23 days in Mississippi Itinerary

23 days in Mississippi Itinerary

Created using Inspirock Mississippi tour planner

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Route & dates

23 days in Mississippi Itinerary

Start: Portland
Fly:  8​h
1
Tunica
— 3 nights
Drive:  2​h 30​min
2
Tupelo
— 3 nights
Drive:  4​h
3
Jackson
— 6 nights
Drive:  2​h 30​min
4
Natchez
— 5 nights
Drive:  4​h 15​min
5
Biloxi
— 5 nights
Fly:  8​h 30​min
End: Portland

3
nights
Tunica

Tunica ©
Tunica is a town in and the county seat of Tunica County, Mississippi, near the Mississippi River. Explore hidden gems such as Tunica Museum and GRAMMY Museum Mississippi. Explore the numerous day-trip ideas around Tunica: Clarksdale (Cat Head Delta Blues & Folk Art, The Crossroad, & more), Olive Branch City Park (in Olive Branch) and Dockery Farms (in Cleveland). Next up on the itinerary: try your luck at Casino at Resorts Tunica.

For photos, ratings, traveler tips, and other tourist information, read Tunica online itinerary maker .

Portland to Tunica is an approximately 8-hour flight. You can also drive; or take a train. The time zone changes from Pacific Standard Time to Central Standard Time, which is usually a 2 hour difference. In December, daytime highs in Tunica are 49°F, while nighttime lows are 35°F. Finish your sightseeing early on the 19th (Thu) so you can drive to Tupelo.

Things to do in Tunica

Museums Shopping Parks

Side Trips

Clarksdale, Cleveland, Olive Branch City Park
Highlights from your plan
Cat Head Delta Blues & Folk Art ©
Cat Head Delta Blues & Folk Art
Olive Branch City Park ©
Olive Branch City Park
Tunica Museum ©
Tunica Museum

3
nights
Tupelo

Tupelo ©
Tupelo is the county seat and the largest city of Lee County, Mississippi. Step off the beaten path and head to Rowan Oak and Mississippi State University. Get out of town with these interesting Tupelo side-trips: Cullis & Gladys Wade Clock Museum (in Starkville) and Oxford (Southside Gallery, Square Books, & more). There's more to do: learn about all things military at Tupelo Veteran's Museum and test your team's savvy at popular escape rooms.

To see traveler tips, photos, other places to visit, and other tourist information, refer to the Tupelo online trip itinerary planner .

You can drive from Tunica to Tupelo in 2.5 hours. Another option is to do a combination of taxi and bus. When traveling from Tunica in December, plan for somewhat warmer days in Tupelo, with highs around 57°F, while nights are about the same with lows around 38°F. Finish up your sightseeing early on the 22nd (Sun) so you can go by car to Jackson.

Things to do in Tupelo

Museums Shopping Historic Sites

Side Trips

Oxford, Starkville
Highlights from your plan
Tupelo Veteran's Museum ©
Tupelo Veteran's Museum
Mississippi State University ©
Mississippi State University
Room Escape Games

6
nights
Jackson

Jackson ©
Jackson, officially the City of Jackson, is the capital city and largest urban center of the U.S. Explore hidden gems such as Mississippi Museum of Natural Science and Old Capitol Museum. Kids will enjoy Catfish Row Children's Art Park and Winner's Circle Park. You'll find plenty of places to visit near Jackson: Mississippi Arts + Entertainment Experience (in Meridian), B.B. King Museum and Delta Interpretive Center (in Indianola) and Vicksburg (Jesse Brent Lower Mississippi River Museum and Interpretive Center, The Old Depot Museum, & more). There's lots more to do: ponder the world of politics at Mississippi State Capitol, don't miss a visit to Old Greyhound Bus Station, find something for the whole family at DEFY Jackson (High Heaven), and take in the exciting artwork at Mississippi Civil Rights Museum.

For where to stay, more things to do, traveler tips, and tourist information, read our Jackson route builder app .

Traveling by car from Tupelo to Jackson takes 4 hours. Alternatively, you can take a bus. In December in Jackson, expect temperatures between 61°F during the day and 42°F at night. Wrap up your sightseeing on the 28th (Sat) early enough to drive to Natchez.

Things to do in Jackson

Museums Shopping Parks

Side Trips

Vicksburg, Flowood, Fannin Lanes, B.B. King Museum and Delta Interpretive Center, Mississippi Arts + Entertainment Experience
Highlights from your plan
Mississippi Museum of Natural Science ©
Winner's Circle Park ©
Winner's Circle Park
DEFY Jackson (High Heaven) ©
DEFY Jackson (High Heaven)

5
nights
Natchez

Natchez ©
Natchez is the county seat and only city of Adams County, Mississippi, United States. Discover out-of-the-way places like Bluff Park and Natchez Museum of African American History and Culture. Venture out of the city with trips to Port Gibson (Windsor Ruins & Grand Gulf Military Park). And it doesn't end there: explore the wealth of natural beauty at Natchez National Historical Park, appreciate the history behind Forks of the Roads Monument, make a trip to Mount Locust Inn & Plantation, and take in nature's colorful creations at Monmouth Historic Inn and Gardens.

To see where to stay, reviews, traveler tips, and tourist information, read Natchez trip itinerary maker tool .

Traveling by car from Jackson to Natchez takes 2.5 hours. Alternatively, you can do a combination of bus and car; or do a combination of train and car. Expect a daytime high around 61°F in December, and nighttime lows around 42°F. Cap off your sightseeing on the 2nd (Thu) early enough to go by car to Biloxi.

Things to do in Natchez

Historic Sites Parks Nature

Side Trip

Port Gibson
Highlights from your plan
Windsor Ruins ©
Windsor Ruins
William Johnson House ©
William Johnson House
Natchez National Historical Park ©

5
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.
Discover out-of-the-way places like Maritime and Seafood Industry Museum and Lynn Meadows Discovery Center. Attractions like Hattiesburg Zoo and Mississippi Coast Model Railroad Museum make great kid-friendly stops. Venture out of the city with trips to Hattiesburg (Mississippi Armed Forces Museum & Paul B. Johnson State Park) and Friendship Oak (in Long Beach). The adventure continues: identify plant and animal life at Gulf Islands National Seashore, explore the world behind art at Walter Anderson Museum of Art, take in the spiritual surroundings of St. Michael's Catholic Church, and don't miss a visit to Hurricane Katrina Memorial.

To find photos, other places to visit, where to stay, and other tourist information, refer to the Biloxi sightseeing planner.

You can drive from Natchez to Biloxi in 4.5 hours. Alternatively, you can do a combination of car, train, and bus; or do a combination of car and bus. In January in Biloxi, expect temperatures between 59°F during the day and 42°F at night. Finish up your sightseeing early on the 7th (Tue) so you can travel back home.

Things to do in Biloxi

Museums Parks Zoos & Aquariums

Side Trips

Hattiesburg, Gulfport, Ocean Springs, Friendship Oak
Highlights from your plan
Lynn Meadows Discovery Center ©
Lynn Meadows Discovery Center
Hattiesburg Zoo ©
Hattiesburg Zoo
Paul B. Johnson State Park ©
Paul B. Johnson State Park

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