30 days in Mississippi Itinerary

Created using Inspirock Mississippi trip itinerary planner
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Make it your trip
Fly
1
Tupelo
— 3 nights
Drive
2
Hattiesburg
— 3 nights
Drive
3
Biloxi
— 7 nights
Drive
4
Jackson
— 6 nights
Drive
5
Natchez
— 7 nights
Drive
6
Clarksdale
— 3 nights
Fly

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Tupelo — 3 nights

Your inner history buff will appreciate Elvis Presley Birthplace & Museum and Corinth National Cemetery. Satisfy your inner culture vulture at Tupelo Automobile Museum and Tupelo Veteran's Museum. Change things up with these side-trips from Tupelo: Corinth (Battery Robinett & Corinth Civil War Interpretive Center) and Oxford (Confederate Cemetery, Rowan Oak, &more).

To find other places to visit, where to stay, maps, and more tourist information, read Tupelo attractions 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. In April, Tupelo is somewhat warmer than New York City - with highs of 74°F and lows of 51°F. Wrap up your sightseeing on the 4th (Tue) to allow time to drive to Hattiesburg.
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Historic Sites · Museums · Outdoors · Scenic Drive
Side Trips

Hattiesburg — 3 nights

Your inner history buff will appreciate St. Patrick Catholic Church and Landrum's Homestead & Village. Mississippi Industrial Heritage Museum and Lauren Rogers Museum of Art are good opportunities to explore the local culture. Go for a jaunt from Hattiesburg to Stringer to see A Stroka Gene-Us Alpacas about 52 minutes away.

For photos, other places to visit, where to stay, and other tourist information, use the Hattiesburg trip itinerary maker tool.

You can drive from Tupelo to Hattiesburg in 4 hours. In April, daytime highs in Hattiesburg are 78°F, while nighttime lows are 55°F. Finish your sightseeing early on the 7th (Fri) so you can drive to Biloxi.
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Parks · Historic Sites · Museums · Outdoors
Side Trips

Biloxi — 7 nights

Playground of the South

Get some cultural insight at Beauvoir and Cathedral of the Nativity of the Blessed Virgin Mary. Visit The Historic Redding House and St. Michael Catholic Church for their historical value. There's much more to do: take in the views from Biloxi Bay Bridge, see the interesting displays at Maritime and Seafood Industry Museum, stroll through Biloxi Beach, and enjoy the sea views from Biloxi Lighthouse.

To see where to stay, ratings, reviews, and other tourist information, go to the Biloxi trip itinerary maker app.

You can drive from Hattiesburg to Biloxi in 1.5 hours. Traveling from Hattiesburg in April, expect somewhat warmer with lows of 61°F in Biloxi. Finish your sightseeing early on the 14th (Fri) so you can drive to Jackson.
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Fun & Games · Casinos · Historic Sites · Parks
Side Trips

Jackson — 6 nights

Do some cultural sightseeing at Mississippi Civil Rights Museum and Original First Baptist Church. Popular historic sites such as Vicksburg National Military Park and Eudora Welty House and Garden are in your itinerary. Get out of town with these interesting Jackson side-trips: Vicksburg (Jesse Brent Lower Mississippi River Museum and Interpretive Center, Old Court House Museum, &more).

To find reviews, maps, other places to visit, and more tourist information, use the Jackson trip planner.

You can drive from Biloxi to Jackson in 3 hours. Alternatively, you can fly; or do a combination of bus and train. Traveling from Biloxi in April, expect little chillier with lows of 55°F in Jackson. Wrap up your sightseeing on the 20th (Thu) to allow time to drive to Natchez.
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Museums · Historic Sites · Shopping · Childrens Museums
Side Trip

Natchez — 7 nights

Popular historic sites such as St. Mary Basilica and Windsor Ruins are in your itinerary. Your cultural itinerary includes sights like Choctaw Hall and Natchez City Cemetery. Venture out of the city with trips to Port Gibson (Grand Gulf Military Park & First Presbyterian Church of Port Gibson). Spend the 25th (Tue) exploring nature at Melrose.

To find more things to do, ratings, other places to visit, and more tourist information, you can read our Natchez road trip planner.

You can drive from Jackson to Natchez in 2 hours. Alternatively, you can do a combination of bus and car; or do a combination of train and car. In April, daytime highs in Natchez are 76°F, while nighttime lows are 55°F. Finish up your sightseeing early on the 27th (Thu) so you can go by car to Clarksdale.
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Historic Sites · Parks · Nature · Museums
Side Trip

Clarksdale — 3 nights

B.B. King Museum and Delta Interpretive Center and The Belmont 1857 are good opportunities to explore the local culture. Venture out of the city with trips to Tunica (Gold Strike Casino & Horseshoe Tunica).

For more things to do, where to stay, other places to visit, and more tourist information, go to the Clarksdale day trip planner.

Getting from Natchez to Clarksdale by car takes about 4 hours. Other options: do a combination of car and train; or do a combination of car and bus. In April, daytime highs in Clarksdale are 72°F, while nighttime lows are 53°F. Finish your sightseeing early on the 30th (Sun) to allow enough time to fly back home.
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Museums · Fun & Games · Casinos · Shopping
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.
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