Stroll Down Main Street | Quaint Southern Towns

Imagine spending a warm and sunny spring day in a quaint Southern town. Sounds like perfection, doesn’t it? Let us introduce you to a few treasured towns we have been longing to share.

Imagine brick buildings with ornate glass windows, American flags waving between tree-lined streets, boutique shops with local touches, and restaurants preparing their regional specialties. All this is just waiting for you around the corner. There is no need to block off days from work for this great travel experience. With a little research and a couple of hours in the car, you can discover a small town that offers history, culture and the backdrop to the most picturesque day trip.

Lewisburg, West Virginia
Established less than a decade after America’s founding, Lewisburg takes very good care of its historical buildings and great pride in celebrating its heritage. This is a perfect place if you are interested in gaining a more complete grasp of American history, and the charming town center will make you feel like you have traveled back in time. The Greenbrier Valley Theatre draws people in from all around and attractions nearby include the unique Lost World Caverns if you’re looking for something adventurous.

Lewisburg’s picture-perfect Main Street could keep you occupied for days with shopping, art galleries and diverse dining. Taste the truffles and American classics at family-owned Food and Friends, the locally sourced and handcrafted freshness of Stardust Cafe, and a strong coffee at The Wild Bean before you browse the antiques, galleries and boutiques, like Harmony Ridge Gallery or Roberts Antiques and Wine Shop. You can visit the old stone Spring House and other architectural treats that are a hallmark of the town, as well as many Civil War sites. Special events take place throughout the year, including monthly gallery crawls and a Chocolate Festival. See live performances and music at the historic Carnegie Hall (there are only four Carnegie Halls in the world), which also hosts square dances. Just outside of town are plenty of caves and mountain terrain to explore. Nearby, The Greenbrier Resort is a must-visit, even if you are staying elsewhere in the area.
visitlewisburgwv.com;
lewisburg-wv.com

Shepherdstown, West Virginia
Thanks to its founding in 1762, Shepherdstown is likely the oldest town in West Virginia. It is located on the far northeast corner of the state on the Potomac River, and only about an hour and a half from both Washington D.C. and Baltimore. Less than 2,000 people live there, so this is the perfect place to come and experience small-town America. There are some very interesting rock formations along the river to check out if you are into geology, but if you prefer the cultural aspects of traveling, you can go downtown to German Street, where you’ll find plenty of shops and cafes. Shepherdstown is home to Shepherd University, so there is some college liveliness here even with such a small population. You can eat award-winning food at the beloved Blue Moon Cafe, Shaharazade’s Exotic Tea Room, or The Press Room, or sit a while in one of the many quirky cafes such as Lost Dog Coffee. This fun, lively town often celebrates a special event, and there’s always something on stage. Rich in Civil War and American history, you can tour museums, battle sites and see re-enactments all year round. You can also stay in historic inns (we recommend the Bavarian Inn - it is an experience!) or modern hotels and shop or explore the surrounding countryside for outdoor adventure. Nearby you will find wineries and distilleries to visit. Stop at Distillery Lane Ciderworks for the crisp hard cider, take one of their cider-making classes, or tour the orchard.
shepherdstown.info;
distillerylaneciderworks.com

Jonesborough, Tennessee
Known for its annual National Storytelling Festival, Jonesborough is a bastion of historic preservation. Its oldest building, the Christopher Taylor house, dates back to 1777, nearly 20 years before Tennessee became a state. Whether you are looking to window shop or purchase local handcrafted art, you’re sure to find treasures as you stroll through town. The stunning architecture and cobblestone walkways create a beautiful setting for your shopping experience. Inside these historic buildings, you will discover local shops featuring handmade crafts, one-of-a-kind gifts, antique stores, art galleries, gourmet food shops, fashion boutiques, and many other delightful retail shops.
jonesborough.com

Cleveland, Tennessee
Cleveland’s historic downtown is sprinkled with places on the National Register, including the First Presbyterian Church, built in 1856. Look closely and you will see musket balls lodged in the steeple - souvenirs from the Civil War. Downtown Cleveland is gorgeous, quaint and very Southern. Beautiful Victorian-era homes mingle with antebellum churches to create a unique atmosphere. A downtown self-guided walking tour allows you to experience the regional history, including the oldest and continually operating bank building in Tennessee. Take a break with some local brews at Mash & Hops and afterwards, indulge with a few amazing treats from The Cupcake Club.
visitclevelandtn.com

Hillsborough, North Carolina
Now a quiet, heavily forested town in the Piedmont, Hillsborough was once the site of significant tensions between the colonists and the British government in the lead-up to the Revolutionary War. The main street leads up a hill, and you will encounter an overabundance of charming restaurants and cute shops in addition to the historical buildings along the way. This is another good place to come if you would like to hike, as it’s very near to the Eno River State Park. The Eno, a very well loved part of the community, is one of the more pristine rivers throughout the country. Hillsborough is a haven for artists and writers, but the city really comes to life in May when barbecue lovers descend upon the town for the annual Hog Day festivities. Visit the Burwell School Historic Site to discover the inspiring story of Elizabeth Keckly, perhaps one of Hillsborough’s most-known individuals. Mrs. Keckly was a former slave turned successful seamstress and designer (and confidante) for Mary Todd Lincoln.
visithillsboroughnc.com

Harrodsburg, Kentucky
Dating back to 1774, Harrodsburg is the state’s oldest city and home to a smorgasbord of interesting sites relating to its rich history. This includes the Shaker Village of Pleasant Hill, America’s largest restored Shaker settlement, and Dedman Drugstore, which first opened in 1865 and today is home to its original soda fountain, as well as The Kentucky Fudge Company. Take a trip aboard the authentic Dixie Belle paddle steamer and see the scenic Kentucky River Palisades from a unique angle or explore downtown Harrodsburg for its charming and colorful storefronts, local crafts and antiques; along with restaurants serving up good old Southern cuisine. Ten bourbon distilleries and a dozen wineries are a short drive away. There are horseback riding trails, backroads and byways for bicycle enthusiasts, and outdoor water sports from kayaking to skiing. Harrodsburg is home to Beaumont Inn, the state’s oldest family-operated country inn and 2015 James Beard Foundation “America’s Classics” award winner. First glance at the multi-colored building fronts through downtown will have you falling in love with Harrodsburg.
harrodsburgky.com

Helen, Georgia
An Alpine town in Georgia’s Blue Ridge Mountains, Helen may fool you into thinking that you are in Germany with its old world towers, colorfully painted wooden houses and cobblestone alleys that are modeled on the original European mountain towns. Mandated zoning that was introduced in the 60s means that the classic south German style is present on every building, even chain stores. Once you have fully taken in this Georgia town, you can try out a range of mountain activities within the area, giving you a chance to take in the impressive views across the mountains, forests and waterfalls. For full German impact, visit during Oktoberfest - you will think you have arrived in Deutschland.
helenga.org

Main Street is the beating heart of any small town. It is where you can get a quick feel for the charming attractions and history of the area and unequivocally fall in love. Pick one or a few of these favorite small towns to visit and get your slice of Americana served up Southern style.

More Downtown Discoveries

Forest City, North Carolina
Forest City brings Southern charm and historic preservation together with modern innovation. Located in Rutherford County (near Rutherfordton), their historic downtown has a variety of boutiques, antique shops and local eateries. Classics like soda fountains, vintage cars, and summer baseball round out the small town American experience. Their Main Street Program is part of the National Main Street Center at the National Trust for Historic Preservation, and the downtown area shines with community pride and charisma, it should not be missed.
townofforestcity.com

East Point, Georgia
The City of East Point offers small city charm with big city amenities. Several residential communities surround the Historic Downtown District. It has a large variety of dining options, including East Point Chairs, Louisiana Bistreaux, and Malone’s Steak & Seafood. During the year, a number of downtown festivals take place, including The Taste of East Point, Destination East Point Fall Festival, and the 4th of July Fireworks Celebration. East Point has the only Velodrome in the world that includes green space and creek running through the infield. 
eastpointcity.org

Downtown Fredericksburg, Virginia
Downtown Fredericksburg is a vibrant community that boasts a rich history, an eclectic mix of art galleries, restaurants, shops and a full calendar of family friendly events for visitors and residents to enjoy year round. This incredible city offers a charming historic town but it’s also a thriving cultural hub and a home for so many people. It’s a place where generations have lived to preserve the historic fabric of the downtown. Enjoy the downtown shops, restaurants, historic sites and galleries.
fredericksburgdowntown.org

Carrollton, Georgia
Carrollton’s historic downtown is altogether happening. From Adamson Square, walk to more than 20 locally-owned restaurants including Asian fusion, BBQ, Brazilian, Irish and Italian, or sip a specialty cocktail or local craft brew. Live music, concerts, art exhibits, theatre performances, historic landmarks, and boutique shopping offer excitement around every corner. And the square is only steps away from walking or biking the 18-mile GreenBelt or playing our best-in-state disc golf course. Carrollton. Altogether Original.  

Cadiz, Kentucky
Tucked away in the western corner of Kentucky is the friendliest town of Cadiz—it is small town Americana at its finest. In Cadiz, a slower pace of life is standard, and enjoyed thoroughly by locals and visitors alike. And don’t be surprised by the many greetings and warm salutations offered by the residents of Cadiz while roaming the local sites—people here are just sweet as honey. Find yourself strolling through the historic downtown district. Enjoy perusing the numerous antique and specialty shops.
gocadiz.com

St. Paul, Virginia
There is always something happening in St. Paul, from the Farmers' Market each Saturday morning, to festivals and antique/classic car shows, parades and music venues. St. Paul is a treasure, not only to its residents but also to hikers, bikers, boaters and more. Enjoy a leisurely voyage down the Clinch River with Clinch River Adventures, they will get you outfitted with canoes or tubes, — it is the perfect addition to a visit in the area. St. Paul's downtown has once again become an attractive destination with historic buildings, revitalization, and that ever-present warm hospitality.
stpaulmainstreet.org

Monroeville, Alabama
April and May are considered “Play Season” and the stage adaptation of Harper Lee’s To Kill a Mockingbird by Monroeville’s own Mockingbird Company is a truly special experience. Performed in the old courthouse depicted in the book, it allows attendees an opportunity to transport themselves back to the time of the book's setting. This epic play lasts approximately two hours and has two acts, one set outside, and the other taking place inside the famed courtroom. With the charming backdrop of Monroeville, this is a “must” for any traveler.
monroevillemainstreet.com

Hardin County, Tennessee
There is just something special about Hardin County - maybe it's the way the river bends at Savannah, the historic homes downtown, the battlefield at Shiloh echoing the past, the warm waters of Pickwick Lake, or perhaps it’s the rich lands, or the romantic and historic traditions. It’s charming town of Savannah is the Catfish Capital of the World due to its gigantic catfish and the annual National Catfish Derby held each summer. Discover memorable places and friendly people in Hardin.
tourhardincounty.org

Maysville, Kentucky
Experience the ambiance of a local c.1400 English pub where chaps gather for a pint, game pie, and bit of conversation in front of a warm hearth. Visit Kilgus’ Drug store with its soda fountain, and booths. If history is what you are looking for, they have it. From the 1790’s frontier village of Old Washington, to the National Underground Railroad Museum, there is something for everyone. Genealogists have found the research library located on the second floor of the Kentucky Gateway Museum Center to be the best within the state of Kentucky.
cityofmaysville.com

Historic Jefferson Parish, Louisiana
Jefferson Parish offers a variety of attractions, activities, cuisines, and experiences, sprawling over sixty miles from the Gulf of Mexico to the shores of beautiful Lake Pontchartrain. Step back in time and explore the many historic districts, each representative of heritage and the cultural influences of the region. The food alone in Jefferson Parish — creole and Cajun food — is an art form. With delicious restaurants featuring the best chefs around, you cannot go wrong visiting Jefferson Parish! 
visitjeffersonparish.com

Historic Stockyards City, Oklahoma
Home to enjoyable shops specializing in all things Western, find a pair of boots and enjoy a great steak in Stockyards City. Home to the Oklahoma National Stock Yards, the world’s largest feeder and stocker cattle market, where live cattle auctions take place every Monday and are open to the public. Eat like a ranch hand at Cattlemen's Steakhouse. Explore the vast selection of boots, at Langston's Western Wear, or tap your toes to live music at the Rodeo Opry.
stockyardscity.org

Fayetteville, Georgia
Fayetteville is a friendly community of approximately 17,000 residents. Fayetteville is the historic county seat of Fayette County. Located approximately 22 miles from Atlanta and 15 miles from the world’s busiest airport – Hartsfield-Jackson International Airport, Fayetteville is known for its historic charm, community activities and events. Fayetteville began as a small agricultural town and today works hard to retain its charm and sense of history and to manage growth in smart, innovative ways.
fayetteville-ga.gov

Smith County, Tennessee
Smith County is Southern hospitality wrapped in a beautiful scenic countryside, dotted with rural roads that wind around majestic hills, topped with rivers, lakes and creeks for great fishing and hunting. It is also home to the best food that you will ever put in your mouth and the quaintest and most serene places to visit and lodge. Plan a relaxing visit that includes a walk down classic Americana downtowns, and take your time and enjoy the area’s natural beauty.
experiencesmithcounty.com