Mississippi is known for its endless supply of Southern hospitality, but many out-of-towners haven’t had the pleasure of hearing about the state’s magnificent landscape. The Magnolia State has various stunning features, from the waters of the mighty Mississippi River to the sprawling lowland plains and verdant farmland. There are also several stunning waterfalls here, and the fertile landscape supports fantastic conditions for vineyards. Today, we’re going to explore a multi-day wine and waterfalls road trip in Mississippi to get to know some of the state’s most lively and most peaceful sites.

We’ve prepared an itinerary for your convenience, and it can easily be customized to include any other Mississippi landmarks you’d like to visit. Along the way, we’ll point you toward a few comfortable hotels to help make your trip especially memorable. There are a variety of Best Western hotels in Mississippi, and you won’t believe how close they are to the wondrous stops on your trip. Ready to experience the best of Mississippi’s landscape? Buckle up, because we’re about to hit the road!

Your first day of adventures will include a bit of driving, so you might find yourself getting tired as the day winds down. Fortunately, there are several lovely spots to stay overnight in Tupelo. The Best Western Plus Tupelo Inn & Suites is right in town, conveniently located along our route. 

You’ve been busy today! Rest up at Best Western Premier University Inn. It’s beautiful, and the surrounding city is, too. You’ll find yourself conveniently poised to embark on the next leg of our adventure tomorrow. 

While you’re in the area, Magnolia Bluffs Casino Hotel, BW Premier Collection is the perfect place to set up a home base. It’s a comfortable place to stay if you plan to get to know the Natchez nightlife. Of course, Jackson isn’t too far from here! If you’d like to extend your trip by a day or two, you can head into Jackson for added adventure. You can stay at the Best Western Richland Inn & Suites or the Best Western Plus Flowood Inn & Suites as you’re exploring all that Jackson has to offer. 

This road trip in Mississippi is so much fun. Are there any spots you’d add to the itinerary? Let us know in the comments! And, of course, be sure to check out the list of Best Western hotels in Mississippi if you decide to extend your road trip to any additional locations!

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