32 days in Mississippi Itinerary

32 days in Mississippi Itinerary

Created using Inspirock Mississippi trip itinerary planner

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Route & dates

32 days in Mississippi Itinerary

Start: Jackson
Drive:  1​h 45​min
1
Indianola
— 1 day
Drive:  1​h 45​min
2
Tunica
— 3 nights
Drive:  2​h 30​min
3
Tupelo
— 5 nights
Drive:  1​h 15​min
4
Starkville
— 2 nights
Drive:  4​h 15​min
5
Biloxi
— 6 nights
Drive:  1​h 30​min
6
Hattiesburg
— 4 nights
Drive:  2​h 30​min
7
Natchez
— 6 nights
Drive:  1​h 30​min
8
Vicksburg
— 5 nights
bus:  1​h
End: Jackson

1
day
Indianola

Indianola ©
Indianola is a city in Sunflower County, Mississippi, United States, in the Mississippi Delta. On the 15th (Tue), take an in-depth tour of Jim Henson Exhibit and then see the interesting displays at B.B. King Museum and Delta Interpretive Center.

To find other places to visit, ratings, maps, and tourist information, read our Indianola trip maker website .

Jackson to Indianola is an approximately 2-hour car ride. In October, plan for daily highs up to 80°F, and evening lows to 55°F. Cap off your sightseeing on the 15th (Tue) early enough to travel to Tunica.

Things to do in Indianola

Museums

Side Trip

Jim Henson Exhibit
Highlights from your plan
Jim Henson Exhibit ©
Jim Henson Exhibit

3
nights
Tunica

Tunica ©
Tunica is a town in and the county seat of Tunica County, Mississippi, near the Mississippi River. Get out of town with these interesting Tunica side-trips: GRAMMY Museum Mississippi (in Cleveland), Olive Branch City Park (in Olive Branch) and The Lewis Ranch (in Nesbit). There's lots more to do: try your luck at Horseshoe Tunica, see the interesting displays at Blues and Legends Hall of Fame, make a trip to The Crossroad, and get engrossed in the history at The Delta Blues Museum.

To see where to stay, reviews, more things to do, and tourist information, you can read our Tunica driving holiday planner.

Traveling by car from Indianola to Tunica takes 2 hours. October in Tunica sees daily highs of 76°F and lows of 52°F at night. Finish your sightseeing early on the 18th (Fri) to allow enough time to drive to Tupelo.

Things to do in Tunica

Museums Fun & Games Casinos

Side Trips

Clarksdale, The Lewis Ranch, Olive Branch City Park, GRAMMY Museum Mississippi
Highlights from your plan
The Delta Blues Museum ©
The Delta Blues Museum
Horseshoe Tunica ©
Horseshoe Tunica
Olive Branch City Park ©
Olive Branch City Park

5
nights
Tupelo

Tupelo ©
Tupelo is the county seat and the largest city of Lee County, Mississippi. You'll find plenty of places to visit near Tupelo: Corinth Civil War Interpretive Center (in Corinth), Oxford (University of Mississippi, Lyceum-The Circle Historic District, & more) and Park Along the River and Mississippi Arboretum (in New Albany). There's lots more to do: grab your bike and head to Natchez Trace Pkwy, stroll through Tanglefoot Trail, stroll around Ballard Park, and make a trip to Vietnam Memorial Replica Wall.

To find photos, where to stay, other places to visit, and tourist information, refer to the Tupelo trip itinerary planner .

Traveling by car from Tunica to Tupelo takes 2.5 hours. Alternatively, you can do a combination of taxi and bus. Expect a daytime high around 78°F in October, and nighttime lows around 53°F. Finish your sightseeing early on the 23rd (Wed) to allow enough time to drive to Starkville.

Things to do in Tupelo

Outdoors Parks Museums

Side Trips

Oxford, New Albany, Corinth Civil War Interpretive Center, Tanglefoot Trail
Highlights from your plan
Natchez Trace Pkwy ©
Natchez Trace Pkwy
Tupelo Automobile Museum ©
Tupelo Automobile Museum
Elvis Presley Birthplace & Museum ©
Elvis Presley Birthplace & Museum

2
nights
Starkville

Starkville ©
Starkville is a city in and the county seat of Oktibbeha County, Mississippi, United States. On the 24th (Thu), look for all kinds of wild species at Sam D. Hamilton Noxubee National Wildlife Refuge, make a trip to Mississippi State University, and then see the interesting displays at Cullis & Gladys Wade Clock Museum. Get ready for a full day of sightseeing on the 25th (Fri): stroll the grounds of Friendship Cemetery, tee off at Old Waverly, and then get engrossed in the history at Ulysses S. Grant Presidential Library.

To find photos, reviews, more things to do, and tourist information, read Starkville road trip planning website .

You can drive from Tupelo to Starkville in 1.5 hours. Expect a daytime high around 78°F in October, and nighttime lows around 52°F. Wrap up your sightseeing on the 25th (Fri) to allow time to travel to Biloxi.

Things to do in Starkville

Parks Wildlife Historic Sites

Side Trips

Old Waverly, Sam D. Hamilton Noxubee National Wildlife Refuge, Friendship Cemetery
Highlights from your plan

6
nights
Biloxi

Biloxi ©
A busy city on the Gulf Coast, Biloxi is one of the nation's oldest communities, first settled by Europeans in 1699.
Change things up with these side-trips from Biloxi: Bay Saint Louis (Our Lady of the Gulf Catholic Church & Saint Rose de Lima Catholic Church) and Crosby Arboretum (in Picayune). There's still lots to do: play a few rounds at Fallen Oak Golf Course, observe the fascinating underwater world at The Institute for Marine Mammal Studies, explore the different monuments and memorials at Old Biloxi Cemetery, and try to win big at Hard Rock Hotel & Casino Biloxi.

To see where to stay, ratings, traveler tips, and other tourist information, read Biloxi travel route planner.

Traveling by car from Starkville to Biloxi takes 4.5 hours. Alternatively, you can do a combination of car and flight. Traveling from Starkville in October, Biloxi is a bit warmer at night with lows of 63°F. Wrap up your sightseeing on the 31st (Thu) to allow time to drive to Hattiesburg.

Things to do in Biloxi

Fun & Games Casinos Outdoors

Side Trips

Gulfport, Bay Saint Louis, Ocean Springs Museum of History, Fallen Oak Golf Course, Crosby Arboretum
Highlights from your plan
Beau Rivage Casino ©
Beau Rivage Casino
Old Biloxi Cemetery ©
Old Biloxi Cemetery
Crosby Arboretum ©
Crosby Arboretum

4
nights
Hattiesburg

Hattiesburg ©
Hattiesburg is a city in the U.S. Explore the numerous day-trip ideas around Hattiesburg: Lauren Rogers Museum of Art (in Laurel), Meridian (Bonita Lakes Park & Mississippi Arts + Entertainment Experience) and Anderson-Deason Country Store (in Ellisville). The adventure continues: get outside with Longleaf Trace, take in the dramatic natural features at Red Bluff, relax in the rural setting at Mitchell Farms, and contemplate in the serene atmosphere at Promise Land Journey.

To see ratings, photos, other places to visit, and more tourist information, use the Hattiesburg vacation maker .

Traveling by car from Biloxi to Hattiesburg takes 1.5 hours. Traveling from Biloxi in October, expect a bit cooler with lows of 57°F in Hattiesburg. Cap off your sightseeing on the 4th (Mon) early enough to travel to Natchez.

Things to do in Hattiesburg

Museums Parks Outdoors

Side Trips

Meridian, Anderson-Deason Country Store, Mitchell Farms, Red Bluff, Lauren Rogers Museum of Art
Highlights from your plan
Lauren Rogers Museum of Art ©
Lauren Rogers Museum of Art
Longleaf Trace ©
Longleaf Trace
Hattiesburg Station ©
Hattiesburg Station

6
nights
Natchez

Natchez ©
Natchez is the county seat and only city of Adams County, Mississippi, United States. Go for a jaunt from Natchez to Woodville to see Clark Creek Natural Area about 50 minutes away. There's much more to do: contemplate the long history of Longwood, explore the world behind art at Stratton Chapel Gallery, explore the different monuments and memorials at Natchez City Cemetery, and tour the pleasant surroundings at Melrose.

Plan my Natchez trip by asking Inpirock to come up with tips and suggestions.

Drive from Hattiesburg to Natchez in 2.5 hours. In November, plan for daily highs up to 68°F, and evening lows to 46°F. Wrap up your sightseeing on the 10th (Sun) early enough to drive to Vicksburg.

Things to do in Natchez

Historic Sites Parks Nature

Side Trip

Clark Creek Natural Area
Highlights from your plan
Longwood ©
Longwood
St. Mary Basilica ©
St. Mary Basilica
Natchez National Cemetery ©
Natchez National Cemetery

5
nights
Vicksburg

Vicksburg ©
Vicksburg is the only city and county seat of Warren County, Mississippi, United States. Venture out of the city with trips to Flowood (Flowood Nature Park & Winner's Circle Park), Windsor Ruins (in Port Gibson) and Trustmark Park (in Pearl). There's much more to do: take an in-depth tour of U.S.S. Cairo Museum, stroll through Ridgeland Bike Trail, learn more about the world around you at Mississippi Museum of Natural Science, and indulge your thirst for a good beer at Lucky Town Brewing Co..

For photos, where to stay, other places to visit, and more tourist information, refer to the Vicksburg trip maker app .

You can drive from Natchez to Vicksburg in 1.5 hours. November in Vicksburg sees daily highs of 69°F and lows of 43°F at night. Finish up your sightseeing early on the 15th (Fri) so you can catcht the bus back home.

Things to do in Vicksburg

Parks Historic Sites Museums

Side Trips

Jackson, Flowood, Ridgeland Bike Trail, Mississippi Petrified Forest, Trustmark Park
Highlights from your plan
Vicksburg National Military Park ©
Vicksburg National Military Park
U.S.S. Cairo Museum ©
U.S.S. Cairo Museum
Winner's Circle Park ©
Winner's Circle Park

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