Whereas I spent my childhood on the base of the Blue Ridge Mountains, hours away from any main East Coast metropolis, I didn’t totally recognize Virginia’s small cities till I left the one I grew up in. It took a number of years residing exterior of the state to lastly perceive the attraction of a sleepy foremost avenue dotted with domestically owned retailers, the delight of a neighborhood stuffed with faces you acknowledge, and the enchantment of residing someplace with easy accessibility to the outside. After almost a decade away, although, Virginia reeled me again in, welcoming me house to a world with rolling hills, 4 distinct seasons, and a ardour for music, historical past, and good old school consolation meals.
I might need an affinity for the mountain cities within the Blue Ridge, however I’ve additionally traveled throughout the state to discover the less-populated areas exterior of Washington, D.C., the underrated spots alongside the coast, and the oft-overlooked corners of the Piedmont and Shenandoah Valley areas. And in my expertise as a journey author and a full-fledged Virginian, I can definitively say the Commonwealth is stuffed with dozens of unimaginable small cities so as to add to your journey checklist; s, nevertheless, are higher than others.
So with out additional ado, listed here are the very best small cities in Virginia—from a quaint getaway within the coronary heart of horse nation to a distant escape on the Japanese Shore.
Middleburg
Leaping Rocks/Common Photos Group by way of Getty Photos
Middleburg is a powerhouse vacation spot in Virginia, albeit a small one. Referred to as the “horse and hunt capital of the nation,” the city is stuffed with historical past, tradition, and structure you merely can’t stroll or drive previous with out snapping an image. The principle thoroughfare, Washington Road, is lined with stone buildings, brick sidewalks, and companies that look as if they may star in a Hallmark film. There are additionally fairly a couple of first-rate lodging in Middleburg, making it an extra-charming weekend retreat. The stately Pink Fox Inn & Tavern, which has roots courting again to 1728, sits prominently in the course of city, and each Salamander Middleburg and Goodstone Inn & Restaurant are only a quick drive away.
Lexington
Andriy Blokhin/Adobe Inventory
Lexington would possibly technically be categorized as a metropolis, however as quickly as you enter the historic downtown, an space listed on the Nationwide Register of Historic Locations, it’s tough to explain this a part of Virginia as something aside from a picturesque small city. Residence to Washington and Lee College and Virginia Army Institute (VMI) plus a roster of native companies you may navigate to by way of vintage brick sidewalks—I really like Lex Working Store, Purveyors on Important, and Lexington Mercantile—Lexington is filled with vitality, attraction, and distinctive experiences. Lime Kiln Theater combines all three of these traits, providing an annual summer season lineup of stay performances from its legendary outside venue (an outdated limestone quarry and kiln).
Meadows of Dan
Houston Cofield/Bloomberg by way of Getty Photos
Meadows of Dan is greater than only a cease on the Blue Ridge Parkway; it’s a small city that deserves a healthy dose of recognition. For starters, that is the place you’ll discover Primland, a repeat winner in Journey + Leisure‘s World’s Finest Awards and a favourite resort amongst golfers, hikers, and vacationers trying to find a luxe outside expertise. Meadows of Dan additionally lays declare to one of the photographed spots on the parkway (the historic Mabry Mill), an old school sweet manufacturing unit, and several other endearing locations to seize one thing to eat—together with Primitive Espresso Market, Jane’s Nation Cafe, and Poor Farmers Market.
Bedford
Ashton Dooley/Getty Photos
The city of Bedford has considerably developed since I final referred to as it house. After I was youthful, I couldn’t have imagined there can be an artwork gallery with an expertly curated collection of native work (Goose Creek Studio), an all-day cafe with a flavorful menu of sandwiches and different lunch staples (City Kitchen & Provisions), or a boutique resort (Resort Fauna is about to open later this 12 months). What hasn’t modified, although, is Bedford’s unimaginable proximity to the Blue Ridge Parkway, its admiration of historical past, or its walkability.
Earlier than heading as much as hike considered one of three peaks that make up the Peaks of Otter—Flat Prime, Sharp Prime, and Harkening Hill—pop into Mountain Fruit & Produce for apple fried pies and native jam. Spend a day studying World Conflict II historical past on the Nationwide D-Day Memorial, then enterprise again to city to get your steps in round “The Loop,” a three-mile pedestrian sidewalk that gives walkers with a pleasant stretch of scenic views.
Cape Charles
nameinfame/Getty Photos
There are two small cities on the Japanese Shore that I like to recommend—the primary is Cape Charles. You could initially be drawn to this a part of the state for water views and contemporary seafood, however Cape Charles will shortly display its enchantment is multifaceted. Spend a day at Cape Charles Seashore, discover freshwater wetlands and a maritime dune woodland at Cape Charles Pure Space Protect, and get some purchasing in at Peach Road Books, Gull Hummock Connoisseur Market, and Moonrise Jewellery. In fact, it wouldn’t be a real Japanese Shore journey with out oysters, so strive to not depart with out having dinner at The Shanty.
Chincoteague
Denise Panyik-Dale/Getty Photos
One other Japanese Shore favourite, Chincoteague is the kind of small city the place you can simply spend per week—if not longer—and by no means develop bored. Should you like to get out on the water and fish, you gained’t discover a higher place to spend your time. Should you want to learn on the seaside, take lengthy sandy walks, or go shelling, it’s your dream trip vacation spot. You can even time your go to for late July, when the annual Pony Penning happens; 2025 marks 12 months 100 for the custom. The occasion brings locals and vacationers to the realm as Virginia’s herd of untamed ponies is moved from Assateague Island to Chincoteague Island. It consists of the well-known Pony Swim, the place the animals swim the six-minute journey throughout the Assateague Channel.
Floyd
Creativity performs a defining function within the tradition of many small cities in Virginia, and nowhere is that this extra obvious than in Floyd. The mountain city is situated atop the Blue Ridge Plateau, and it’s one of many greatest stops alongside Virginia’s heritage music path, also referred to as The Crooked Street. Folks come from far and huge to take heed to bluegrass music on the weekly Friday Evening Jamboree at Floyd Nation Retailer or attend FloydFest, a multiday music competition in July. Different causes to plan a go to to Floyd embody Buffalo Mountain Ziplines, which claims to have Virginia’s highest and longest zip line, and loads of native bites—comply with the Floyd Farm Path to find a number of the greatest native farms and farm shops.
Abingdon
Melinda Fawver/Adobe Inventory
You don’t must journey to Virginia’s greatest cities to expertise a various culinary scene; one of the spectacular eating locations is a small city tucked within the southwest nook of the state. You’ll wish to come hungry to Abingdon, the place the meals choices lengthen past a few native favorites. Inside The Tavern, housed in Abingdon’s oldest constructing, the staff serves up European-inspired entrees, all whipped up with a Southern contact. Dine on cheeseburger egg rolls or fried oyster tacos at Jack’s 128 Pecan, replenish with tonkatsu ramen at Foresta, or get your caffeine repair at The Lady & The Raven.
Wytheville
Tim Pennington/Getty Photos
Should you’re highway tripping alongside I-81, schedule in a while to cease in Wytheville, a small city with a number of claims to fame. Not solely does it have one of many smallest church buildings within the U.S., a water tower painted to resemble a rainbow-striped sizzling air balloon, and a 100-foot-tall lookout tower with panoramic views (discovered at Huge Walker Lookout), however Wytheville additionally has a 100-year-old diner with well-known sizzling canines, Skeeter’s World Well-known Scorching Canine, and one of the well-known motorbike trails on this a part of Virginia, The Claw of the Dragon.
Woodstock
Brendan Smialowski/AFP by way of Getty Photos
A few of Virginia’s greatest vintage shops, breweries, vineyards, eating places, farmers markets, and scenic views are hidden away in small cities throughout the state. Working example: Woodstock, Virginia. This historic city within the Shenandoah Valley is good for a protracted weekend. Poke round Spring Hole Antiques, sip wine at Muse Vineyards or beer at Woodstock Brewhouse, have a chunk to eat at Woodstock Backyard Cafe, and peruse the native produce at South Road Barn Market (open year-round on Saturdays). Extra adventurous vacationers must also make a degree to discover close by Seven Bends State Park or hike as much as the Woodstock Tower.