8 Picturesque Towns in Mississippi for a Weekend Retreat

Mississippi is home to many picturesque towns that are perfect for a weekend retreat. From the historic streets of Natchez to the charming downtown of Oxford, these towns offer a blend of Southern hospitality, cultural richness, and scenic beauty. Whether you’re looking for a quiet escape in Bay St. Louis, the artistic flair of Ocean Springs, or the vibrant community life of Starkville, these towns provide ideal spots for relaxation and exploration.

Natchez

Overlooking the Mississippi River from its steep bluffs, Natchez is a city renowned for its antebellum architecture and spectacular river views. Visitors can explore the Stanton Hall (1851), a stunning Greek Revival mansion, and the Natchez National Historical Park, which includes the Melrose estate (1848) and the William Johnson House (1841). For a truly immersive experience, consider staying at the Monmouth Historic Inn, a beautiful estate offering on-site accommodation. The city also offers other notable sites, such as the peaceful Natchez City Cemetery, with its unique gravestone houses, Magnolia Hall (1858), designed in the elegant Greek Revival style, and Rosalie Mansion (1822), which provides sweeping views of the Mississippi River.

Bay St. Louis

Bay St. Louis enchants visitors with its seaside charm and relaxed atmosphere. Strolling through the Old Town area, you'll find a delightful array of shops, art galleries, and restaurants that showcase the town's artistic spirit. One such spot is the Alice Moseley Folk Art Museum, which offers a glimpse into the whimsical world of one of the region's beloved artists. At the same time, the nearby Bayou La Croix provides a peaceful setting for kayaking adventures. For a cozy stay, consider the Bay Town Inn, where bay views and Southern hospitality make for a perfect retreat. That said, don’t miss exploring the historic St. Rose de Lima Catholic Church for a trip into the town’s past.

Oxford

Oxford is a historic town with a vibrant cultural scene, making it one of Mississippi's top destinations for a getaway. The University of Mississippi campus showcases the grandeur of Georgian Revival architecture, while the historic downtown Square is filled with boutiques, galleries, and cozy coffee shops. A visit to Rowan Oak (1844), the former home of William Faulkner, offers a glimpse into the town's rich literary heritage. The city also features the iconic Lyric Theater, known for its diverse entertainment, and Avent Park, a serene spot perfect for a relaxing walk amidst Oxford's historic charm. As the day comes to an end, visitors will adore the rooms at Tru by Hilton, a quainy hotel close to the city center.

Ocean Springs

Ocean Springs captivates with its vibrant art scene and pristine beaches, making it a haven for both creatives and nature lovers. At the heart of the town is the Walter Anderson Museum of Art, celebrating the life and works of one of the town's most renowned artists. On the other hand, nature enthusiasts can immerse themselves in the beauty of Davis Bayou, where birdwatching and kayaking provide serene outdoor experiences. Similarly, a day at Front Beach promises relaxation with its gentle waves and stunning sunsets. For those eager to explore more, the Gulf Islands National Seashore offers hiking and nature trails. As the day ends, most head to The Roost, a boutique inn with a rich history that provides a unique place to stay.

Starkville

Starkville is one of the friendliest towns in Mississippi, and it is full of energy, yet the community's old-time charm remains. The Cotton District stands as a testament to this, with its vibrant mix of architectural styles, lively dining scene, and bustling nightlife. Here, the cultural offerings are quite impressive. Sites like the Oktibbeha County Heritage Museum preserve local history, the Mississippi Horse Park hosts equestrian events, and the Charles H. Templeton Sr. Music Museum showcases a unique collection of musical instruments and memorabilia.

Those seeking outdoor adventure will find it at the nearby Noxubee National Wildlife Refuge, where scenic trails wind through diverse habitats, offering ample opportunities for wildlife viewing. For accommodations, Hotel Chester provides a quaint and historic place to rest right in the heart of downtown.

Laurel

While it may be small, Laurel is one of the most welcoming towns in the state of Mississippi. The Lauren Rogers Museum of Art houses one of the best collections of American and European art in the region, while the area around Main Street is dotted with shops, cafes, and beautifully renovated historic buildings. Here, you can explore the town's architectural heritage on foot or take in the natural beauty of Gardiner Park. Other notable sites include the historic Rogers-Green House (1903), the Veterans Memorial Museum, and Landrum's Homestead & Village, a recreation of an 1800s settlement. After taking it all in, Wisteria Bed and Breakfast, once a private historic home, now offers enchanting accommodations that exude warmth and comfort.

Greenwood

Greenwood is a picturesque small town steeped in history, providing a perfect backdrop for a relaxing retreat. The historic downtown area is home to the Viking Cooking School, where visitors can indulge in culinary experiences, and the Alluvian Hotel, a luxury boutique hotel known for its top-rated spa. Nearby, the Tallahatchie Flats offers unique accommodations in restored sharecropper cabins, providing a glimpse into the area's past. The town is also home to the Yazoo River Trail and Arboretum, a 45-acre nature trail lined with bottomland hardwood forests that offer a unique insight into Mississippi’s wilderness.

Holly Springs

Holly Springs is a town rich in antebellum history and natural beauty. It offers visitors a blend of historic charm and outdoor adventure. The historic Walter Place, with its breathtaking Greek Revival architecture, stands at the heart of the town, offering a glimpse into the grandeur of the past. Holly Springs is also home to several museums that delve into the town's rich cultural and historical tapestry. The Marshall County Historical Museum and the Ida B. Wells-Barnett Museum offer insights into the local history and civil rights heritage. Additionally, sites like the Chalmers Institute, the state's oldest private college building, and Hill Crest Cemetery, known for its Civil War history, round out a visit that’s as educational as relaxing. For a cozy stay, Court Square Inn Bed & Breakfast provides comfort and hospitality with a touch of history.

Wrapping Up

These eight Mississippi towns blend natural beauty, historic charm, and vibrant culture, making them perfect for a weekend getaway. Mississippi may not be the most famous travel destination, but its towns hold the essence of American history, preserved in the buildings and sites that stand today. From the grand antebellum homes of Natchez to the coastal serenity of Bay St. Louis, these towns offer an ideal backdrop for both relaxation and adventure, inviting visitors to explore the heart of the South.