60 days in Mississippi Itinerary

60 days in Mississippi Itinerary

Created using Inspirock Mississippi trip planner
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Make it your trip
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

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Tupelo — 5 nights

Tupelo is the county seat and the largest city of Lee County, Mississippi. Step off the beaten path and head to Natchez Trace Pkwy and Elvis Presley Birthplace & Museum. Venture out of the city with trips to Corinth Civil War Interpretive Center (in Corinth), Oxford (University of Mississippi, Rowan Oak, &more) and Olive Branch (Cherokee Valley Golf Club & Olive Branch City Park). Next up on the itinerary: see the interesting displays at Tupelo Automobile Museum, don't miss a visit to Vietnam Memorial Replica Wall, admire the majestic nature at Tishomingo State Park, and learn about all things military at Tupelo Veteran's Museum.

To see traveler tips, where to stay, other places to visit, and tourist information, read Tupelo driving holiday planner.

Louisville to Tupelo is an approximately 5-hour flight. You can also drive; or take a bus. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. 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.
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Museums · Parks · Outdoors · Historic Sites
Side Trips

Starkville — 4 nights

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 Ulysses S. Grant Presidential Library. Venture out of the city with trips to Legion State Park (in Louisville), Waverley Plantation Mansion (in West Point) and French Camp Academy (in French Camp). The adventure continues: play a few rounds at Old Waverly, stroll the grounds of Friendship Cemetery, see the interesting displays at Cullis & Gladys Wade Clock Museum, and tour the pleasant surroundings at Sam D. Hamilton Noxubee National Wildlife Refuge.

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 travel to Clarksdale.
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Museums · Parks · Nature · Historic Sites
Side Trips

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 Tunica Roadhouse Casino. You'll find plenty of places to visit near Clarksdale: Emmett Till Historic Intrepid Center (in Glendora), Greenville (Winterville Mounds, Belmont Plantation, &more) and Tunica (Gold Strike Casino & Horseshoe Tunica). The adventure continues: see the interesting displays at The Rock & Blues Museum, explore the activities along Grenada Lake, get engrossed in the history at Emmett Till Interpretive Center, and take in the exciting artwork at Stan Streets Hambone Art Gallery.

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

You can drive from Starkville to Clarksdale in 3 hours. 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.
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Museums · Casinos · Fun & Games · Shopping
Side Trips

Indianola — 4 nights

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 Indianola Pecan House. Get out of town with these interesting Indianola side-trips: Cleveland (Martin & Sue King Railroad Museum, Dockery Farms, &more), Rolling Fork Visitor Center and Museum (in Rolling Fork) and Leroy Percy State Park (in Hollandale). Next up on the itinerary: explore the activities along Mississippi Delta, 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 travel to Natchez.
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Museums · Nature · Parks · Shopping
Side Trips

Natchez — 11 nights

Natchez is the county seat and only city of Adams County, Mississippi, United States. You'll explore the less-touristy side of things at Melrose and Natchez City Cemetery. 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. Next up on the itinerary: steep yourself in history at Longwood, admire the landmark architecture of Auburn Museum & Historic Home, make a trip to The Bridge of Sighs, and explore the striking landscape at Emerald Mound.

For photos, reviews, ratings, and other tourist information, refer to the Natchez visit planner.

You can drive from Indianola to Natchez in 3 hours. Expect a daytime high around 87°F in September, and nighttime lows around 68°F. Finish up your sightseeing early on the 29th (Thu) so you can go by car to Jackson.
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Historic Sites · Parks · Nature · Museums
Side Trips

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 U.S.S. Cairo Museum and Jesse Brent Lower Mississippi River Museum and Interpretive Center. Explore the numerous day-trip ideas around Jackson: Vicksburg (Vicksburg National Cemetery, Attic Gallery, &more) and Mississippi Petrified Forest (in Flora). And it doesn't end there: learn more about the world around you at Mississippi Museum of Natural Science, get engrossed in the history at Museum of Mississippi History, ponder the world of politics at Mississippi State Capitol, and get a taste of the local shopping with Mississippi Civil Rights Museum.

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 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 travel to Meridian.
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Museums · Historic Sites · Parks · Shopping
Side Trips

Meridian — 4 nights

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: Philadelphia (Silver Star Casino, Golden Moon Casino, &more), Promise Land Journey (in Collinsville) and Clarkco State Park (in Quitman). 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.

Drive from Jackson to Meridian in 1.5 hours. 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 travel to Hattiesburg.
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Historic Sites · Nature · Parks · Casinos
Side Trips

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. Discover out-of-the-way places like Hattiesburg Zoo and Longleaf Trace. Explore the numerous day-trip ideas around Hattiesburg: A Stroka Gene-Us Alpacas (in Stringer), Mitchell Farms (in Collins) and Laurel (Landrum's Homestead & Village, Lauren Rogers Museum of Art, &more). There's much more to do: admire the majestic nature at Paul B. Johnson State Park, admire the natural beauty at Medicine Wheel Garden, make a trip to Hattiesburg Station, and look for gifts at The Lucky Rabbit.

To see traveler tips and tourist information, read Hattiesburg tour itinerary builder website.

Drive from Meridian to Hattiesburg in 1.5 hours. In October, daytime highs in Hattiesburg are 82°F, while nighttime lows are 57°F. Finish your sightseeing early on the 17th (Mon) so you can drive to Biloxi.
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Parks · Museums · Nature · Shopping
Side Trips

Biloxi — 13 nights

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 Biloxi Bay Bridge and Maritime and Seafood Industry Museum. Explore Biloxi's surroundings by going to The Waveland 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: admire the masterpieces at Walter Anderson Museum of Art, try to win big at Casino at Harrah's Gulf Coast, observe the fascinating underwater world at The Institute for Marine Mammal Studies, and have some family-friendly fun at IP Casino Resort.

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. 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.
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Outdoors · Museums · Casinos · Fun & Games
Side Trips

Mississippi travel guide

3.4
Casinos · Historic Sites · History Museums
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.
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