9 Most Hospitable Towns In Virginia
Virginia stretches from the Chesapeake Bay to the Appalachian Mountains on America's Atlantic Coast and is known for its natural beauty and historical significance. The landscape is dotted with friendly communities that embrace Old Dominion's natural charm and elegance. The hospitable towns host many events celebrating their unique heritage and have plenty of attractions to suit every visitor.
The state is also known for its presidential history and as the Mother of Presidents for the number of presidents born here. It was also one of the original 13 Colonies, and American historical sites abound, making it a coveted destination for history buffs. If Virginia is on your travel calendar, visit one of these nine hospitable towns. From the waterfront tranquility of Chincoteague and its wild ponies to the cultural legacy of Staunton's Shakespearean stage, each of these destinations offers something special for 2025 travelers.
Staunton
Staunton is a small, friendly community that embraces historic charm with modern attractions. The red-brick sidewalks match the traditional brick storefronts and wind past classic architectural styles, adding unparalleled vibrancy to this tight-knit community. There is a lot to do and see here, but the mornings should start at Sweet Addie's Waffle Shop, a haven for waffle lovers with chicken options as well.
After breakfast, stop in at one of the many museums that Staunton is known for, like the Presidential Library and Museum, which pays homage to Woodrow Wilson. Another cultural must-see is the Frontier Culture Museum, which explores America's founding. Any visit would not be complete without stopping at the landmark American Shakespeare Center, the world's only recreation of Shakespeare's indoor Blackfriars Playhouse.
Chincoteague
Chincoteague is a small coastal town on Virginia's only resort island, the island with the same name. The island prides itself on having no skyscrapers or crowded beaches and is the gateway to Assateague Island and the Chincoteague National Wildlife Refuge. The refuge is home to breathtaking Chincoteague Wild Ponies, which will be celebrated in 2025 with the 100th Annual World Famous Chincoteague Pony Swim.
The hospitable community reflects the free spirit of the region with its quaint towns and charming restaurants. The Village Restaurant has been an island landmark for over 40 years and features fresh, local seafood. The Ropewalk is the island's newest waterfront restaurant, featuring a tiki bar and a family-friendly atmosphere. Chincoteague's natural beauty is stunning, and the locals who inhabit the tiny island embrace it and share it with visitors.
Abingdon
Many consider the fun town of Abingdon to be the gateway to adventure, where natural beauty meets culture, attractions, and live events. Outdoor attractions include hiking to Mount Rogers, which is the best day hike in Southwest Virginia. In town, one can check out sites like the Abingdon Muster Grounds. Visitors can walk in the footsteps of American militias preparing to fight the British for independence, and it should not be missed on any visit.
The charming town has remarkable lodging options, such as A Tailor's Lodging, an 1840s home in the middle of the historic and cultural attractions. Nearby, the Barter Theatre is the most famous stage in Virginia and hosts over 160,000 visitors annually. The 1933 theater is the heart of Abingdon's cultural life, featuring museums, live music, galleries, and working artists' studios that showcase the best of this historic town.
Onancock
Historic Onancock has a sparse population and many cultural attractions, including award-winning restaurants and a vintage theater that hosts an International Film Festival. The small and friendly community welcomes visitors, many of whom visit the historical sites in one of Virginia's oldest cities. For a lesson in history, the Waterman's Museum should top any travel itinerary, re-telling the region’s maritime tales.
Another landmark historical site is Ker Place on Market Street. The Virginia Historical Landmark was built between 1799 and 1803 and is one of the best examples of the Federalist architectural style on the Eastern Shore. After a day of discovering the fantastic historical sites, unwind at one of the award-winning restaurants, like Maurice or Mallards at the Wharf.
Cape Charles
Beautiful Cape Charles is a coastal town on the National Register of Historic Places and boasts a warm and inviting community. The Historic District features Victorian, Colonial, and other vintage architectural styles that are fun to explore on a self-guided walking tour. The town's history is highlighted at the Cape Charles Museum and Historical Society through exhibits and a reconstructed railroad depot, Bloxom Station.
Another historical landmark describing the storied history of this region is the Cape Charles Memorial Library, the oldest in Virginia. Established in 1919, the Victorian structure was originally a home, but it was moved to its new site in the early 20th century. Cape Charles also offers natural attractions like free beach access, making for a well-rounded trip in this remarkable town.
Williamsburg
Historic Williamsburg is one of the most historic cities in the United States, and its significance cannot be overstated. The colonial town is a living history museum that tells the story of America's founding and offers family-friendly amenities. Can't-miss sites include the Yorktown Battlefield—Colonial National Historical Park. British General Charles Cornwallis surrendered to young General George Washington here, and the park commemorates this and other histories with exhibits and live exhibits.
The more adventurous visitor will enjoy the Colonial Ghost Ultimate Tour. The 90-minute tour visits the Public Hospital, America's first institution for the mentally insane, and sites on the William and Mary campus. Another historic structure connecting Williamsburg's past beyond the Colonial era is the Grace Episcopal Church. The structure was built in 1697, and Thomas Nelson, Jr., a signer of the Declaration of Independence, and other pre-Revolution Founding Fathers worshipped there. Like all of Williamsburg, this church enables visitors to walk in the footsteps of American history literally and makes for a memorable trip.
Lexington
Historic Lexington is in the Blue Ridge Mountains. Its classic downtown is lined with elegant brick structures and several landmarks that commemorate its history and culture. One of the many historic sites that should not be missed is the Jackson House Museum. The museum interprets the life, times, and significance of Thomas "Stonewall" Jackson, who served the community as a professor, church leader, businessman, husband, and community leader for ten years. Main Street and downtown are quaint yet vibrant, with preserved architecture and modern venues. Local boutiques like Hatterwick are intertwined between coffee shops and eateries.
SummerWind Vineyard and Tasting Room is an elegant way to immerse yourself in the region's rich vintage heritage. The staff walks guests through the flavors and aged wines and offers live music and wine-pairing dinners. Smithfield is hospitable to its guests, and many continue to visit the town for its culinary delights, historic sites, and friendly atmosphere.
Charlottesville
Charlottesville is most famous as the home to the University of Virginia, with the main campus designed by Thomas Jefferson. The president played a significant role in this town, and his famed Monticello plantation is only a short distance from the university. The charming city is also home to Montpelier, the former residence of President James Madison, which is open to the public for a tour.
The city has a cultural and academic flair that can best be experienced at one of the many wineries, like King Family Vineyards. For a family experience, the Unlocked History escape rooms are another top attraction that combines fun and history. The different venues allow you to explore the Mona Lisa, Da Vinci, and Edgar Allen Poe's "The Raven."
Smithfield
Smithfield is widely considered the prettiest town in Virginia. It comprises 18th—and 19th-century architecture, a historic downtown, and a friendly community. The town is famous for being the home of Smithfield Ham, which many eateries offer on their menus. It is also a hub for local wineries, such as Smithfield Winery, which perfectly complements the smoked ham.
If you're interested in discovering the wine and ham Smithfield is famous for, stop at the Nelms House on Main Street. The yellow Victorian masterpiece, crafted in 1899, features signature turrets and charm. The former residence is frequently used for intimate weddings and is available for tours. One visit proves why Smithfield is considered the prettiest town in Virginia, and its hospitable community makes it one of the best destinations in the state.
Wrapping Up
Virginia is one of the most historic states in the U.S. and has been home to more presidents than any other. Natural beauty is everywhere, and visiting any of its small towns makes for a memorable visit. These are nine of the most hospitable towns to visit, with charming downtowns, cultural attractions, and a warm community spirit that is hard to beat. These towns celebrate their heritage with many festivals and events, though they are fun to visit any time of year. Booking a room at a historic inn will immerse you in the unique history that makes these towns so memorable. You'll also be within walking distance of landmark sites and local restaurants that genuinely capture Old Dominion's essence.
