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A steam boat rolls up the Mississippi river at dusk with an iron bridge crossing the river up ahead. Natchez, Mississippi, USA

Mississippi Holidays


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Holidays to Mississippi offer a memorable mix of music and culture. It’s a place of history and intrigue but also charm and spirit.

Handsome Natchez is the oldest city along the mighty Mississippi River and boasts a wealth of plantation homes and historic mansions. Many of them can be toured, such as charming Rosalie and Longwood, the largest octagonal house in the country.

Further north you'll come to the Mississippi Delta; it was here the blues were born and the region is a must for anyone interested in blues and the roots of Rock 'n' Roll. The Magnolia State's most famous son is of course Elvis Presley and his humble childhood home in Tupelo welcomes visitors.

Trailfinders offers a range of Mississippi holidays and our expert travel consultants are a mine of information about what to do here, often with first-hand travel experience. Whether you want to explore the Deep South on a fly drive, join a music themed guided group tour or cruise on an authentic Mississippi steamboat – they are the perfect people to ask.
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OUR RECOMMENDED HOLIDAYS TO MISSISSIPPI

Nobody offers more ways to explore Mississippi than Trailfinders.

Here's a snapshot of some of our most popular Mississippi holidays. If you don’t see what you’re looking for, click on the link below them to see our complete range of holidays and tours in the destination.
The Rhythm Road - Chicago to New Orleans
USA
Fly Drive Holiday
12 days / 11 nights

Take in the Mother Road, the River Road and the Blues Highway on this soulful trip through the musical heart of America.

Guide Price: €1,425 pp

Guide Price: £1,215 pp

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Best of the Deep South
The South
Fly Drive Holiday
21 days / 20 nights

Discover southern belles, sun-kissed beaches and the home of jazz and blues on this unforgettable adventure around the Deep South.

Guide Price: €3,905 pp

Guide Price: £3,269 pp

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The Road to Rock'n'Roll
USA
Fly Drive Holiday
11 days / 10 nights

From the honky tonks of country loving Nashville to the Delta Blues of Mississippi and the Rock & Soul of Memphis, this is a journey through America’s music heartland.

Guide Price: €1,809 pp

Guide Price: £1,535 pp

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OUR RECOMMENDED HOTELS IN MISSISSIPPI

We feature a great range of accommodation in Mississippi, with something to suit all budgets. Maybe you’re looking for a boutique hotel in a Mississippi Delta town or need a good value base for when you visit Tupelo? For something special how about a stay in one of Natchez’s historic mansions?

What you won’t find here are thousands of Mississippi hotels to wade through. We have done the hard work for you and selected the best places to stay and our travel consultants are on hand to help, often with first-hand experience.
Monmouth Historic Inn, Natchez
4 star

Mississippi

Dating back to 1818, this picturesque mansion sits on 26 acres and boasts pretty flower gardens and magnolia trees.
The Alluvian, Greenwood
3 plus star

Mississippi

This lovely property is ideally located in the heart of the historic Mississippi Delta town of Greenwood, featuring a pretty courtyard and local art displayed throughout.
Natchez Grand Hotel
3 plus star

Mississippi

This charming hotel overlooking the Mississippi River features an impressive façade, a classic design throughout and is a great base from which to explore historic Natchez.
Hotel Tupelo
3 plus star

Mississippi

Exuding modern Southern hospitality with a nod to rock’n’roll culture, this charming hotel in downtown Tupelo is the perfect base for exploring Elvis Presley’s childhood home.

Tales from the Trail

Top tips and travel inspiration from the Trailfinders team

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