29 days in Mississippi Itinerary

29 days in Mississippi Itinerary

Created using Inspirock Mississippi trip itinerary maker

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Plan created by another user. Make it yours
1
Tunica
— 2 nights
2
Tupelo
— 5 nights
3
Indianola
— 2 nights
4
Jackson
— 5 nights
5
Hattiesburg
— 3 nights
6
Biloxi
— 6 nights
7
Natchez
— 5 nights

S M T W T F S
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2
nights
Tunica

Tunica ©
Tunica is a town in and the county seat of Tunica County, Mississippi, near the Mississippi River. Tunica is known for casinos, parks, and museums. Your plan includes some of its best attractions: try your luck at Horseshoe Tunica, examine the collection at Tunica Museum, and stroll around Tunica County River Park.

To find ratings, more things to do, photos, and other tourist information, read our Tunica trip itinerary planning site.

Los Angeles to Tunica is an approximately 6.5-hour flight. You can also drive; or do a combination of bus and taxi. You'll lose 2 hours traveling from Los Angeles to Tunica due to the time zone difference. Expect cooler weather when traveling from Los Angeles in December: highs in Tunica hover around 49°F, while lows dip to 35°F. Finish your sightseeing early on the 15th (Tue) so you can drive to Tupelo.

Things to do in Tunica

Casinos · Fun & Games · Museums · Parks
Highlights from your plan
Horseshoe Tunica ©
Horseshoe Tunica
Gold Strike Casino ©
Gold Strike Casino
Tunica Museum ©
Tunica Museum

5
nights
Tupelo

Tupelo ©
Tupelo is the county seat and the largest city of Lee County, Mississippi. Venture out of the city with trips to Starkville (Mississippi State University & Ulysses S. Grant Presidential Library), Amory Regional Museum (in Amory) and Park Along the River and Mississippi Arboretum (in New Albany). There's still lots to do: examine the collection at Tupelo Automobile Museum, walk around Ballard Park, stop by Square Books, and take a memorable drive along Natchez Trace Pkwy.

For more things to do, ratings, maps, and more tourist information, read our Tupelo day trip tool.

You can drive from Tunica to Tupelo in 2.5 hours. Alternatively, you can do a combination of taxi and bus. Traveling from Tunica in December, you will find days in Tupelo are somewhat warmer (57°F), and nights are about the same (38°F). Finish your sightseeing early on the 20th (Sun) so you can travel to Indianola.

Things to do in Tupelo

Museums · Parks · Scenic Drive · Outdoors

Side Trips

Highlights from your plan
Tupelo Automobile Museum ©
Tupelo Automobile Museum
Mississippi State University ©
Mississippi State University
Ballard Park ©
Ballard Park

2
nights
Indianola

Indianola ©
Indianola is a city in Sunflower County, Mississippi, United States, in the Mississippi Delta. Start off your visit on the 21st (Mon): see the interesting displays at Highway 61 Blues Museum and then examine the collection at B.B. King Museum and Delta Interpretive Center. Get ready for a full day of sightseeing on the next day: look for gifts at TurnRow Book Company, then see the interesting displays at Martin & Sue King Railroad Museum, and then examine the collection at GRAMMY Museum Mississippi.

To find more things to do, ratings, maps, and other tourist information, you can read our Indianola trip planner.

Traveling by car from Tupelo to Indianola takes 3 hours. December in Indianola sees daily highs of 57°F and lows of 39°F at night. Cap off your sightseeing on the 22nd (Tue) early enough to travel to Jackson.

Things to do in Indianola

Museums · Shopping

Side Trips

Highlights from your plan
B.B. King Museum and Delta Interpretive Center ©
Martin & Sue King Railroad Museum ©
Martin & Sue King Railroad Museum
GRAMMY Museum Mississippi ©
GRAMMY Museum Mississippi

5
nights
Jackson

Jackson ©
Jackson, officially the City of Jackson, is the capital city and largest urban center of the U.S. Explore Jackson's surroundings by going to Vicksburg (The Old Depot Museum, U.S.S. Cairo Museum, &more). The adventure continues: test your problem-solving skills at Enter/Locked Escape Rooms, walk around Winner's Circle Park, indulge your thirst for a good beer at Lucky Town Brewing Co., and admire the striking features of Old Capitol Museum.

Inspirock's itinerary builder makes planning a Jackson trip simple and quick.

You can drive from Indianola to Jackson in 2 hours. In December, daily temperatures in Jackson can reach 61°F, while at night they dip to 42°F. Wrap up your sightseeing on the 27th (Sun) to allow time to travel to Hattiesburg.

Things to do in Jackson

Museums · Historic Sites · Parks · Childrens Museums

Side Trips

Highlights from your plan
Mississippi Civil Rights Museum ©
Mississippi Civil Rights Museum
Enter/Locked Escape Rooms ©
Enter/Locked Escape Rooms
U.S.S. Cairo Museum ©
U.S.S. Cairo Museum

3
nights
Hattiesburg

Hattiesburg ©
Hattiesburg is a city in the U.S. Venture out of the city with trips to Saint Patrick Catholic Church (in Meridian), A Stroka Gene-Us Alpacas (in Stringer) and Lauren Rogers Museum of Art (in Laurel). The adventure continues: get outside with Longleaf Trace, take in nature's colorful creations at Medicine Wheel Garden, look for gifts at The Southern Market, and get to know the resident critters at Hattiesburg Zoo.

To plan Hattiesburg vacation without wasting time, ask Inspirock to design an itinerary.

Drive from Jackson to Hattiesburg in 2 hours. Expect a daytime high around 65°F in December, and nighttime lows around 44°F. Wrap up your sightseeing on the 30th (Wed) early enough to drive to Biloxi.

Things to do in Hattiesburg

Parks · Zoos & Aquariums · Outdoors · Shopping

Side Trips

Highlights from your plan
Hattiesburg Zoo ©
Hattiesburg Zoo
Longleaf Trace ©
Longleaf Trace
College Town Escape Rooms ©
College Town Escape Rooms

6
nights
Biloxi

Biloxi ©

Playground of the South

A busy city on the Gulf Coast, Biloxi is one of the nation's oldest communities, first settled by Europeans in 1699.
Step out of Biloxi with an excursion to Saint Rose de Lima Catholic Church in Bay Saint Louis--about 48 minutes away. The adventure continues: take a memorable tour with North Star Sailing Charters, contemplate in the serene atmosphere at St. Michael's Catholic Church, try your luck at IP Casino Resort, and stroll the grounds of Old Biloxi Cemetery.

To find out how to plan a trip to Biloxi, use our trip itinerary maker.

You can drive from Hattiesburg to Biloxi in 1.5 hours. In December in Biloxi, expect temperatures between 64°F during the day and 49°F at night. Finish your sightseeing early on the 5th (Tue) so you can drive to Natchez.

Things to do in Biloxi

Casinos · Fun & Games · Historic Sites · Parks

Side Trips

Highlights from your plan
Beau Rivage Casino ©
Beau Rivage Casino
North Star Sailing Charters ©
North Star Sailing Charters
Mississippi Coast Model Railroad Museum ©
Mississippi Coast Model Railroad Museum

5
nights
Natchez

Natchez ©
Natchez is the county seat and only city of Adams County, Mississippi, United States. When in Natchez, make a side trip to see Clark Creek Natural Area in Woodville, approximately Woodville away. The adventure continues: take in nature's colorful creations at Natchez Garden Club, admire the masterpieces at Stratton Chapel Gallery, don't miss a visit to Choctaw Hall, and take in the spiritual surroundings of First Presbyterian Church.

To see traveler tips, photos, other places to visit, and other tourist information, read Natchez trip itinerary planning tool.

You can drive from Biloxi to Natchez in 4.5 hours. Other options are to do a combination of bus, train, and car; or do a combination of flight and taxi. Traveling from Biloxi in January, expect slightly colder with lows of 37°F in Natchez. Finish up your sightseeing early on the 10th (Sun) so you can travel back home.

Things to do in Natchez

Historic Sites · Parks · Museums · Breweries & Distilleries

Side Trip

Highlights from your plan
Longwood ©
Longwood
Natchez Garden Club ©
Natchez Garden Club
St. Mary Basilica ©
St. Mary Basilica

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