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Highway 61 at 100th: The Lesser-Known Blues Highway Road Trip

An image of a large, rectangular blue roadside sign with white text that reads "Highway 61 / The / Blues Highway". The number "61" is enclosed inside a white shield icon, representing a U.S. Route shield. The sign is supported by three metal posts and stands along the side of a paved highway. In the background, there is a grassy slope, a line of green trees, and a clear, light blue sky.

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Every road trip story this summer seems to begin and end with Route 66. The Mother Road turns 100 in 2026, and it has earned the attention. But there’s another highway marking the same centennial, and almost nobody is talking about it.

U.S. Route 61, the road musicians have called the Blues Highway for the better part of a century, was born the same day Route 66 was. People sometimes call it “the Route 66 of the South,” and I think that sells it short. Where 66 is the road of westward reinvention, 61 is the road of memory. As someone who travels for how places look, I find it far more interesting to photograph than the neon-and-diner nostalgia we usually attach to American highways. The music, the river, the architecture, even the road sign itself all carry a visual story here.

Here are the essentials. U.S. Route 61 runs roughly 1,400 miles from New Orleans, Louisiana, to Wyoming, Minnesota, tracing the Mississippi River and overlapping the Great River Road for much of its length. It was part of the original U.S. numbered highway system approved on November 11, 1926, which makes 2026 its 100th anniversary. Musicians nicknamed it the Blues Highway, and for decades it was the main route north out of the Mississippi Delta.

You don’t have to drive all 1,400 miles to mark the centennial. You just have to understand what you’re looking at.

The Road System that Turns 100th in 2026

Here’s the part most people miss. The centennial isn’t really about one highway. It’s about the whole idea of numbered highways.

On November 11, 1926, the American Association of State Highway Officials approved the first nationwide system of numbered U.S. routes. Before that, long-distance roads were a patchwork of named trails run by local associations, each with its own signage and its own standards. The 1926 system gave the country a shared map. Route 66 and Route 61 were both part of that original lineup, which means 2026 is a milestone year for both of them.

Route 61 ran, in its earliest form, from downtown New Orleans north to the Canadian border. The modern federal route ends in Wyoming, Minnesota, after the highway was trimmed back in 1991, and the old northern stretch up through Duluth carries a state designation now. That detail matters more than it sounds, and I’ll come back to it, because it’s the thread that connects the Delta to one of the most famous album titles in music history.

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The Design Story Hiding Along Highway 61

This is where the route stops being a music-history footnote and becomes something I genuinely want to photograph.

Start with the shield itself. The U.S. highway marker, that simple black-and-white cutout shape, is one of the most recognizable pieces of public design in the country, and 2026 is its centennial too. On Route 61 the number carries a second life, printed on juke-joint signs, blues festival posters, and roadside markers all the way down the corridor. The graphic became folklore.

Then there’s the built landscape. Natchez, near the southern end of the Mississippi stretch, holds one of the largest collections of antebellum architecture in the South, a complicated and beautiful and uncomfortable visual record of the region’s history. Farther into the Delta, the vernacular flips entirely. The juke joints and roadside buildings that anchored blues culture are studies in improvised design, hand-painted signage, corrugated metal, and color used with total confidence. If you care about how places look and how that look tells a story, the contrast along this single road is remarkable.

And the most famous piece of design tied to this road is an album cover. Bob Dylan named his 1965 record Highway 61 Revisited after it, and the sleeve, with Dylan seated in a striped shirt, became a piece of 1960s design language in its own right. A road sign turned into an art object turned into a cultural reference. That’s the kind of layering I love.

Why They Call It the Blues Highway

Route 61 isn’t famous for what it looks like from a car window, though the Mississippi River views earn their keep. It’s famous for what moved along it.

For much of the twentieth century, this was the road north out of the Mississippi Delta. During the Great Migration, it carried hundreds of thousands of people leaving the rural South for cities like St. Louis, Memphis, and points farther on. They brought the blues with them, and the highway became a recurring character in the music itself. The phrase “Highway 61” turns up in song after song as shorthand for leaving, for movement, for the possibility of somewhere better.

The Mississippi Blues Trail has placed markers along and near the route that recognize the highway both as a real migration path and as a lyrical symbol. The artists who lived near the road read like a founding document of American music. The Delta stretch alone shaped musicians whose influence runs through nearly everything we listen to now.

Then there’s Bob Dylan, who named that 1965 album after this highway for a reason. The road once ran up through Minnesota near Duluth, where Dylan was born, and down into the Delta country that gave the blues its shape. He has written about feeling personally tied to it, as if the highway connected the two ends of his own musical imagination. One end of the road was his birthplace, the other was where the blues came from.

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A Few Landmarks Worth Slowing Down For

You could spend weeks on this route. If you only have patience for the highlights, these are the ones I’d build a trip around.

Emerald Mound, near Natchez. Just off the route near the Natchez Trace Parkway sits the second-largest Native American ceremonial mound in the country, after Monks Mound at Cahokia in Illinois. It was built between roughly 1250 and 1600 by ancestors of the Natchez people, covers about eight acres, and predates everything else on this list by centuries. Standing on top of it reframes the whole drive. The highway is a hundred years old. People have been moving through this landscape for a thousand.

The Clarksdale crossroads. Clarksdale marks the junction of Highways 61 and 49 as “the Crossroads,” the spot blues folklore ties to Robert Johnson and a bargain he supposedly struck for his talent. The story is myth, and the true location has always been disputed, but the intersection is real and the three-guitar monument there has become a pilgrimage stop. Abe’s BBQ sits right beside it, open since 1924, which tells you something about how the Delta layers the legendary and the everyday.

The Vicksburg and Tunica markers. The Mississippi Blues Trail marks the highway’s role directly. The Vicksburg marker stands at the corner of Washington and Jackson Streets, and Tunica has its own, both recognizing 61 as a route north and a symbol in the songs.

The northern river towns. As 61 climbs into Minnesota along the Great River Road, the scenery shifts to bluffs and water. Red Wing, Lake City, and Winona sit along this stretch, and the Dylan connection lives up here, at the opposite end of the same road from the Delta.

How the centennial is actually being marked

Here’s where the lesser-known part shows up most clearly. Route 66 has an official centennial organization, a national events calendar, monument projects, and branded rallies. Route 61’s hundredth is a quieter affair, marked town by town along the river, which is part of why it stays under the radar.

Cape Girardeau, Missouri, has leaned in the hardest so far. The city and its tourism office are spreading events across all of 2026, with exhibits, concerts, community gatherings, riverfront experiences, and curated tours tied to the anniversary. Missouri lawmakers even honored the milestone with a House resolution recognizing the Blues Highway’s century. Updates land on the Highway 61 Centennial page as the year goes on.

The road’s real celebration, though, is the one it throws every fall. The Delta blues festival circuit clusters in early October, and the Highway 61 Blues Festival in Leland, Mississippi, a free downtown event, lands in early October, on October 3 in 2026. Leland is also home to the Highway 61 Blues Museum, and the same stretch of calendar brings the King Biscuit Blues Festival up the road in Helena, Arkansas. Time a trip for the first weekend of October and the centennial more or less plans itself.

How to Think About the Drive

The smartest way to approach Highway 61 is to stop thinking of it as a single drive. It’s a corridor you can enter anywhere.

Because the route overlaps the Great River Road for long stretches, you can build a trip around one region instead of the full 1,400 miles. A long weekend in the Delta is a completely different experience from a few days along the Minnesota river bluffs, and both are honest versions of driving Highway 61. Pick the section that matches the trip you actually want, the music history in the South or the river scenery in the North and let the centennial be your reason to finally go.

The centennial is reason enough to drive a stretch of it this year. And once you know what moved along this road for the last hundred years, you stop seeing just a highway and start seeing all of it through the windshield.

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Karen LeBlanc

Karen LeBlanc is a freelance writer living in Orlando, Florida with many published bylines in magazines, newspapers, and multimedia sites. As a professional lifestyle writer, Karen specializes in art, architecture, design, home interiors and personality profiles. Karen is the writer, producer and host of the streaming series, The Design Tourist (www.TheDesignTourist.com) that brings viewers a global dose of design inspiration with episodes featuring the latest looks and trends from the world’s premiere design events and shows. She also publishes a quarterly magazine on design travel that you can read by clicking the link: https://thedesigntourist.com/the-magazine/ Her journalism background includes seven years on-air experience as a TV news reporter and anchor covering a range of issues from education to politics. Her educational credentials include a Master of Arts in Mass Communications from Northeast Louisiana University and a Bachelor of Arts in Communications from Louisiana State University. Throughout her career, Karen has written and produced dozens of documentaries and videos for educational, commercial, corporate, and governmental clients and appeared in many TV and video productions as a professional host.

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Karen LeBlanc

Karen LeBlanc is an award-winning travel journalist and storyteller, honored with two Telly Awards and four North American Travel Journalists Association (NATJA) awards for The Design Tourist travel show. As the show’s host, producer, and writer, Karen takes viewers beyond the guidebooks to explore the culture, craft, cuisine, and creativity that define the world’s most fascinating destinations.

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