The Best Small Towns In Virginia To Chill Out
With a little bit of everything, Virginia has an adventure for every type of traveler. From pristine East Coast vistas to culinary hotspots, historical sites, easygoing activities, and enough southern hospitality to go around. Soak up some sun and get some much-needed time on the beach in Cape Charles, a Virginia beauty along the Chesapeake Bay. For more of a deep dive into Virginia’s roots, Staunton is a fine choice, especially as President Woodrow Wilson’s birthplace. From strutting around downtown Farmville to Smithfield’s quirky Ham Capital, and Middleburg’s enthusiastic equine lifestyle, Virginia is a solid choice for travel.
Lexington
With origins dating back to 1777, Lexington is known for its wealth of historic landmarks. Get a feel for the town’s timeless atmosphere by taking some time to putter around the well-preserved downtown area. Grab a friend for a chat at Pronto Cafe & Gelateria, a modern Italian cafe. Sip on Lavazza coffee, savor a gelato, or nibble on little bites while catching up. Afterward, take a leisurely ride while admiring Lexington’s old-timey elegance with a carriage ride through downtown. Book a tour with the Lexington Carriage Company and cruise past the town’s historic highlights.
As one of the oldest continuously operating commercial grist mills in Virginia, Wade’s Mill has been gracing the area since 1750. Learn about the ins and outs of the industry with a guided mill tour or simply roam the grounds at an easy-going pace. Visit the on-site shop for a tasty Virginia souvenir, including apple butter, honey, maple syrup, or molasses.
Cape Charles
Soak up some sun on Cape Charles, a coastal Virginia paradise on the glimmering shore of the Chesapeake Bay. Head to Cape Charles Beach for a chill-out session. Lie in the warm sand, splash in the sparkling waters, and watch one of the many serene sunsets. Cap off the day with a waterfront dinner at The Shanty, a beloved restaurant with an emphasis on fresh, local ingredients. Luxuriate in coastal, authentic flavors with New England Clam Chowder, Bang Bang Fried Gulf Shrimp, Mid-Atlantic Calamari, and Mahi Tacos.
Soak in and admire Virginia’s finest natural beauty by spending some time at Kiptopeke State Park. With a fantastic spot along the Eastern shore, cool off with a swim, bring along a delicious lunch for a picnic, or hike on one of the trails while searching for birds. Stay awhile in Cape Charles by getting close to nature in one of the cabins, campsites, or RV parking in Kiptopeke State Park.
Abingdon
With an intriguing collection of galleries and a focus on hosting creative-centered events, Abingdon boasts a thriving arts and culture scene. An incredible tradition since 1949, join the locals in the summer for the Virginia Highlands Festival. Featuring an arts and crafts show, an antiques market, performing arts, live music, and local flavors, the event is one of the most anticipated events of the year. Throughout the year, catch a live presentation at Barter Theatre. Standing tall and proud since 1933, the Barter Theatre enchants visitors with a diverse range of performances. Future 2026 showcases include Guys & Dolls, The Da Vinci Code, Dracula, and Elf the Musical.
Just 12 miles from the iconic Appalachian Trail, Abingdon has earned a reputation as a renowned adventure hub. Aside from all the action the Appalachian Trail has to offer, many flock to the area for an easygoing journey down the Virginia Creeper Trail. Considered one of the best biking trails in the United States, grab a set of wheels and cruise along the 34-mile rail-trail. Many also favor the trail for hiking and horseback riding. Following a 2024 hurricane, the Damascus to Whitetop section of the trail is closed due to significant damage, while the rest of the trail remains accessible.
Culpeper
Culpeper is a textbook example of a southern town, with welcoming locals, country charm, and a stunning landscape dotted with farms. Round Hill Farm is the ultimate destination, especially for families in the fall. Get lost in the corn maze, let the kids make a new furry friend at the barnyard petting zoo, and pick out a pumpkin to take home for carving or decorating. At other times during the year, support Culpeper locals at the Culpeper Downtown Farmers Market. Selling everything from coffee to grass-fed beef, kettle corn, seasonal produce, baked goods, and dog biscuits, the vendors offer an extraordinary selection of regional specialties.
Culpeper is an outstanding destination for food lovers, with an emphasis on farm-to-table dining and a diverse selection of cuisines, as well as wineries and breweries. Dress up and head to Piedmont Steakhouse, a cozy 1890s historic brick building downtown. Dig into a prime cut of Filet Mignon, Grilled Chicken Breast, Pasta Primavera, or the Fish of the Day. Just around the corner, check out Beer Hound Brewery, a treasured local microbrewery. The menu has a little something for everyone. Try the Seneca Blue Blueberry Sour, Zoeie Black Lager, Archie English Brown Ale, or the Ernst German Pilsner.
Smithfield
For an eccentric adventure, head to Smithfield, Virginia’s Ham Capital. Go way back in time and see the World’s Oldest Ham at the Isle of Wight County Museum. The exhibits are informative and provide a comprehensive look into Smithfield’s famous ham industry. Afterward, try some of the town's delicacies at Darden’s Country Store. A cherished landmark since the 1950s, take home some ham slices, ham biscuits, or a ham salad for an authentic taste of Smithfield’s famous offerings. Those who prefer to let someone else do the cooking should stop in at Taste of Smithfield. Discover the magical cuisine of the area with Country Ham Biscuits, Pork Wings, Smoked Hog Sandwich, Hammy Melt, or a classic Fried Pork Chop.
Spend an afternoon kicking back at Windsor Castle Park. Marvelous in all seasons, the park boasts an impressive 208 acres that gently touch the Pagan River. Bring furry friends to the dog park, coast on the waters with a kayak, or embark on a quiet fishing session on the pier. With mountain biking trails, scenic vistas, and an incredible playground, Windsor Castle Park is a top choice for visitors and locals alike. Get some fresh air while embracing gentle exercise and appreciating the state’s natural wonders.
Middleburg
Venture to Virginia’s picture-perfect horse country in Middleburg, commonly referred to as the Nation’s Horse and Hunt Capital. As a sought-after destination for horse lovers, the town is thriving with farms, equestrian facilities, and horses galore. Adults and kids alike will go nuts for the Salamander Equestrian Center. Trot around the woods with a group or private trail ride, learn about horse care, or take a riding lesson.
Stick around and watch professional riders test their skills at the annual Middleburg Spring Races. Dating back to 1911, locals eagerly anticipate the event every year. Join the Middleburg crowd and be in awe at thoroughbred horses gallop and jump over hedges and lumber.
Stay awhile in Middleburg by booking a few nights at the historic Red Fox Inn & Tavern. Built in 1728, the majestic landmark looks straight out of a storybook. Cozy up with an elegant dinner at the tavern and then rest up in one of the five pristine guestrooms. Some visitors may choose to head to one of the other enchanting properties, such as the Middleburg Cottage, Carriage House, or Fox Den.
Staunton
Known as the birthplace of President Woodrow Wilson, Staunton is steeped in history. Step back in time and honor one of America’s presidents at the Woodrow Wilson Presidential Library & Museum. General admission includes a self-guided museum tour and a guided tour of President Wilson’s birthplace, offering a captivating glimpse into the past. For an even deeper dive into the life of Woodrow Wilson, make an appointment to browse the documents at the Woodrow Wilson Archives & Research Center and learn all there is to know about his reputation and historical significance.
Top-rated, family-friendly, and open year-round, the Frontier Culture Museum is a fascinating way to spend a few hours. The open-air museum brings history to life with exhibits spanning an 1840s schoolhouse, 17th-century farm life, Native American cultures, and early Virginia history. It also highlights global connections through households from Germany, England, Ireland, and West Africa.
For a more chilling look into Staunton’s history, embark on a self-guided journey to the allegedly haunted landmarks in the town. From the 1855 American Hotel to the Staunton Train Station, Blackburn Inn, and Mary Baldwin University, Staunton is a hub for paranormal activity. For an expert look into Staunton’s creepy past, book a Ghosts of Staunton Ghost Tour through Black Raven Paranormal. Learn about the legends, lore, and ghosts that haunt the area while checking out some of Staunton’s most haunted spots.
Farmville
Farmville is a welcoming and adorable town ideal for those seeking a slower pace of life. Historic and well-rounded, the town offers adventures for all ages and interests. Wander around Main Street for a few hours to browse cute boutiques and check out local businesses. Get some energy at Uptown Coffee Cafe before embarking on an adventure. Rustic and inviting, sip a coffee and munch on a Grilled BLT or Southern Reuben before heading out on a Main Street journey. Right down the street, find a new head-turning outfit at The Blake and Gray Company. Specializing in women’s western and bohemian style fashions, the clothing and accessories complement Virginia’s country-inspired atmosphere.
Home to Longwood University since 1839, Farmville is a lively Virginia college town. Naturally, the town has a thriving arts and culture scene, shaped by its university community. Discover a wide range of collections at Longwood Center for the Visual Arts. The collection spans contemporary and Chinese art, folk art, African art, and local Virginia works, complemented by rotating temporary exhibitions. Join like-minded creatives at one of the free family workshops or make new friends at one of the events, including Art After Dark or the LCVA Gala.
Crozet
Framed by the Blue Ridge Mountains, Crozet is a laid-back town with spectacular landscapes, a close-knit community, and abundant recreational activities. Kick back with live music and exceptional brews at the award-winning Starr Hill Brewery. Chat with friends and try some of the alluring flavors. Nothing beats a tall glass of Northern Lights IPA, Black Cherry Vanilla Seltzer, or Little Red Roostarr Coffee Stout. Continue savoring Virginia’s local delicacies at the Crozet Farmer’s Market. With friendly service for over 25 years, stock up on seasonal produce, baked goods, or some plants and handicrafts to decorate with back home.
Just outside of town, the Blue Ridge Tunnel in Afton is hauntingly beautiful. Dating back to the mid-19th century, approximately 1850-1858, the tunnel exudes an unsettling, mysterious atmosphere. Allegedly teeming with paranormal activity, visitors have reported seeing strange shadows, and a few hikers have even vanished without explanation after entering the tunnel. Ghost stories aside, the area offers fantastic hiking, though bringing a flashlight is recommended.
Chill Out In Virginia
Kick back, relax, and check out what Virginia has to offer. Try some local specialties in Crozet at the award-winning brewery, or dig into some of the state’s top-tier coastal cuisine in Cape Charles. Take a break from the Appalachian Trail by stopping in Abingdon and taking a look at the arts and culture scene in the tranquil town. Fuel up in Culpeper, one of the state’s top food destinations. From Peruvian to Thai, Indian, Mexican, Italian, and Asian, the town’s list of cuisines is beyond impressive. Adventure awaits in every corner of the state.
