20 days in Mississippi Itinerary

Created using Klarna Trips Mississippi trip itinerary planner
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Make it your trip
Fly
1
Tunica
— 1 night
Drive
2
Tupelo
— 3 nights
Drive
3
Starkville
— 1 night
Drive
4
Indianola
— 1 night
Drive
5
Vicksburg
— 4 nights
Drive
6
Natchez
— 4 nights
Drive
7
Biloxi
— 5 nights
Fly

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Tunica — 1 night

Start off your visit on the 8th (Fri): walk around Tunica County River Park, try your luck at Hollywood Casino Tunica, and then try to win big at Sam's Town Casino. Here are some ideas for day two: try to win big at Gold Strike Casino, try to win big at Horseshoe Tunica, and then try to win big at Tunica Roadhouse Casino.

To see other places to visit and other tourist information, refer to the Tunica trip planner.

Atlanta to Tunica is an approximately 3-hour flight. You can also drive; or do a combination of bus and taxi. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Traveling from Atlanta in September, plan for a bit cooler nights in Tunica, with lows around 62°F. Finish up your sightseeing early on the 9th (Sat) so you can go by car to Tupelo.
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Fun & Games · Casinos · Parks
Find places to stay Sep 8 — 9:
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Tupelo — 3 nights

Explore Tupelo's surroundings by going to Oxford (Square Books, Rowan Oak, &more).

To find more things to do, ratings, and other tourist information, read our Tupelo attractions planner.

Traveling by car from Tunica to Tupelo takes 2.5 hours. Alternatively, you can do a combination of taxi and bus. In September, daily temperatures in Tupelo can reach 87°F, while at night they dip to 64°F. Wrap up your sightseeing on the 12th (Tue) early enough to drive to Starkville.
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Museums · Outdoors · Scenic Drive · Historic Sites
Side Trip
Find places to stay Sep 9 — 12:
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Starkville — 1 night

Kick off your visit on the 13th (Wed): play a few rounds at Old Waverly, get engrossed in the history at Cobb Museum of Archaeology, and then don't miss a visit to Mississippi State University.

For other places to visit, more things to do, ratings, and more tourist information, use the Starkville road trip planning website.

Getting from Tupelo to Starkville by car takes about 1.5 hours. In September, plan for daily highs up to 86°F, and evening lows to 63°F. Finish up your sightseeing early on the 13th (Wed) so you can go by car to Indianola.
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Outdoors · Museums · Golf
Side Trip
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Indianola — 1 night

Start off your visit on the 14th (Thu): examine the collection at Highway 61 Blues Museum, take an in-depth tour of Jim Henson Exhibit, and then examine the collection at B.B. King Museum and Delta Interpretive Center.

For maps, ratings, traveler tips, and other tourist information, go to the Indianola holiday maker app.

Getting from Starkville to Indianola by car takes about 2.5 hours. September in Indianola sees daily highs of 90°F and lows of 65°F at night. Finish up your sightseeing early on the 14th (Thu) so you can go by car to Vicksburg.
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Museums
Side Trip
Find places to stay Sep 13 — 14:
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Vicksburg — 4 nights

You'll find plenty of places to visit near Vicksburg: Port Gibson (Windsor Ruins & First Presbyterian Church of Port Gibson).

To see where to stay, traveler tips, other places to visit, and tourist information, you can read our Vicksburg online journey planner.

Traveling by car from Indianola to Vicksburg takes 2 hours. In September, daily temperatures in Vicksburg can reach 88°F, while at night they dip to 67°F. Finish up your sightseeing early on the 18th (Mon) so you can go by car to Natchez.
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Historic Sites · Museums · Outdoors · Parks
Side Trip
Find places to stay Sep 14 — 18:
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Natchez — 4 nights

You'll find plenty of places to visit near Natchez: Jackson (Lemuria Books, Eudora Welty House and Garden, &more). Spend the 20th (Wed) exploring nature at Melrose.

To see maps, where to stay, traveler tips, and tourist information, read Natchez trip planner.

You can drive from Vicksburg to Natchez in 1.5 hours. In September in Natchez, expect temperatures between 87°F during the day and 68°F at night. Finish your sightseeing early on the 22nd (Fri) to allow enough time to drive to Biloxi.
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Historic Sites · Parks · Nature · Museums
Side Trip
Find places to stay Sep 18 — 22:
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Biloxi — 5 nights

Playground of the South

Biloxi is known for casinos, historic sites, and beaches. Your trip includes some of its best attractions: tee off at Fallen Oak Golf Course, get your game on at IP Casino Resort, explore the world behind art at Walter Anderson Museum of Art, and meet the residents at The Institute for Marine Mammal Studies.

Ask Klarna Trips to suggest an itinerary and make planning a trip to Biloxi fast, fun, and easy.

Traveling by car from Natchez to Biloxi takes 4.5 hours. Alternatively, you can do a combination of car, train, and bus; or do a combination of taxi and flight. In September, plan for daily highs up to 88°F, and evening lows to 72°F. Cap off your sightseeing on the 27th (Wed) early enough to catch the flight back home.
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Fun & Games · Casinos · Outdoors · Parks
Side Trips
Find places to stay Sep 22 — 27:
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Mississippi travel guide

3.5
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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