Our Favorite Small Towns in Mississippi
Ocean Springs
The Gulf Coast has come a long way since being hammered into devastation by Hurricane Katrina in 2005, with restoration and cleanup efforts slowly giving life back this quaint coastal town. Locally owned shops, galleries, and restaurants infuse your trip with the quirkiness and laidback attitude of the small town, while the warm ocean breeze calls for a relaxed mindset. Pay a visit the The Shed Barbecue and Blues Joint, a rustic rickshaw of a restaurant that started with a shed made from dumpster-diving finds and expanded as the locals’ love for the hometown joint increased. (It’s now a full family affair, with grandma manning the beer bar.) You’ll find dinner and a show with mouthwatering barbecue and live blues. ocean-springs.ms
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Natchez
Named for the Native Americans that once settled the area, this river town is steeped in character that you can see, taste, and feel around every corner. Historic antebellum homes with column-lined porches and regal demeanors are flanked by towering live oak trees draped heavily with Spanish moss and show the inherent historic respect this small town has for Southern culture. Tour these historic homes before stopping in King’s Tavern, the oldest standing building in Natchez, for an unreal atmosphere and wood-fired meal (or Roux 61 for your fill on authentic Cajun seafood). Fun annual events, such as the Natchez Biscuit Festival in September and Great Mississippi River Balloon Race in October, keep Southerners going back year after year. visitnatchez.org
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Bay St. Louis
This artsy beach town feels old-fashioned Southern, but with a twist, with its quirky storefronts, creative community, and time-worn architecture. You can venture to the popular Old Town for shops, art galleries, and good eats like The Buttercup on Second Street restaurant. Just minutes away from Main Street, you’ll find the Depot District with the local Bay St. Louis Little Theatre. And don’t skip a stop at The Mockingbird Café, a coffee house by day and restaurant and pub at night. Bay St. Louis one of those nostalgic towns that you’ll find yourself missing after you leave. baystlouisoldtown.com
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Cleveland
We can’t figure out the je ne sais quoi of the Mississippi Delta. It’s the soul of the state, the birthplace of blues, and the product of both historic joy and strife. It’s full of the most Southern small towns, incredible hidden spots including ruins and abandoned towns, and majorly good eats; and Cleveland is one of those special towns. You have to go to Delta Meat Market, butcher shop and farm-to-table restaurant, located downtown, for amazing upscale Southern cuisine. Venture to Dockery Farms where a cotton gin and restored service station still stand; but also where, in the early 1900s, impoverished black tenant workers worked by day and played the blues by night. Charley Patton, an early Delta blues trailblazer, learned the blues while at this farm. visitclevelandms.com
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Oxford
This Southern college town is more than just a four-year destination for co-eds; it’s one of our favorite places to head during a trip with the family, for a weekend girlfriend getaway, or on a Mississippi road trip. We like to stick close to the Square for the cute shops, delicious restaurants, and charming scenery. Book a room at The Graduate for its prime location and hip atmosphere (rooftop terrace bar included), and shop around at popular spots like Cicada and Square Books while you’re out and about. You can grab a bite at City Grocery for your Southern food, Oxford Canteen for your greasy food, and Bottletree Bakery for your sweet treats. visitoxfordms.com
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Greenville
Other than being another must-stop in the Mississippi Delta, Greenville is home to some mighty fine eats. You have to pop into the popular Doe’s Eat Place for fine Southern cooking and a cheerful welcome by Aunt Flo, the 91-year-old local icon who has been helping out at the restaurant for decades. But you can’t leave the town until you’ve stopped at the easy-to-miss Scott’s Hot Tamales. The red-and-white shack is barely the size of a snow cone stand, but it’s been serving up famous tamales (beef brisket, corn meal, and a whole bunch of spices wrapped in corn husks) since the 1950s. You can attend the Delta Hot Tamale Festival every October for tamale cook-offs, countless tamale vendors, and a Hot Tamale eating contest. The small town has seen the likes of great Southern writers, famous blues musicians, and everything in between—all of which helped form that Mississippi soul. Popular Delta towns, Clarksdale and Greenwood, are just short drives away. visitgreenville.org
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Corinth
Corinth is the perfect destination for the history buff. You can head to the Veranda House, which served as headquarters for Confederates during the Civil War; and you definitely need to see the crossroads from which the bucolic town gets its namesake. It was originally named Cross City, because of its notable cross-junction of railroads; but it was suggested by a local to change the name to Corinth in homage to the ancient Greek city that also served as a crossroads. You can pretty much hop, skip, and jump to countless historic sites from the Civil War and from earlier settlement. Your trip wouldn’t be complete without a stop at one of the oldest running drugstore and soda fountains, Borroum’s Drug Store and Soda Fountain, established in 1865. Old-fashioned staples such as vanilla, grape, and cherry sodas pair perfectly with cheesy melts and burgers. corinth.net
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Laurel
About a 30-minute drive northeast of Hattiesburg, this destination oozes Southern small town charm. It’s now known for being the Waco, Texas, of Mississippi; as Erin and Ben Napier film the HGTV renovation show, Home Town, in Laurel, that promotes family-oriented and community values. You feel that sense of community while strolling down Main Street with its local shops and restaurants. Cafe la Fleur is a go-to spot for lunch or dinner with its New Orleans flair, while you can finish off the day at Sweet Somethings Bakery for cookies, candies, and truffles. Erin and Ben Napier’s downtown shop, Laurel Mercantile Co., is filled with heirloom wares and inspired goods to bring home. laurelms.com
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Biloxi
Make sure to pencil in time to take in the gorgeous view of the sunset on the bay during a trip to this small coastal town. We love the traditional Southern exterior and sleek modern interior of the beachfront White House Hotel, and you can cook your own catch at local restaurants, such as Shaggy’s or Morton’s. Two Biloxi natives were featured in the 2016 lineup of legendary captains and crews (Hats off to you, Captain Jay and Captain Kenny!); so if you’re there during milder temperatures, make sure to charter a fishing trip. And, of course, you can visit one of the over-the-top casinos that the area is known for! biloxi.ms.us
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Canton
Located only about a half hour from Jackson, Canton is filled to the brim with historic architecture and homes, most notably the Madison County Courthouse. The courthouse square is the local hub speckled with quaint shops and restaurants and the host of the Canton Flea Market. At Christmastime, this town is decorated with some 200,000 lights, everywhere from the historic courthouse square to the vintage carousel and carriage rides. The town even served as the backdrop for famous films such as A Time to Kill; O Brother, Where Art Thou?; and My Dog Skip, making it fun to visit for movie fans. cityofcantonms.com
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New Albany
This northern Mississippi town formed in the 19th century as the location of a gristmill and saw mill on the banks of the Tallahatchie River and was the birthplace of great Southern writer, William Faulkner. You can meander your way (or bike, which is the popular choice!) along the foothills of the Appalachian Mountains on the 44-mile-long Rails to Trails pathway that begins in historic downtown New Albany, and you check out the Ingomar Indian Mounds to get a taste of history. The historic downtown is full of parks, specialty shops, eateries, and antique stores. Stop in The Vintage Market for an authentic soda shop experience complete with a coke float or ice cream sundae. newalbany.ms
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Port Gibson
Port Gibson made its name as the city dubbed “too beautiful to burn” by Ulysses S. Grant during the Civil War, keeping it safe from the blazes of his war campaign. The town abounds with sites listed on the National Register of Historic Places, so you can make your way through the relics kept safe from the rampages of time. Don’t miss the Windsor Ruins, which consist of freestanding Corinthian columns from the largest Greek Revival antebellum ever built in the area (but you wouldn’t be able to tell; the columns are all that’s left)—it’s eerily historic and incredibly cool. Port Gibson was also home to The Rabbit’s Foot Company, a prominent player in the blues movement in Mississippi started by Pat Chappelle. It’s now marked as a stop on the Mississippi Blues Trail. portgibsonms.org