56 days in Mississippi Itinerary

56 days in Mississippi Itinerary

Created using Inspirock Mississippi trip itinerary maker
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Make it your trip
Fly
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Tunica
— 5 nights
Drive
2
Oxford
— 5 nights
Drive
3
Tupelo
— 6 nights
Drive
4
West Point
— 4 nights
Drive
5
Indianola
— 5 nights
Drive
6
Vicksburg
— 6 nights
Drive
7
Natchez
— 7 nights
Drive
8
Ridgeland
— 5 nights
Drive
9
Hattiesburg
— 5 nights
Drive
10
Biloxi
— 7 nights
Fly

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Tunica — 5 nights

Tunica is a town in and the county seat of Tunica County, Mississippi, near the Mississippi River. Explore Tunica's surroundings by going to Clarksdale (Cat Head Delta Blues & Folk Art, The Delta Blues Museum, &more), Olive Branch (Cherokee Valley Golf Club & Olive Branch City Park) and The Lewis Ranch (in Nesbit). Next up on the itinerary: try your luck at Horseshoe Tunica, look for gifts at Southaven Towne Center, examine the collection at Tunica Museum, and stroll around Tunica County River Park.

To see reviews, ratings, maps, and other tourist information, you can read our Tunica travel planner.

Detroit to Tunica is an approximately 3.5-hour flight. You can also drive; or do a combination of train, bus, and taxi. The time zone difference when traveling from Detroit to Tunica is minus 1 hour. In November, Tunica is a bit warmer than Detroit - with highs of 60°F and lows of 40°F. Wrap up your sightseeing on the 5th (Wed) to allow time to drive to Oxford.
Casinos · Fun & Games · Museums · Parks
Side Trips

Oxford — 5 nights

Oxford is a city in, and the county seat of, Lafayette County, Mississippi, United States. Venture out of the city with trips to John W. Kyle State Park (in Sardis), Holly Springs (Strawberry Plains Audubon Center, Wall Doxey State Park, &more) and Grenada Lake (in Grenada). There's much more to do: see where the action happens at Vaught-Hemingway Stadium, gain insight at University of Mississippi, look for gifts at Square Books, and explore the different monuments and memorials at Confederate Cemetery.

For more things to do, traveler tips, photos, and more tourist information, read our Oxford trip builder site.

Drive from Tunica to Oxford in 1.5 hours. December in Oxford sees daily highs of 53°F and lows of 36°F at night. Wrap up your sightseeing on the 10th (Mon) early enough to drive to Tupelo.
Parks · Nature · Golf · Outdoors
Side Trips

Tupelo — 6 nights

Tupelo is the county seat and the largest city of Lee County, Mississippi. Change things up with these side-trips from Tupelo: Corinth (Corinth Coke Museum & The Crossroads Museum). There's much more to do: cruise along Natchez Trace Pkwy, hike along Tanglefoot Trail, see the interesting displays at Tupelo Automobile Museum, and learn about all things military at Tupelo Veteran's Museum.

For maps, where to stay, reviews, and tourist information, read Tupelo trip planner.

You can drive from Oxford to Tupelo in an hour. In December, plan for daily highs up to 57°F, and evening lows to 38°F. Cap off your sightseeing on the 16th (Sun) early enough to go by car to West Point.
Parks · Museums · Nature · Outdoors
Side Trips

West Point — 4 nights

West Point is a city in Clay County, Mississippi, in the Golden Triangle region of the state. Change things up with these side-trips from West Point: French Camp Academy (in French Camp), Legion State Park (in Louisville) and Choctaw (Pearl River Resort and Casino & Geyser Falls Water Theme Park). There's much more to do: don't miss a visit to Mississippi State University, stroll the grounds of Friendship Cemetery, steep yourself in history at Waverley Plantation Mansion, and tee off at Old Waverly.

To see reviews, other places to visit, and more tourist information, read our West Point online road trip planner.

You can drive from Tupelo to West Point in an hour. In December, plan for daily highs up to 58°F, and evening lows to 39°F. Cap off your sightseeing on the 20th (Thu) early enough to travel to Indianola.
Theme Parks · Golf · Outdoors · Nature
Side Trips

Indianola — 5 nights

Indianola is a city in Sunflower County, Mississippi, United States, in the Mississippi Delta. Change things up with these side-trips from Indianola: McCarty's Pottery (in Merigold), Cleveland (GRAMMY Museum Mississippi & Dockery Farms) and Greenwood (TurnRow Book Company & The Mississippi Gift Company). Next up on the itinerary: examine the collection at B.B. King Museum and Delta Interpretive Center, tour the pleasant surroundings at Greenville Cypress Preserve, try your luck at Harlow's Casino Resort & Spa, and take an in-depth tour of Jim Henson Exhibit.

To find other places to visit, ratings, and other tourist information, you can read our Indianola vacation planner.

Getting from West Point to Indianola by car takes about 2.5 hours. December in Indianola sees daily highs of 57°F and lows of 39°F at night. Wrap up your sightseeing on the 25th (Tue) early enough to travel to Vicksburg.
Museums · Shopping · Wildlife · Parks
Side Trips

Vicksburg — 6 nights

Vicksburg is the only city and county seat of Warren County, Mississippi, United States. Change things up with these side-trips from Vicksburg: Port Gibson (Port Gibson, Mississippi, Grand Gulf Military Park, &more). The adventure continues: step aboard U.S.S. Cairo Museum, make a trip to McRaven House, get a sense of history and politics at Old Courthouse, and stroll through Vicksburg National Military Park.

To see other places to visit, ratings, maps, and more tourist information, you can read our Vicksburg trip builder tool.

Traveling by car from Indianola to Vicksburg takes 2 hours. In December, daytime highs in Vicksburg are 61°F, while nighttime lows are 41°F. Finish up your sightseeing early on the 31st (Mon) so you can go by car to Natchez.
Historic Sites · Museums · Shopping · Parks
Side Trip

Natchez — 7 nights

Natchez is the county seat and only city of Adams County, Mississippi, United States. Step out of Natchez to go to Woodville and see Clark Creek Natural Area, which is approximately 50 minutes away. Spend the 3rd (Thu) exploring nature at Natchez National Historical Park. Spend the 4th (Fri) exploring nature at Melrose. There's lots more to do: take in the architecture and atmosphere at St. Mary Basilica, stroll the grounds of Natchez National Cemetery, get engrossed in the history at Natchez Museum of African American History and Culture, and contemplate the long history of Stanton Hall.

To find maps, photos, where to stay, and other tourist information, use the Natchez trip planner.

Traveling by car from Vicksburg to Natchez takes 1.5 hours. In December in Natchez, expect temperatures between 61°F during the day and 42°F at night. Wrap up your sightseeing on the 7th (Mon) early enough to travel to Ridgeland.
Parks · Nature · Historic Sites · Museums
Side Trip

Ridgeland — 5 nights

Ridgeland is a city in Madison County, Mississippi. Step out of Ridgeland to go to Morton and see Roosevelt State Park, which is approximately 42 minutes away. There's lots more to do: don't miss a visit to Mississippi State Capitol, admire the striking features of Canton Christmas Festival, admire the masterpieces at Mississippi Museum of Art, and take a peaceful walk through Mississippi Petrified Forest.

To see traveler tips, maps, photos, and tourist information, go to the Ridgeland visit app.

Drive from Natchez to Ridgeland in 2 hours. Expect a daytime high around 56°F in January, and nighttime lows around 37°F. Wrap up your sightseeing on the 12th (Sat) early enough to travel to Hattiesburg.
Parks · Museums · Nature · Historic Sites
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. Change things up with these side-trips from Hattiesburg: Meridian (Bonita Lakes Mall & Bonita Lakes Park) and Mitchell Farms (in Collins). The adventure continues: learn about all things military at Mississippi Armed Forces Museum, get your game on at Kids Rule, tour the pleasant surroundings at Longleaf Trace, and immerse yourself in nature at Paul B. Johnson State Park.

To see ratings, traveler tips, more things to do, and tourist information, read Hattiesburg trip itinerary builder app.

You can drive from Ridgeland to Hattiesburg in 2 hours. Expect a daytime high around 60°F in January, and nighttime lows around 37°F. Finish your sightseeing early on the 17th (Thu) to allow enough time to drive to Biloxi.
Parks · Theme Parks · Nature · Fun & Games
Side Trips

Biloxi — 7 nights

A busy city on the Gulf Coast, Biloxi is one of the nation's oldest communities, first settled by Europeans in 1699.
Relax by the water at Biloxi Beach and Front Beach. Next up on the itinerary: try to win big at Beau Rivage Casino, don't miss a visit to Hurricane Katrina Memorial, get your game on at IP Casino Resort, and enjoy the sea views from Biloxi Lighthouse.

To see maps, reviews, ratings, and other tourist information, read our Biloxi trip itinerary planner.

Getting from Hattiesburg to Biloxi by car takes about 1.5 hours. In January in Biloxi, expect temperatures between 59°F during the day and 42°F at night. Wrap up your sightseeing by early afternoon on the 24th (Thu) to allow enough time to fly back home.
Casinos · Fun & Games · Outdoors · Beaches
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.