60 days in Mississippi Itinerary
Created using Inspirock Mississippi vacation builder
Start: Louisville
Fly
1
Tupelo
— 5 nights
Drive
2
Starkville
— 4 nights
Drive
3
Clarksdale
— 4 nights
Drive
4
Indianola
— 4 nights
Drive
5
Natchez
— 11 nights
Drive
6
Jackson
— 9 nights
Drive
7
Meridian
— 4 nights
Drive
8
Hattiesburg
— 5 nights
Drive
9
Biloxi
— 13 nights
Fly
End: Louisville
Sat, May 28 - Tue, Jul 26
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Tupelo — 5 nights

Tupelo is the county seat and the largest city of Lee County, Mississippi. Explore hidden gems such as Natchez Trace Parkway and Tupelo Automobile Museum. Venture out of the city with trips to Olive Branch (Cherokee Valley Golf Club & Olive Branch City Park), Oxford (University of Mississippi, Rowan Oak, &more) and Corinth Civil War Interpretive Center (in Corinth). Next up on the itinerary: contemplate the long history of Elvis Presley Birthplace & Museum, test your problem-solving skills at popular escape rooms, take an in-depth tour of Tupelo Veteran's Museum, and immerse yourself in nature at Tishomingo State Park.
To see maps, ratings, reviews, and other tourist information, refer to the Tupelo trip builder app.
Louisville to Tupelo is an approximately 5-hour flight. You can also drive; or take a bus. Traveling from Louisville to Tupelo, you'll gain 1 hour due to the time zone difference. In May, daytime highs in Tupelo are 81°F, while nighttime lows are 59°F. Finish your sightseeing early on the 2nd (Thu) to allow enough time to drive to Starkville.
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To see maps, ratings, reviews, and other tourist information, refer to the Tupelo trip builder app.
Louisville to Tupelo is an approximately 5-hour flight. You can also drive; or take a bus. Traveling from Louisville to Tupelo, you'll gain 1 hour due to the time zone difference. In May, daytime highs in Tupelo are 81°F, while nighttime lows are 59°F. Finish your sightseeing early on the 2nd (Thu) to allow enough time to drive to Starkville.
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Starkville — 4 nights
Starkville is a city in and the county seat of Oktibbeha County, Mississippi, United States. You'll discover tucked-away gems like Mississippi State University and Cullis & Gladys Wade Clock Museum. Change things up with these side-trips from Starkville: French Camp Academy (in French Camp), Waverley Plantation Mansion (in West Point) and Legion State Park (in Louisville). The adventure continues: get engrossed in the history at Cobb Museum of Archaeology, play a few rounds at Old Waverly, get advice or help at Ulysses S. Grant Presidential Library, and see the interesting displays at Black Prairie Blues Museum.
For more things to do, photos, other places to visit, and more tourist information, go to the Starkville trip itinerary site.
Traveling by car from Tupelo to Starkville takes 1.5 hours. In June, daytime highs in Starkville are 86°F, while nighttime lows are 66°F. Finish your sightseeing early on the 6th (Mon) to allow enough time to drive to Clarksdale.
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For more things to do, photos, other places to visit, and more tourist information, go to the Starkville trip itinerary site.
Traveling by car from Tupelo to Starkville takes 1.5 hours. In June, daytime highs in Starkville are 86°F, while nighttime lows are 66°F. Finish your sightseeing early on the 6th (Mon) to allow enough time to drive to Clarksdale.
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Clarksdale — 4 nights

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 Grenada Lake. You'll find plenty of places to visit near Clarksdale: Tunica (Gold Strike Casino, Horseshoe Tunica, &more), Greenville (Winterville Mounds & Greenville Cypress Preserve) and The Belmont 1857 (in Wayside). There's much more to do: shop like a local with Stan Streets Hambone Art Gallery, learn about all things military at Emmett Till Historic Intrepid Center, get engrossed in the history at Emmett Till Interpretive Center, and see the interesting displays at The Rock & Blues Museum.
For more things to do, other places to visit, ratings, and other tourist information, use the Clarksdale online day trip planner.
The Route module can help you plan travel from Starkville to Clarksdale. In June, plan for daily highs up to 88°F, and evening lows to 70°F. Wrap up your sightseeing on the 10th (Fri) to allow time to drive to Indianola.
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For more things to do, other places to visit, ratings, and other tourist information, use the Clarksdale online day trip planner.
The Route module can help you plan travel from Starkville to Clarksdale. In June, plan for daily highs up to 88°F, and evening lows to 70°F. Wrap up your sightseeing on the 10th (Fri) to allow time to drive to Indianola.
Side Trips
Highlights from your trip
Indianola — 4 nights

Indianola is a city in Sunflower County, Mississippi, United States, in the Mississippi Delta. Discover out-of-the-way places like B.B. King Museum and Delta Interpretive Center and Rolling Fork Visitor Center and Museum. Explore Indianola's surroundings by going to Mississippi Delta (in Belzoni), Leroy Percy State Park (in Hollandale) and Cleveland (Martin & Sue King Railroad Museum, Dockery Farms, &more). Next up on the itinerary: make a trip to Robert Johnson's Grave, see the interesting displays at Jim Henson Exhibit, and stop by Indianola Pecan House.
To see other places to visit, photos, and tourist information, read Indianola trip itinerary builder.
Drive from Clarksdale to Indianola in 1.5 hours. In June in Indianola, expect temperatures between 90°F during the day and 70°F at night. Wrap up your sightseeing on the 14th (Tue) early enough to drive to Natchez.
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To see other places to visit, photos, and tourist information, read Indianola trip itinerary builder.
Drive from Clarksdale to Indianola in 1.5 hours. In June in Indianola, expect temperatures between 90°F during the day and 70°F at night. Wrap up your sightseeing on the 14th (Tue) early enough to drive to Natchez.
Side Trips
Highlights from your trip
Natchez — 11 nights
Natchez is the county seat and only city of Adams County, Mississippi, United States. Discover out-of-the-way places like Longwood and Rosalie Mansion. Change things up with these side-trips from Natchez: Port Gibson (Windsor Ruins, Grand Gulf Military Park, &more). Spend the 21st (Tue) exploring nature at Natchez National Historical Park. Spend the 19th (Sun) exploring nature at Melrose. There's still lots to do: explore the different monuments and memorials at Natchez City Cemetery, contemplate the long history of Natchez National Cemetery, admire the masterpieces at Stratton Chapel Gallery, and admire the natural beauty at Natchez Garden Club.
To see more things to do, photos, traveler tips, and other tourist information, read Natchez holiday planner.
The Route module can help you plan travel from Indianola to Natchez. In June, daily temperatures in Natchez can reach 87°F, while at night they dip to 70°F. Wrap up your sightseeing on the 25th (Sat) early enough to drive to Jackson.
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To see more things to do, photos, traveler tips, and other tourist information, read Natchez holiday planner.
The Route module can help you plan travel from Indianola to Natchez. In June, daily temperatures in Natchez can reach 87°F, while at night they dip to 70°F. Wrap up your sightseeing on the 25th (Sat) early enough to drive to Jackson.
Side Trips
Highlights from your trip
Jackson — 9 nights
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 Vicksburg National Military Park and U.S.S. Cairo Museum. Change things up with these side-trips from Jackson: Vicksburg (Vicksburg National Cemetery, Attic Gallery, &more) and Mississippi Petrified Forest (in Flora). There's lots more to do: examine the collection at Mississippi Civil Rights Museum, browse the exhibits of Old Capitol Museum, take an in-depth tour of Museum of Mississippi History, and admire the masterpieces at Mississippi Museum of Art.
To see traveler tips, more things to do, where to stay, and other tourist information, read our Jackson itinerary planning site.
Traveling by car from Natchez to Jackson takes 2.5 hours. Alternatively, you can drive; or do a combination of car and bus; or do a combination of car and train. In June in Jackson, expect temperatures between 89°F during the day and 71°F at night. Cap off your sightseeing on the 4th (Mon) early enough to go by car to Meridian.
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To see traveler tips, more things to do, where to stay, and other tourist information, read our Jackson itinerary planning site.
Traveling by car from Natchez to Jackson takes 2.5 hours. Alternatively, you can drive; or do a combination of car and bus; or do a combination of car and train. In June in Jackson, expect temperatures between 89°F during the day and 71°F at night. Cap off your sightseeing on the 4th (Mon) early enough to go by car to Meridian.
Side Trips
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Meridian — 4 nights

Meridian is the sixth largest city in the state of Mississippi, United States. You'll explore the less-touristy side of things at Bonita Lakes Park and Merrehope. Venture out of the city with trips to Philadelphia (Silver Star Casino, Golden Moon Casino, &more), Promise Land Journey (in Collinsville) and Dancing Rabbit Golf Club (in Choctaw). There's still lots to do: steep yourself in history at Mississippi Industrial Heritage Museum, explore the activities along Okatibbee Lake, make a trip to Mississippi Arts + Entertainment Experience, and pause for some serene contemplation at St. Patrick Catholic Church.
For other places to visit, reviews, where to stay, and tourist information, read our Meridian travel planner.
Use the Route module to find suitable travel options from Jackson to Meridian. In July in Meridian, expect temperatures between 92°F during the day and 71°F at night. Finish your sightseeing early on the 8th (Fri) so you can drive to Hattiesburg.
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For other places to visit, reviews, where to stay, and tourist information, read our Meridian travel planner.
Use the Route module to find suitable travel options from Jackson to Meridian. In July in Meridian, expect temperatures between 92°F during the day and 71°F at night. Finish your sightseeing early on the 8th (Fri) so you can drive to Hattiesburg.
Side Trips
Highlights from your trip
Hattiesburg — 5 nights

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. Eschew the tourist crowds and head to Hattiesburg Zoo and Medicine Wheel Garden. Explore Hattiesburg's surroundings by going to Laurel (Landrum's Homestead & Village, Lauren Rogers Museum of Art, &more), A Stroka Gene-Us Alpacas (in Stringer) and Mitchell Farms (in Collins). And it doesn't end there: explore the landscape on two wheels at Longleaf Trace, admire the striking features of Hattiesburg Station, admire the majestic nature at Paul B. Johnson State Park, and identify plant and animal life at Red Bluff.
Plan my trip to Hattiesburg with suggested itineraries provided by Inspirock.
Use the Route module to find suitable travel options from Meridian to Hattiesburg. Expect a daytime high around 92°F in July, and nighttime lows around 72°F. Finish your sightseeing early on the 13th (Wed) so you can drive to Biloxi.
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Plan my trip to Hattiesburg with suggested itineraries provided by Inspirock.
Use the Route module to find suitable travel options from Meridian to Hattiesburg. Expect a daytime high around 92°F in July, and nighttime lows around 72°F. Finish your sightseeing early on the 13th (Wed) so you can drive to Biloxi.
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Biloxi — 13 nights

Playground of the South
A busy city on the Gulf Coast, Biloxi is one of the nation's oldest communities, first settled by Europeans in 1699.Explore hidden gems such as Beau Rivage Casino and Hurricane Katrina Memorial. Venture out of the city with trips to Grand Bear Golf Course (in Saucier), Lazy Magnolia Brewing Company (in Kiln) and Waveland's Ground Zero Hurricane Museum (in Waveland). There's lots more to do: meet the residents at The Institute for Marine Mammal Studies, kick back and relax at Biloxi Beach, contemplate in the serene atmosphere at St. Michael Catholic Church, and explore the different monuments and memorials at Old Biloxi Cemetery.
To find traveler tips, ratings, other places to visit, and other tourist information, use the Biloxi trip itinerary builder.
You can drive from Hattiesburg to Biloxi in 1.5 hours. Another option is to drive. Expect a daytime high around 89°F in July, and nighttime lows around 76°F. Finish your sightseeing early on the 26th (Tue) so you can fly back home.
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Mississippi travel guide
The Magnolia State
Still relatively unspoiled by mass tourism, Mississippi epitomizes rich history and offers warm hospitality to those who vacation here. The Mississippi River forms most of its western border, so it's no surprise that this mighty waterway shapes the lives of people calling the "Magnolia State" their home. The river influences everything from the food they eat to the music they listen to. Perhaps the easiest way to discover Mississippi is to take a drive on the 715 km (444 mi) long national parkway, which follows a route used since pre-colonial times that's famous for its scenic beauty and attractions of historical interest. At the end of the parkway sits a town packed with nearly 600 antebellum homes.