active congregation until 1967. The Waterford Foundation is currently in the process of restoration, hoping to open its doors to worshippers again.

Fincastle

Botetourt County Virginia Courthouse in Fincastle, Virginia
Botetourt County Virginia Courthouse in Fincastle, Virginia

Founded in 1772 and named after the son of Virginia's last royal governor, Fincastle is best known as part of Lewis and Clark's expedition. Thus, it has been designated a Lewis & Clark community. Self-guided walking tours allow visitors to retrace the steps of some of America's greatest explorers. Visitors are sure to notice “The Daughters of the American Revolution,” unofficial docents at the Botetourt County Historical Museum. Originally the home to the late 1700s law firm Breckinridge Law Offices, this quintessentially Virginian structure now houses exhibits that pay homage to its grand history. Well-preserved artifacts and personal correspondences are on display within its white colonial-style walls.

Attic Productions provides opportunities for the thespian from ages 9 to 99. Offering weekly workshops, participants can hone their acting skills and learn how to promote this gem of a colonial town. Nearby Roanoke offers additional opportunities to shop and sightsee, including over a dozen outdoor spaces where adventure seekers can kayak, hike, and join in fully narrated walking tours.

Wrapping Up

The unifying theme of most historic regions in the nation is their ability to preserve their heritage whilst creating an organic progression into the modern day. This is especially true on the East Coast from Massachusetts to Georgia. What makes Virginia stand out from the others is its recognition that tradition is the rule and not the exception, and it is masterfully industrialized without forgetting where it all began. With everything from period re-enactments to contemporary shopping, visitors will find adventure in the state for lovers.

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