Happening Downtown

Downtown Events

  • MainStreet Cruise-In – 4th Saturday of each month April – October.  
  • Hot Slaw & Art Y’all Festival – April 5, 2025… 12:00 – 8 pm
  • Downtown Dine Around – Thursday, May 1, 2025 5:00 – 8:00 pm
  • Friday Festivals – enjoy live music each Friday’s in June 2025
  • Farmers on First – Every Sunday, 11:00 am – 2:00 pm at First Street Square
  • Cleveland Apple Festival – October 19-20, 2024 
  • Downtown Halloween Block Party – Oct. 31,  5-10 pm
    Block Party Vendor Agreement
  • Christmas on the Square &  Community Tree Lighting – Sat., Nov. 23, 2024
  • Christmas Parade – 6 pm Sat., Dec. 7
    Parade Entry Form

Event schedule subject to change.

Downtown Events

MainStreet
Cruise-In

The MainStreet Cruise-In is held on the 4th Saturday of each month April – October.  See hundreds of classic cars as they line the streets of downtown. 12:00 to 4:00 pm around the Courthouse Square. 2024 Schedule: April 27, May 25, June 22, July 27, Aug. 24, Sept. 28, Oct. 26. Click here for more information.

Hot Slaw & Art
Y’all Festival

Hot Slaw & Art Y’all Festival – April 5, 2025… 12:00 – 8 pm

Hot slaw is a unique side dish or topping not familiar to many menus… UNLESS you are in Cleveland. The mustard, mayo, secret sauce concoction is famous and common around these parts. Celebrate the community’s hot slaw heritage with us! Complete details at hotslawfestival.com.

Downtown
Dine Around

Downtown Dine Around – Thursday, May 1, 2025 5:00 – 8:00 pm. Our Downtown has a great selection of locally owned eateries and the Downtown Dine Around is your opportunity to check them all out for one low price. Enjoy food samples at each participating location.

June Friday
Festivals

Friday Festivals – enjoy live music each Friday in June from 7-9 p.m. at First Street Square, located at the intersection of 1st Street & Parker Street. Sponsored by Wacker Charleston and presented by MainStreet Cleveland and the Chamber of Commerce Tourism Development.

Farmers
on First

Farmers on First Grocery Market – Every Sunday 11:00 am – 2:00 pm at First Street Square. Vendors include: Belle Chocolate, Chattanooga Culture, Dollar & Scents, Gentry Homestead, Grindstone Garden, Hoe Hop Valley Farms, Ocoee Creamery, Other Milk, River’s Ridge, Ruddle’s Bread & Books, Star Mountain Teas, Sweet South, Valley Farm and Vuck Farms.

Cleveland
Apple Festival

Cleveland Apple Festival – October 19-20, 2024 a fun filled 2-day fall festival presented by the Cleveland Apple Festival organization. Visit clevelandapplefestival.org for more information.

Halloween
Block Party

Downtown Halloween Block Party – Oct. 31, – Don’t miss this 35-year downtown tradition complete with tons of Mars chocolate on Treat Street, live music, delicious foods, games, and costume contest. 5-10 p.m. 

Block Party Vendor Agreement

Live Music
& Performers

Live Music is a downtown tradition at the Block Party and many other events throughout the year. Performers will typically be located at the Courthouse Stage or in First Street Square.

Christmas
on the Square

Christmas on the Square – This November 23rd event kicks off the holiday season with at day of nostalgia and charm. Don’t miss this FREE afternoon of holiday cheer featuring art and handmade items, shopping at downtown retailers and visits with Santa!

Parade Entry Form

Community
Tree Lighting

Community Tree Lighting – The November 23rd Christmas on the Square day wraps up with the finale being the Community Tree lighting at 6 p.m. This fun, family event takes place at the corner of Broad and First Street.

Downtown
Christmas Parade

Christmas Parade – This downtown tradition is a key highlight of the Christmas season. It typically features over 200 floats and other entries and takes place at 6:00 pm on the first Saturday in December.

Downtown
Holiday Lights

Holiday Lights – Enjoy the downtown decorations, Christmas lights and holiday window displays throughout the season.

Membership Meetings

Typically MainStreet Cleveland membership meetings are held on the 4th Monday of each month. At times this schedule will be revised to the 4th Monday to accommodate for holidays and other special situations. We hope you will join us. Visitors are always welcome.

Let’s Talk

Have any questions? We are always open to talk about your business, new projects, creative opportunities and how we can help you.