The South's Prettiest Towns

This western North Carolina town is known for its gorgeous fall foliage and offering sweeping vistas of snow-capped peaks, forests, and the Johns River Gorge from the top of legendary Blowing Rock cliff. Read more about Blowing Rock.

An authentic South Carolina equestrian community, Aiken offers miles of gorgeous wooded trails, a quaint downtown, historic estates, and several grand live oak archways. Read more about Aiken.

At only 33-square-miles, what Sanibel lacks in space, it more than makes up in beauty. With powder-sugar sand beaches, bright turquoise waters, and gorgeous greenery growing right up to the beach, this little slice of heaven looks more like the Caribbean than a barrier island off the coast of Florida. Read more about Sanibel.

You'd be hard-pressed to find a better place for leaf peeping in the South than Sewanee, Tennessee. Each fall, the home to The University of the South becomes awash in fiery crimson, rich gold, and rusty orange. Read more on Sewanee. 

Nicknamed the Beauty on the Bay, this Alabama coastal town is as charming as they come. With an impressive collection of Spanish-moss covered live oaks, brilliant bougainvilleas, and stately Southern estates, Fairhope shines at every turn. Its piece de resistance, the sprawling Grand Resort, isn't so bad either. Read more about Fairhope.

Less than 1,000 people live in this teeny tiny North Carolina town. But it's a favorite escape for visiting outdoor enthusiasts hoping to see some truly stunning wildernesses. Whitewater Falls, Gorges State Park, and The High Hampton Inn Historic District are all must visits locations. Read more about Cashiers. 

Voted the South's Best Tiny Town in 2018, Ocean Isle Beach is the stuff of Atlantic coastal town dreams. Pastel beach homes flank busy waterways buzzing with boats, kayaks, and jet skis. Families dot expansive beaches and marshy patches of grass add a bit of nostalgic charm to the already-magical atmosphere. Read more about Ocean Isle Beach.

Located at the convergence of the Cape Fear River and the Atlantic Ocean, Southport is a tiny harbor town with all the traditional trappings of a nautical escape. There are stately captain's homes, two iconic lighthouses, and cozy white cottages galore. There's also water--and vignettes that look like they belong on a vintage postcard--at every turn. 

Voted the South's Best Small Town in 2022, Beaufort is right on Charleston's heels when it comes to favorite destinations in South Carolina. The historic coastal town offers a diverse range of vistas from dense maritime forests to pristine white-sand beaches. Well-manicured streets lined with Antebellum homes beg for a leisurely evening stroll. Read more about Beaufort. 

There's history to uncover in this central Georgia town just an hour east of Atlanta. Its historic downtown is home to more than 50 Antebellum-era buildings. This is the kind of town where the sky seems a little bluer and the grass a little greener. Read more about Madison. 

Once temperatures drop, this Southern ski resort becomes overrun with skiers and snowboarders hoping for bluebird days. In the off-season, the quaint resort town of less than 1,000 shines with pretty fall color, plus great fishing and hiking. Read more about Beech Mountain.

Best known for Colonial Williamsburg, there's no denying the stately Southern charm of this Virginia town. Scenic bike trails cut through rolling pastures, horses clip-clop on cobblestone streets, and buildings date back for more than a century. Read more about Williamsburg. 

St. Michael's is exactly the place you envision when thinking of the quintessential Eastern coastal town. Sailboats glide over sparkling bay water, American flags hang from shop windows,, and colonial architecture is on full display in this town built on oystering and shipbuilding. 

The southernmost of Georgia's famed Golden Isles, Jekyll Island brims with sea and island life. Explore marshy waters by kayak. Stroll among the giant skeletal remains of trees on Driftwood Beach. There's beauty at every turn on this nature-filled barrier island. Read more about Jekyll Island. 

Located in America's horse and hunt county capital, Middleburg is a place of winding back roads and rolling green pastures. With the ever-present shadow of the Blue Ridge Mountains in the distance, it's a picturesque getaway just an hour from our nation's capital. 

Not to be confused with "Bew-fert" in South Carolina, North Carolina's "Bow-furt" is an entirely different place with unique beauty of its own. The former fishing village on the southern coast of North Carolina is replete with maritime charm. Wooden boardwalks, full marinas, and historic lighthouses included. Read more about Beaufort. 

Nestled in the woodlands of Lookout Mountain, Mentone Alabama is home to Alabama's only ski resort and dude ranch. In the summer, the town becomes a sea of green thanks to the many state parks and preserves it hosts. Read more about Mentone.

In the heart of the Ozark Mountains is the historic town of Eureka Springs. The picturesque  town has been a beloved vacation destination since the 1800s. On a drive around town, you'll quickly become acquainted with scenic rivers, lakes, and springs, including the one for which the town is named.

If you don't know better, you might think Islamorada was the name of some exotic island requiring a passport and an international flight to get to. In reality, it's a grouping of six Florida Keys known for their colorful coral reefs. With aqua water, white-sand beaches, and palm trees gently swaying in the wind, this is paradise on earth. Read more about Islamorada. 

For unparalleled views of the Blue Ridge Mountain, head to the top of Jump Off Rock in Hendersonville. When you're not admiring the beauty of nature in the town's many state forests and parks, the charming Main Street is just as pleasing to the eye. Read more about Hendersonville.

Key West's reputation proceeds it. The Southern-most point of Florida is the crowned jewel of the Keys and for good reason. Brightly colored buildings, tropical tiki bars, and Old Florida charm give this spunky beachside town all the character it needs. The ridiculously beautiful beaches and otherworldly sunsets are almost an added bonus. Read more about Key West. 

Just far enough from the hustle and bustle of the Music City, Franklin is the charming Southern town you'll want to plan a girls' weekend around. The community's allure is strongest on Main Street, a cobblestone city center where locally owned boutiques, historic landmarks, and modern restaurants all share space. Read more about Franklin.  

Charlottesville has several things going for it that have helped it land on our list of prettiest Southern towns. For one, it's home to the gorgeous University of Virginia campus, designed by Thomas Jefferson. The former president's Monticello estate is also in town. Though the capital, the town's pastoral setting and connection to nature as the gateway to Shenandoah National Park make it seem smaller than it is. Read more about Charlottesville.

There are 250 waterfalls to explore in this North Carolina mountain town. If the sight of fresh spring water cascading from a cliff in the middle of an ardent green forest isn't enough to make you say "wow," maybe the 500,000-acre Pisgah National Forest will. Read more about Brevard. 

The Old Florida vibes are immaculate in Fernandina Beach, a tiny community at the tip of Amelia Island. From tropical-colored buildings to postcard perfect beaches, there's something for everyone here--even Florida's oldest bar by way of The Palace Saloon. Read more about Fernandina Beach.