60 days in Mississippi Itinerary

60 days in Mississippi Itinerary

Created using Inspirock Mississippi route builder

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Route & dates

60 days in Mississippi Itinerary

Start: New York City
Fly:  6​h 30​min
1
Tupelo
— 6 nights
Drive:  1​h 15​min
2
Starkville
— 5 nights
Drive:  2​h 15​min
3
Jackson
— 8 nights
Drive:  1​h 45​min
4
Hattiesburg
— 6 nights
Drive:  1​h 30​min
5
Biloxi
— 9 nights
Drive:  1​h 15​min
6
Picayune
— 4 nights
Drive:  3​h
7
Natchez
— 10 nights
Drive:  3​h
8
Indianola
— 5 nights
Drive:  1​h 45​min
9
Tunica
— 6 nights
Fly:  5​h 45​min
End: New York City

6
nights
Tupelo

Tupelo ©
Tupelo is the county seat and the largest city of Lee County, Mississippi. Get out of town with these interesting Tupelo side-trips: 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: take a memorable drive along Natchez Trace Pkwy, contemplate the long history of Elvis Presley Birthplace & Museum, trek along Tanglefoot Trail, and stroll through Tanglefoot Trail.

For other places to visit, ratings, where to stay, and tourist information, go to the Tupelo trip itinerary builder site .

New York City to Tupelo is an approximately 6.5-hour flight. You can also do a combination of bus and flight; or drive. Due to the time zone difference, you'll gain 1 hour traveling from New York City to Tupelo. Traveling from New York City in May, expect nights in Tupelo to be about the same, around 59°F, while days are a bit warmer, around 81°F. Finish your sightseeing early on the 22nd (Fri) to allow enough time to drive to Starkville.

Things to do in Tupelo

Outdoors Parks Trails

Side Trips

Oxford, New Albany, Tishomingo State Park, Strawberry Plains Audubon Center, Old Tishomingo County Courthouse Museum
Highlights from your plan
Natchez Trace Pkwy ©
Natchez Trace Pkwy
Room Escape Games
Thacker Mountain Rail Trail ©
Thacker Mountain Rail Trail

5
nights
Starkville

Starkville ©
Starkville is a city in and the county seat of Oktibbeha County, Mississippi, United States. You'll find plenty of places to visit near Starkville: Legion State Park (in Louisville), Dancing Rabbit Golf Club (in Choctaw) and Grenada Lake (in Grenada). And it doesn't end there: make a trip to Mississippi State University, contemplate in the serene atmosphere at Promise Land Journey, explore the activities along Okatibbee Lake, and get engrossed in the history at Ulysses S. Grant Presidential Library.

For more things to do, where to stay, reviews, and tourist information, refer to the Starkville attractions planner.

Traveling by car from Tupelo to Starkville takes 1.5 hours. In May, daytime highs in Starkville are 80°F, while nighttime lows are 56°F. Wrap up your sightseeing on the 27th (Wed) early enough to travel to Jackson.

Things to do in Starkville

Parks Nature Wildlife

Side Trips

Collinsville, West Point, Lake Lowndes State Park, Sam D. Hamilton Noxubee National Wildlife Refuge, Dancing Rabbit Golf Club
Highlights from your plan
Mississippi State University ©
Mississippi State University
Grenada Lake ©
Grenada Lake

8
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 (Vicksburg National Cemetery, U.S.S. Cairo Museum, & more), Canton Christmas Festival (in Canton) and Mississippi Petrified Forest (in Flora). There's much more to do: have fun and explore at Mississippi Children's Museum, grab your bike and head to Flowood Nature Park, see the interesting displays at Mississippi Civil Rights Museum, and explore the activities along Bonita Lakes Park.

For ratings, where to stay, and more tourist information, read our Jackson trip itinerary planner .

You can drive from Starkville to Jackson in 2.5 hours. Plan for a bit warmer nights when traveling from Starkville in May since evenings lows in Jackson dip to 62°F. Wrap up your sightseeing on the 4th (Thu) to allow time to travel to Hattiesburg.

Things to do in Jackson

Museums Parks Outdoors

Side Trips

Vicksburg, Flowood, Ridgeland, Bonita Lakes Park, Fannin Lanes
Highlights from your plan
U.S.S. Cairo Museum ©
U.S.S. Cairo Museum
Flowood Nature Park ©
Flowood Nature Park
Winner's Circle Park ©
Winner's Circle Park

6
nights
Hattiesburg

Hattiesburg ©
Hattiesburg is a city in the U.S. Get out of town with these interesting Hattiesburg side-trips: Collins (Grand Paradise Water Park & Mitchell Farms), Laurel (Landrum's Homestead & Village & Lauren Rogers Museum of Art) and Red Bluff (in Foxworth). There's lots more to do: get outside with Longleaf Trace, learn about all things military at Mississippi Armed Forces Museum, get in on the family fun at UpDown Trampoline Park, and sample the tasty concoctions at Southern Prohibition Brewing.

To find more things to do, traveler tips, ratings, and tourist information, you can read our Hattiesburg holiday builder website .

Drive from Jackson to Hattiesburg in 2 hours. Expect a daytime high around 90°F in June, and nighttime lows around 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

Side Trips

Laurel, Collins, A Stroka Gene-Us Alpacas, Clarkco State Park, Okatoma Outdoor Post
Highlights from your plan
Hattiesburg Zoo ©
Hattiesburg Zoo
Longleaf Trace ©
Longleaf Trace
Clarkco State Park ©
Clarkco State Park

9
nights
Biloxi

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 Presley's Outing (in Moss Point) and Saucier (Grand Bear Golf Course & Tuxachanie National Recreation Trail). And it doesn't end there: see what you can catch with a fishing tour, identify plant and animal life at Mississippi Sandhill Crane National Wildlife Refuge, try your luck at Beau Rivage Casino, and play a few rounds at The Preserve Golf Club.

To find more things to do, where to stay, other places to visit, and more tourist information, go to the Biloxi online trip itinerary maker .

Getting from Hattiesburg to Biloxi by car takes about 1.5 hours. June in Biloxi sees daily highs of 88°F and lows of 74°F at night. Finish up your sightseeing early on the 19th (Fri) so you can travel to Picayune.

Things to do in Biloxi

Outdoors Fun & Games Parks

Side Trips

Gulfport, Ocean Springs, Saucier, Gautier, The Preserve Golf Club
Highlights from your plan
Fishing Charters & Tours
Fallen Oak Golf Course ©
Fallen Oak Golf Course
Lynn Meadows Discovery Center ©
Lynn Meadows Discovery Center

4
nights
Picayune

Picayune ©
Picayune is the largest city in Pearl River County, Mississippi. Get out of town with these interesting Picayune side-trips: 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). The adventure continues: take a peaceful walk through Crosby Arboretum, examine the collection at The Teddy Bear House Museum, get curious at INFINITY Science Center, and sample the tasty concoctions at Lazy Magnolia Brewing Company.

To see traveler tips, ratings, photos, and other tourist information, read Picayune journey planning app .

You can drive from Biloxi to Picayune in 1.5 hours. In June in Picayune, expect temperatures between 89°F during the day and 72°F at night. Finish up your sightseeing early on the 23rd (Tue) so you can travel to Natchez.

Things to do in Picayune

Museums Nature Parks

Side Trips

Bay Saint Louis, Waveland, Lazy Magnolia Brewing Company, INFINITY Science Center
Highlights from your plan
INFINITY Science Center ©
INFINITY Science Center
Crosby Arboretum ©
Crosby Arboretum
Buccaneer State Park ©
Buccaneer State Park

10
nights
Natchez

Natchez ©
Natchez is the county seat and only city of Adams County, Mississippi, United States. Get out of town with these interesting Natchez side-trips: Percy Quin State Park (in McComb), Okhissa Lake (in Bude) and Clark Creek Natural Area (in Woodville). Next up on the itinerary: contemplate the long history of Melrose, explore the world behind art at Stratton Chapel Gallery, explore the different monuments and memorials at Natchez City Cemetery, and admire the natural beauty at Natchez Garden Club.

To see maps, photos, and more tourist information, refer to the Natchez visit planner.

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. Wrap up your sightseeing on the 3rd (Fri) to allow time to travel to Indianola.

Things to do in Natchez

Historic Sites Parks Nature

Side Trips

Port Gibson, Okhissa Lake, Clark Creek Natural Area, Percy Quin State Park
Highlights from your plan
Longwood ©
Longwood
Clark Creek Natural Area ©
Clark Creek Natural Area
Melrose ©
Melrose

5
nights
Indianola

Indianola ©
Indianola is a city in Sunflower County, Mississippi, United States, in the Mississippi Delta. Get out of town with these interesting Indianola side-trips: Mississippi Delta (in Belzoni), Leroy Percy State Park (in Hollandale) and Emmett Till Historic Intrepid Center (in Glendora). There's much more to do: examine the collection at B.B. King Museum and Delta Interpretive Center, take an in-depth tour of Jim Henson Exhibit, and look for gifts at Indianola Pecan House.

To see ratings, more things to do, traveler tips, and more tourist information, you can read our Indianola trip itinerary maker website .

Traveling by car from Natchez to Indianola takes 3 hours. In July, plan for daily highs up to 91°F, and evening lows to 72°F. On the 8th (Wed), you're off toTunica.

Things to do in Indianola

Museums Nature Parks

Side Trips

Leland, Mississippi Delta, Emmett Till Historic Intrepid Center, Leroy Percy State Park
Highlights from your plan
Leroy Percy State Park ©
Leroy Percy State Park
Indianola Pecan House ©
Indianola Pecan House

6
nights
Tunica

Tunica ©
Tunica is a town in and the county seat of Tunica County, Mississippi, near the Mississippi River. Venture out of the city with trips to Olive Branch (Olive Branch City Park & Cherokee Valley Golf Club), The Lewis Ranch (in Nesbit) and Clarksdale (Stan Streets Hambone Art Gallery, Cat Head Delta Blues & Folk Art, & more). There's still lots to do: try your luck at Horseshoe Tunica, examine the collection at GRAMMY Museum Mississippi, contemplate the waterfront views at Enid Lake, and look for all kinds of wild species at Greenville Cypress Preserve.

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

Traveling by car from Indianola to Tunica takes 2 hours. July in Tunica sees daily highs of 88°F and lows of 70°F at night. Finish up your sightseeing early on the 14th (Tue) so you can travel back home.

Things to do in Tunica

Casinos Fun & Games Museums

Side Trips

Clarksdale, Greenville, Olive Branch, Kirkwood National Golf Club, Enid Lake
Highlights from your plan
Horseshoe Tunica ©
Horseshoe Tunica
Enid Lake ©
Enid Lake
Olive Branch City Park ©
Olive Branch City Park

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