60 days in Mississippi Itinerary

Tupelo is the county seat and the largest city of Lee County, Mississippi. Step off the beaten path and head to Natchez Trace Parkway and Ballard Park. Venture out of the city with trips to Oxford (University of Mississippi, Rowan Oak, &more), Corinth Civil War Interpretive Center (in Corinth) and Olive Branch (Cherokee Valley Golf Club & Olive Branch City Park). The adventure continues: contemplate the long history of Elvis Presley Birthplace & Museum, admire the majestic nature at Tishomingo State Park, learn about all things military at Tupelo Veteran's Museum, and test your team's savvy at popular escape rooms.

To see more things to do, ratings, other places to visit, and other tourist information, go to the Tupelo tour itinerary website.

Louisville to Tupelo is an approximately 5-hour flight. You can also drive; or take a bus. You'll gain 1 hour traveling from Louisville to Tupelo due to the time zone difference. In September, daily temperatures in Tupelo can reach 87°F, while at night they dip to 64°F. Finish your sightseeing early on the 6th (Tue) so you can drive to Starkville.

Starkville is a city in and the county seat of Oktibbeha County, Mississippi, United States. You'll explore the less-touristy side of things at Mississippi State University and French Camp Academy. Venture out of the city with trips to Legion State Park (in Louisville), Columbus (Friendship Cemetery & Stennis East Bank Recreation Area) and Waverley Plantation Mansion (in West Point). The adventure continues: play a few rounds at Old Waverly, get engrossed in the history at Black Prairie Blues Museum, look for all kinds of wild species at Sam D. Hamilton Noxubee National Wildlife Refuge, and examine the collection at Cullis & Gladys Wade Clock Museum.

For reviews, ratings, more things to do, and other tourist information, read our Starkville travel planner.

Getting from Tupelo to Starkville by car takes about 1.5 hours. Expect a daytime high around 86°F in September, and nighttime lows around 63°F. Cap off your sightseeing on the 10th (Sat) early enough to go by car to Clarksdale.

Clarksdale is a city in Coahoma County, Mississippi, and seat of the county. Step off the beaten path and head to The Delta Blues Museum and Tunica Roadhouse Casino. You'll find plenty of places to visit near Clarksdale: The Belmont 1857 (in Wayside), Greenville (Winterville Mounds & Greenville Cypress Preserve) and Tunica (Gold Strike Casino & Horseshoe Tunica). The adventure continues: see the interesting displays at The Rock & Blues Museum, view the masterpieces at Stan Streets Hambone Art Gallery, get engrossed in the history at Emmett Till Interpretive Center, and contemplate the waterfront views at Grenada Lake.

Find out how to plan Clarksdale trip without stress by asking Inspirock to help create an itinerary.

Use the Route module to find suitable travel options from Starkville to Clarksdale. In September, daily temperatures in Clarksdale can reach 87°F, while at night they dip to 65°F. Wrap up your sightseeing on the 14th (Wed) early enough to drive to Indianola.

Indianola is a city in Sunflower County, Mississippi, United States, in the Mississippi Delta. You'll discover tucked-away gems like B.B. King Museum and Delta Interpretive Center and Rolling Fork Visitor Center and Museum. Get out of town with these interesting Indianola side-trips: Leroy Percy State Park (in Hollandale), Mississippi Delta (in Belzoni) and Cleveland (Martin & Sue King Railroad Museum, Dockery Farms, &more). Next up on the itinerary: look for gifts at Indianola Pecan House, get engrossed in the history at Jim Henson Exhibit, don't miss a visit to Robert Johnson's Grave, and see the interesting displays at Highway 61 Blues Museum.

To find where to stay and tourist information, read Indianola trip builder website.

You can drive from Clarksdale to Indianola in 1.5 hours. September in Indianola sees daily highs of 90°F and lows of 65°F at night. Finish up your sightseeing early on the 18th (Sun) so you can go by car to Natchez.

Natchez is the county seat and only city of Adams County, Mississippi, United States. You'll explore the less-touristy side of things at Natchez City Cemetery and Stanton Hall. Get out of town with these interesting Natchez side-trips: Port Gibson (Windsor Ruins, Grand Gulf Military Park, &more). Spend the 25th (Sun) exploring nature at Natchez National Historical Park. Spend the 23rd (Fri) exploring nature at Melrose. There's much more to do: make a trip to Longwood, explore the striking landscape at Emerald Mound, cruise along The Natchez Trace Parkway, and steep yourself in history at Choctaw Hall.

Take the guesswork out of planning a Natchez vacation by using our trip itinerary maker.

The Route module can help you plan travel from Indianola to Natchez. In September, daily temperatures in Natchez can reach 87°F, while at night they dip to 68°F. Finish up your sightseeing early on the 29th (Thu) so you can go by car to Jackson.

Jackson, officially the City of Jackson, is the capital city and largest urban center of the U.S. state of Mississippi. Step off the beaten path and head to U.S.S. Cairo Museum and Vicksburg National Military Park. Explore the numerous day-trip ideas around Jackson: Mississippi Petrified Forest (in Flora) and Vicksburg (Vicksburg National Cemetery, Attic Gallery, &more). And it doesn't end there: take in the exciting artwork at Mississippi Civil Rights Museum, stop by Mississippi Crafts Center, examine the collection at Eudora Welty House and Garden, and explore the world behind art at Mississippi Museum of Art.

For maps, other places to visit, and tourist information, refer to the Jackson trip builder.

You can drive from Natchez to Jackson in 2.5 hours. Other options are to drive; or do a combination of car and bus; or do a combination of car and train. In September, daily temperatures in Jackson can reach 89°F, while at night they dip to 68°F. Cap off your sightseeing on the 8th (Sat) early enough to go by car to Meridian.

Meridian is the sixth largest city in the state of Mississippi, United States. Explore hidden gems such as Dancing Rabbit Golf Club and Mississippi Industrial Heritage Museum. Change things up with these side-trips from Meridian: Clarkco State Park (in Quitman), Promise Land Journey (in Collinsville) and Philadelphia (Silver Star Casino, Golden Moon Casino, &more). Next up on the itinerary: don't miss a visit to Mississippi Arts + Entertainment Experience, stroll around Bonita Lakes Park, contemplate the waterfront views at Okatibbee Lake, and take in the architecture and atmosphere at St. Patrick Catholic Church.

Take the guesswork out of planning a Meridian vacation by using our trip itinerary maker.

Explore your travel options from Jackson to Meridian with the Route module. In October, daytime highs in Meridian are 81°F, while nighttime lows are 54°F. Cap off your sightseeing on the 12th (Wed) early enough to go by car to Hattiesburg.

Hattiesburg is a city in the U.S. state of Mississippi, primarily in Forrest County (where it is the county seat) and extending west into Lamar County. Discover out-of-the-way places like Paul B. Johnson State Park and Landrum's Homestead & Village. Explore the numerous day-trip ideas around Hattiesburg: Laurel (Lauren Rogers Museum of Art & Veterans Memorial Museum), A Stroka Gene-Us Alpacas (in Stringer) and Mitchell Farms (in Collins). There's lots more to do: trek along Longleaf Trace, admire nature's wide array of creatures at Hattiesburg Zoo, brush up on your military savvy at Mississippi Armed Forces Museum, and look for all kinds of wild species at Red Bluff.

To find where to stay, more things to do, reviews, and more tourist information, you can read our Hattiesburg holiday builder tool.

Use the Route module to find suitable travel options from Meridian to Hattiesburg. In October, daytime highs in Hattiesburg are 82°F, while nighttime lows are 57°F. Cap off your sightseeing on the 17th (Mon) early enough to go by car to Biloxi.

A busy city on the Gulf Coast, Biloxi is one of the nation's oldest communities, first settled by Europeans in 1699.

You'll discover tucked-away gems like Beau Rivage Casino and The Preserve Golf Club. Explore Biloxi's surroundings by going to Waveland's Ground Zero Hurricane Museum (in Waveland), Lazy Magnolia Brewing Company (in Kiln) and Grand Bear Golf Course (in Saucier). There's still lots to do: contemplate the long history of Beauvoir, tee off at Windance Country Club, snap pictures at Biloxi Bay Bridge, and try your luck at New Palace Casino Point Cadet.

To see more things to do, traveler tips, where to stay, and other tourist information, use the Biloxi day trip planner.

You can drive from Hattiesburg to Biloxi in 1.5 hours. Another option is to drive. Plan for somewhat warmer nights when traveling from Hattiesburg in October since evenings lows in Biloxi dip to 63°F. Wrap up your sightseeing on the 30th (Sun) to allow time to fly back home.