14 days in Mississippi, Louisiana & Alabama Itinerary
Created using Inspirock United States trip planner
Start: Saint Louis
Drive
1
Tupelo
— 1 night
Drive
2
Vicksburg
— 1 night
Drive
3
Natchez
— 6 nights
Drive
4
New Orleans
— 2 nights
Drive
5
Gulf Shores
— 3 nights
Drive
End: Saint Louis
Fri, Oct 7 - Thu, Oct 20
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View full calendar
Tupelo — 1 night

Start off your visit on the 7th (Fri): witness the site of a historic battle at Tupelo National Battlefield and then explore and take pictures at Natchez Trace Parkway. Here are some ideas for day two: see the interesting displays at Corinth Coke Museum, then admire the majestic nature at Tishomingo State Park, and then don't miss a visit to Vietnam Memorial Replica Wall.
To see where to stay and more tourist information, refer to the Tupelo holiday builder site.
Saint Louis to Tupelo is an approximately 6.5-hour car ride. You can also fly; or drive; or take a bus. Traveling from Saint Louis in October, expect nights in Tupelo to be about the same, around 53°F, while days are a bit warmer, around 78°F. Finish up your sightseeing early on the 8th (Sat) so you can go by car to Vicksburg.
more
To see where to stay and more tourist information, refer to the Tupelo holiday builder site.
Saint Louis to Tupelo is an approximately 6.5-hour car ride. You can also fly; or drive; or take a bus. Traveling from Saint Louis in October, expect nights in Tupelo to be about the same, around 53°F, while days are a bit warmer, around 78°F. Finish up your sightseeing early on the 8th (Sat) so you can go by car to Vicksburg.
Side Trips
Highlights from your trip
Vicksburg — 1 night
Start off your visit on the 9th (Sun): get engrossed in the history at U.S.S. Cairo Museum, make a trip to McRaven House, then take in the history at Vicksburg National Military Park, and finally take in the views from Vicksburg Bridge.
To see other places to visit, ratings, where to stay, and other tourist information, refer to the Vicksburg road trip app.
Traveling by car from Tupelo to Vicksburg takes 5 hours. Alternatively, you can drive; or fly; or take a bus. In October in Vicksburg, expect temperatures between 80°F during the day and 56°F at night. Finish your sightseeing early on the 9th (Sun) to allow enough time to drive to Natchez.
more
To see other places to visit, ratings, where to stay, and other tourist information, refer to the Vicksburg road trip app.
Traveling by car from Tupelo to Vicksburg takes 5 hours. Alternatively, you can drive; or fly; or take a bus. In October in Vicksburg, expect temperatures between 80°F during the day and 56°F at night. Finish your sightseeing early on the 9th (Sun) to allow enough time to drive to Natchez.
Highlights from your trip
Natchez — 6 nights

Get outdoors at Melrose and Clark Creek Natural Area. You'll explore the less-touristy side of things at Longwood and Natchez National Historical Park. You'll find plenty of places to visit near Natchez: Saint Francisville (The Myrtles Plantation & West Feliciana Historical Society Museum), Louisiana State Arboretum (in Ville Platte) and Red Bluff (in Foxworth).
To see more things to do, photos, other places to visit, and tourist information, refer to the Natchez trip planner.
Drive from Vicksburg to Natchez in 1.5 hours. Alternatively, you can drive. Expect a daytime high around 79°F in October, and nighttime lows around 57°F. Finish your sightseeing early on the 15th (Sat) so you can drive to New Orleans.
more
To see more things to do, photos, other places to visit, and tourist information, refer to the Natchez trip planner.
Drive from Vicksburg to Natchez in 1.5 hours. Alternatively, you can drive. Expect a daytime high around 79°F in October, and nighttime lows around 57°F. Finish your sightseeing early on the 15th (Sat) so you can drive to New Orleans.
Side Trips
Highlights from your trip
New Orleans — 2 nights

The Big Easy
Start off your visit on the 16th (Sun): see the interesting displays at The National WWII Museum, then look for gifts at Boutique du Vampyre, and then take in the exciting artwork at Jamie Hayes Gallery. On the 17th (Mon), you'll have a packed day of sightseeing: see the interesting displays at The Historic New Orleans Collection, get outside with Outdoor Activities, and then explore the world behind art at The Sydney and Walda Besthoff Sculpture Garden at NOMA.
To see photos, maps, ratings, and tourist information, read our New Orleans online trip planner.
You can drive from Natchez to New Orleans in 3.5 hours. Other options are to drive; or do a combination of car and train. When traveling from Natchez in October, plan for little chillier days and somewhat warmer nights in New Orleans: temperatures range from 66°F by day to 66°F at night. Finish your sightseeing early on the 17th (Mon) to allow enough time to drive to Gulf Shores.
more
To see photos, maps, ratings, and tourist information, read our New Orleans online trip planner.
You can drive from Natchez to New Orleans in 3.5 hours. Other options are to drive; or do a combination of car and train. When traveling from Natchez in October, plan for little chillier days and somewhat warmer nights in New Orleans: temperatures range from 66°F by day to 66°F at night. Finish your sightseeing early on the 17th (Mon) to allow enough time to drive to Gulf Shores.
Side Trip
Highlights from your trip
Gulf Shores — 3 nights

On the 18th (Tue), deepen your understanding at Holmes Medical Museum, see what you can catch with a fishing tour, and then kick back and relax at Alabama Point East. Here are some ideas for day two: trek along Bon Secour National Wildlife Refuge, then explore the landscape on two wheels at Fort Morgan Road Trail, and then play a few rounds at Gulf Shores Golf Club.
To find maps, ratings, more things to do, and more tourist information, read Gulf Shores day trip site.
Drive from New Orleans to Gulf Shores in 3.5 hours. Alternatively, you can drive; or do a combination of bus and taxi. While traveling from New Orleans, expect somewhat warmer days and a bit cooler nights in Gulf Shores, ranging from highs of 79°F to lows of 59°F. Wrap up your sightseeing on the 20th (Thu) to allow time to fly back home.
more
To find maps, ratings, more things to do, and more tourist information, read Gulf Shores day trip site.
Drive from New Orleans to Gulf Shores in 3.5 hours. Alternatively, you can drive; or do a combination of bus and taxi. While traveling from New Orleans, expect somewhat warmer days and a bit cooler nights in Gulf Shores, ranging from highs of 79°F to lows of 59°F. Wrap up your sightseeing on the 20th (Thu) to allow time to fly back home.
Side Trips
Highlights from your trip
Mississippi travel guide
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.
Louisiana travel guide
The Pelican State
With a landscape of deltas, marshes, and swamps formed by the sediments of the Mississippi River, Louisiana is home to rich native plant and animal life, including rare species of tree frogs, ibis, and egrets. The state's urban areas, most notably the historical city of New Orleans, are some of its most popular attractions and boast a varied multicultural and multilingual heritage, strongly influenced by a mix of French, Spanish, Native American, and African cultures. Native Louisianans proudly cling to their distinctive dialects and musical traditions, offering visitors a chance to explore one of the most culturally diverse areas in North America. The homeland of both Cajun and Creole cuisines, Louisiana remains a top holiday destination for foodies from around the world.
Alabama travel guide
Heart of Dixie
Known as a focal point of the civil rights struggle in the 1960s, Alabama features diverse landscapes that include tall mountains, rolling hills, and gentle plains. Though still largely undiscovered by foreign visitors, Alabama offers tourists a chance to discover the distinct culture of the Deep South. In addition to well-preserved examples of antebellum architecture, this area also boasts an outstanding local cuisine, famous for traditional barbecue recipes passed down from generation to generation. Looking for outdoorsy things to do? Nature lovers on holiday can explore the state's beaches, rugged canyons, and lush river valleys.