60 days in Mississippi Itinerary

60 days in Mississippi Itinerary

Created using Inspirock Mississippi route builder

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Make it your trip
Fly
1
Tupelo
— 6 nights
Drive
2
Starkville
— 5 nights
Drive
3
Jackson
— 8 nights
Drive
4
Hattiesburg
— 6 nights
Drive
5
Biloxi
— 9 nights
Drive
6
Picayune
— 4 nights
Drive
7
Natchez
— 10 nights
Drive
8
Indianola
— 5 nights
Drive
9
Tunica
— 6 nights
Fly

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Tupelo

— 6 nights
Tupelo is the county seat and the largest city of Lee County, Mississippi. Explore Tupelo's surroundings by going to Oxford (University of Mississippi, Bailey's Woods Trail, &more), Strawberry Plains Audubon Center (in Holly Springs) and Park Along the River and Mississippi Arboretum (in New Albany). There's much more to do: cruise along Natchez Trace Pkwy, take an in-depth tour of Corinth Civil War Interpretive Center, stroll through Tanglefoot Trail, and see the interesting displays at Tupelo Automobile Museum.

For ratings, other places to visit, more things to do, and other tourist information, read our Tupelo online itinerary planner.

New York City to Tupelo is an approximately 6.5-hour flight. You can also drive; or take a bus. You'll gain 1 hour traveling from New York City to Tupelo due to the time zone difference. When traveling from New York City in May, plan for somewhat warmer days in Tupelo, with highs around 81°F, while nights are about the same with lows around 59°F. Wrap up your sightseeing on the 22nd (Fri) to allow time to drive to Starkville.

Things to do in Tupelo

Outdoors · Parks · Museums · Trails

Side Trips

Starkville

— 5 nights
Starkville is a city in and the county seat of Oktibbeha County, Mississippi, United States. Change things up with these side-trips from Starkville: Legion State Park (in Louisville), Dancing Rabbit Golf Club (in Choctaw) and Grenada Lake (in Grenada). The adventure continues: make a trip to Mississippi State University, see the interesting displays at Cullis & Gladys Wade Clock Museum, explore the activities along Okatibbee Lake, and take an in-depth tour of Ulysses S. Grant Presidential Library.

To find more things to do, other places to visit, photos, and more tourist information, read Starkville online trip builder.

Drive from Tupelo to Starkville in 1.5 hours. In May, plan for daily highs up to 80°F, and evening lows to 56°F. Wrap up your sightseeing on the 27th (Wed) to allow time to travel to Jackson.

Things to do in Starkville

Parks · Nature · Wildlife · Golf

Side Trips

Jackson

— 8 nights
Jackson, officially the City of Jackson, is the capital city and largest urban center of the U.S. state of Mississippi. Venture out of the city with trips to Canton Christmas Festival (in Canton), Vicksburg (Vicksburg National Cemetery, U.S.S. Cairo Museum, &more) and Mississippi Petrified Forest (in Flora). And it doesn't end there: take in the exciting artwork at Mississippi Civil Rights Museum, explore the landscape on two wheels at Bonita Lakes Park, stroll around Flowood Nature Park, and ponder the world of politics at Mississippi State Capitol.

To see where to stay, ratings, traveler tips, and other tourist information, read Jackson trip maker website.

Drive from Starkville to Jackson in 2.5 hours. Traveling from Starkville in May, expect somewhat warmer with lows of 62°F in Jackson. Finish up your sightseeing early on the 4th (Thu) so you can travel to Hattiesburg.

Things to do in Jackson

Museums · Parks · Historic Sites · Outdoors

Side Trips

Hattiesburg

— 6 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. Venture out of the city with trips to Laurel (Landrum's Homestead & Village & Lauren Rogers Museum of Art), Red Bluff (in Foxworth) and Collins (Grand Paradise Water Park & Mitchell Farms). And it doesn't end there: get outside with Longleaf Trace, look for gifts at The Southern Market, admire the majestic nature at Clarkco State Park, and brush up on your military savvy at Mississippi Armed Forces Museum.

For maps, other places to visit, ratings, and more tourist information, read Hattiesburg trip planner.

Traveling by car from Jackson to Hattiesburg takes 2 hours. In June, daily temperatures in Hattiesburg can reach 90°F, while at night they dip to 71°F. Cap off your sightseeing on the 10th (Wed) early enough to go by car to Biloxi.

Things to do in Hattiesburg

Parks · Theme Parks · Nature · Museums

Side Trips

Biloxi

— 9 nights

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.
Venture out of the city with trips to Saucier (Grand Bear Golf Course & Tuxachanie Hiking Trail) and Presley's Outing (in Moss Point). Next up on the itinerary: head outdoors with Dailey Charters, play a few rounds at The Preserve Golf Club, take a tour by water with Ship Island Excursions, and have some family-friendly fun at Big Play Entertainment Center.

For ratings, traveler tips, reviews, and tourist information, go to the Biloxi tour itinerary website.

Traveling by car from Hattiesburg to Biloxi takes 1.5 hours. In June, plan for daily highs up to 88°F, and evening lows to 74°F. Wrap up your sightseeing on the 19th (Fri) to allow time to travel to Picayune.

Things to do in Biloxi

Outdoors · Fun & Games · Parks · Casinos

Side Trips

Picayune

— 4 nights
Picayune is the largest city in Pearl River County, Mississippi. Change things up with these side-trips from Picayune: Waveland (The Waveland Ground Zero Hurricane Museum & Buccaneer State Park) and Bay Saint Louis (L & N Historic Train Depot, Saint Rose de Lima Catholic Church, &more). There's lots more to do: look for all kinds of wild species at Crosby Arboretum, indulge your thirst for a good beer at Lazy Magnolia Brewing Company, get curious at INFINITY Science Center, and examine the collection at The Teddy Bear House Museum.

To see ratings, photos, reviews, and tourist information, go to the Picayune road trip planner.

Getting from Biloxi to Picayune by car takes about 1.5 hours. In June, plan for daily highs up to 89°F, and evening lows to 72°F. Finish up your sightseeing early on the 23rd (Tue) so you can travel to Natchez.

Things to do in Picayune

Museums · Parks · Childrens Museums · Wildlife

Side Trips

Natchez

— 10 nights
Natchez is the county seat and only city of Adams County, Mississippi, United States. Explore Natchez's surroundings by going to Okhissa Lake (in Bude), Percy Quin State Park (in McComb) and Clark Creek Natural Area (in Woodville). And it doesn't end there: contemplate the long history of Longwood, take in the spiritual surroundings of First Presbyterian Church, explore the striking landscape of Melrose, and stroll the grounds of Natchez City Cemetery.

To see traveler tips, maps, where to stay, and more tourist information, read Natchez journey planning app.

Traveling by car from Picayune to Natchez takes 3 hours. In June, plan for daily highs up to 87°F, and evening lows to 70°F. Cap off your sightseeing on the 3rd (Fri) early enough to travel to Indianola.

Things to do in Natchez

Historic Sites · Parks · Nature · Museums

Side Trips

Indianola

— 5 nights
Indianola is a city in Sunflower County, Mississippi, United States, in the Mississippi Delta. Explore Indianola's surroundings by going to Emmett Till Historic Intrepid Center (in Glendora), Mississippi Delta (in Belzoni) and Leroy Percy State Park (in Hollandale). And it doesn't end there: examine the collection at B.B. King Museum and Delta Interpretive Center, take an in-depth tour of Jim Henson Exhibit, and stop by Indianola Pecan House.

To see photos, reviews, more things to do, and more tourist information, read our Indianola trip planner.

You can drive from Natchez to Indianola in 3 hours. Expect a daytime high around 91°F in July, and nighttime lows around 72°F. You will leave for Tunica on the 8th (Wed).

Things to do in Indianola

Museums · Parks · Nature · Shopping

Side Trips

Tunica

— 6 nights
Tunica is a town in and the county seat of Tunica County, Mississippi, near the Mississippi River. Explore the numerous day-trip ideas around Tunica: Clarksdale (Stan Streets Hambone Art Gallery, Cat Head Delta Blues & Folk Art, &more), The Lewis Ranch (in Nesbit) and Olive Branch (Olive Branch City Park & Cherokee Valley Golf Club). There's still lots to do: contemplate the waterfront views at Enid Lake, try your luck at Hollywood Casino Tunica, play a few rounds at Kirkwood National Golf Club, and examine the collection at GRAMMY Museum Mississippi.

For ratings, maps, photos, and other tourist information, refer to the Tunica trip planner.

You can drive from Indianola to Tunica in 2 hours. In July, daytime highs in Tunica are 88°F, while nighttime lows are 70°F. Finish your sightseeing early on the 14th (Tue) to allow enough time to fly back home.

Things to do in Tunica

Casinos · Fun & Games · Museums · Parks

Side Trips

Mississippi travel guide

3.5
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.