:max_bytes(150000):strip_icc():format(jpeg)/TAL-woodstock-SMTOWNVA0425-7e3134a264a94feb9bde7a76d680a013.jpg)
Whereas I spent my childhood on the base of the Blue Ridge Mountains, hours away from any main East Coast metropolis, I didn’t absolutely recognize Virginia’s small cities till I left the one I grew up in. It took a number of years dwelling exterior of the state to lastly perceive the allure of a sleepy primary avenue dotted with domestically owned retailers, the delight of a group crammed with faces you acknowledge, and the attraction of dwelling someplace with quick access to the outside. After almost a decade away, although, Virginia reeled me again in, welcoming me residence 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 towns 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 crammed with dozens of unbelievable small cities so as to add to your journey checklist; s, nonetheless, are higher than others.
So with out additional ado, listed here are one of the 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 through Getty Photos
Middleburg is a powerhouse vacation spot in Virginia, albeit a small one. Often known as the “horse and hunt capital of the nation,” the city is crammed with historical past, tradition, and structure you merely can’t stroll or drive previous with out snapping an image. The primary thoroughfare, Washington Avenue, is lined with stone buildings, brick sidewalks, and companies that look as if they might star in a Hallmark film. There are additionally fairly just a few first-rate lodging in Middleburg, making it an extra-charming weekend retreat. The stately Red 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 may 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’ll be able to navigate to through vintage brick sidewalks—I like Lex Running Shop, Purveyors on Main, and Lexington Mercantile—Lexington is stuffed with vitality, allure, and distinctive experiences. Lime Kiln Theater combines all three of these traits, providing an annual summer time lineup of reside performances from its legendary outside venue (an previous limestone quarry and kiln).
Meadows of Dan
Houston Cofield/Bloomberg through 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 looking for a luxe outside expertise. Meadows of Dan additionally lays declare to one of the crucial photographed spots on the parkway (the historic Mabry Mill), an old-fashioned candy factory, and several other endearing locations to seize one thing to eat—together with Primitive Coffee Market, Jane’s Country Cafe, and Poor Farmers Market.
Bedford
Ashton Dooley/Getty Photos
The city of Bedford has considerably advanced since I final referred to as it residence. Once I was youthful, I couldn’t have imagined there could 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 (Town Kitchen & Provisions), or a boutique resort (Hotel Fauna is ready to open later this 12 months). What hasn’t modified, although, is Bedford’s unbelievable proximity to the Blue Ridge Parkway, its admiration of historical past, or its walkability.
Earlier than heading as much as hike one in all 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 National 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 might initially be drawn to this a part of the state for water views and contemporary seafood, however Cape Charles will rapidly exhibit its attraction is multifaceted. Spend a day at Cape Charles Seaside, discover freshwater wetlands and a maritime dune woodland at Cape Charles Pure Space Protect, and get some buying in at Peach Street Books, Gull Hummock Gourmet Market, and Moonrise Jewelry. In fact, it wouldn’t be a real Japanese Shore journey with out oysters, so strive to not go away 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 would simply spend every 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 favor to learn on the seaside, take lengthy sandy walks, or go shelling, it’s your dream trip vacation spot. You can too 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 world as Virginia’s herd of untamed ponies is moved from Assateague Island to Chincoteague Island. It contains 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 positioned atop the Blue Ridge Plateau, and it’s one of many greatest stops alongside Virginia’s heritage music path, often known as The Crooked Highway. Folks come from far and huge to take heed to bluegrass music on the weekly Friday Night Jamboree at Floyd Nation Retailer or attend FloydFest, a multiday music pageant 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—observe the Floyd Farm Trail to find a number of the finest native farms and farm shops.
Abingdon
Melinda Fawver/Adobe Inventory
You don’t have to journey to Virginia’s greatest cities to expertise a various culinary scene; one of the crucial spectacular eating locations is a small city tucked within the southwest nook of the state. You’ll need to come hungry to Abingdon, the place the meals choices prolong past a few native favorites. Inside The Tavern, housed in Abingdon’s oldest constructing, the crew 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 Girl & The Raven.
Wytheville
Tim Pennington/Getty Photos
Should you’re street 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 the smallest churches in the U.S., a water tower painted to resemble a rainbow-striped scorching air balloon, and a 100-foot-tall lookout tower with panoramic views (discovered at Big Walker Lookout), however Wytheville additionally has a 100-year-old diner with well-known scorching canine, Skeeter’s World Famous Hot Dogs, and one of the crucial well-known motorbike trails on this a part of Virginia, The Claw of the Dragon.
Woodstock
Brendan Smialowski/AFP through Getty Photos
A few of Virginia’s finest vintage shops, breweries, vineyards, eating places, farmers markets, and scenic views are hidden away in small cities throughout the state. Living proof: Woodstock, Virginia. This historic city within the Shenandoah Valley is right for an extended weekend. Poke round Spring Hollow Antiques, sip wine at Muse Vineyards or beer at Woodstock Brewhouse, have a chunk to eat at Woodstock Garden Cafe, and peruse the native produce at South Street Barn Market (open year-round on Saturdays). Extra adventurous vacationers also needs to make a degree to discover close by Seven Bends State Park or hike as much as the Woodstock Tower.
















































