Things to Do in Cleveland, Mississippi
The best things to do in Cleveland, Mississippi, are GRAMMY Museum Mississippi, a drive out to Dockery Farms and a walk past the town’s four Blues Trail markers. Cleveland is a Delta city of 11,199 people, one of Bolivar County’s two county seats and home to Delta State University.
The town took shape along the railroad starting in 1869 and was chartered as a village in 1886, named for President Grover Cleveland. Around 1905, W.C. Handy watched a local trio showered with coins here, and later wrote that it opened his eyes to the Delta’s own music.
GRAMMY Museum Mississippi
The first GRAMMY Museum built outside Los Angeles opened here in 2016, beside the Delta State campus. The 28,000-square-foot museum covers every genre, how records get made, and Mississippi’s outsized share of GRAMMY winners. Its Mississippi Music Table shows how the state’s artists shaped blues, country, gospel and rock.
★ Good to know It’s closed Mondays. Check the museum’s site for current special exhibits.
Dockery Farms
Will Dockery started this cotton plantation and sawmill in 1895, and it grew to 25,600 acres with its own store, post office and money. Charley Patton lived here, and Howlin’ Wolf, Pops Staples and Robert Johnson passed through. It’s widely called the birthplace of the blues and is on the National Register.
★ Good to know It sits on Highway 8 east of town toward Ruleville and is still a working farm, so treat it as a roadside stop and respect private property.
Martin & Sue King Railroad Heritage Museum
Cleveland grew up around the railroad, and this city museum downtown tells that story. The centerpiece is the largest O-gauge model train layout in Mississippi, 71 by 17 feet, showing a Delta town from the 1940s to the 1960s. A 1941 Illinois Central caboose sits outside and is open during museum hours.
★ Good to know Admission is free, and it’s open weekdays plus Saturday afternoons.
Chrisman Street and the Blues Trail markers
South Chrisman Street was the center of Black business and nightlife during segregation, anchored by the Harlem Inn, opened in 1935. Muddy Waters, B.B. King, Ike Turner and Fats Domino all played there, according to its owner. Cleveland’s other markers honor W.C. Handy, the GRAMMY Museum and Rev. C.L. Franklin, Aretha Franklin’s father, who preached here.
★ Good to know Civil rights leader Amzie Moore lived at 614 S. Chrisman; his house is now preserved as a museum on the Freedom Trail.
Mississippi Delta Chinese Heritage Museum
Chinese families have lived in the Delta for generations, in a space between the region’s Black and white communities that often went unrecorded. This museum collects their oral histories, memorabilia and photographs. It’s on the third floor of the Delta State University archives and museum building.
★ Good to know Its hours follow the university archives, so check the Delta State library site before you go.
Delta State University and the Boo Ferriss Baseball Museum
Delta State began as a teachers college in the 1920s. Cleveland won it partly by agreeing to move the rowdy Black Bear Saloon. The campus is home to the Bologna Performing Arts Center, and the Boo Ferriss Baseball Museum beside the stadium honors the Red Sox pitcher who coached here.
★ Good to know Check the Bologna Performing Arts Center calendar for concerts and touring shows during your stay.
Also in town
Cleveland’s main commercial strip runs along U.S. 61, with many restaurants and shops, and the old downtown has the historic Ellis Theater.
Why is there a GRAMMY Museum in Cleveland, Mississippi?
The Recording Academy built its first museum outside Los Angeles here in 2016 to honor Mississippi’s music heritage. The state has an unusually high number of GRAMMY winners, especially in the blues.
Is Dockery Farms the birthplace of the blues?
It’s widely regarded as the place Delta blues was born. Charley Patton lived there, and a Mississippi Blues Trail marker for the site stands in Cleveland.
How far is Cleveland from Clarksdale?
Clarksdale is north of Cleveland up U.S. 61, and many travelers pair the two on a blues trip; see things to do in Clarksdale.
What else is there to see in the Mississippi Delta?
The Delta is full of Blues Trail markers, small museums and juke joints. Browse our small towns in Mississippi for more stops.
Where to find them
- GRAMMY Museum Mississippi 800 W. Sunflower Rd., Cleveland, MS 38732 Website Directions
- Dockery Farms Highway 8, Cleveland, MS 38732 Website Directions
- Martin & Sue King Railroad Heritage Museum 115 S. Bayou Rd., Cleveland, MS 38732 Website Directions
- Chrisman Street Blues Trail marker S. Chrisman St., Cleveland, MS 38732 Website Directions
- Mississippi Delta Chinese Heritage Museum Delta State University, Cleveland, MS 38732 Website Directions
- Delta State University Cleveland, MS 38732 Website Directions
Plan your trip: for events and current visitor info in Cleveland, see Cleveland-Bolivar County Chamber of Commerce →
Some links in this section are affiliate links. If you book through them, Best Small Towns in America may earn a commission at no extra cost to you.
Where to stay in Cleveland
Keep exploring
Clarksdale, MSAbout 33 miles as the crow fliesThe Delta blues town at the Crossroads of 61 and 49.Things to do in Clarksdale →
Helena-West Helena, ARAbout 55 miles as the crow fliesMississippi River blues town, home of King Biscuit Time since 1941.Things to do in Helena-West Helena →
Oxford, MSAbout 83 miles as the crow fliesFaulkner's hometown and the home of Ole Miss.Things to do in Oxford →Also nearby: Vicksburg · Holly Springs
