Cleveland Main Street

10/10/2026

🎉 SATURDAY OCTOBERFEST IS A GO!!! 🎉

After closely monitoring the weather and working with our local officials, we are excited to announce that the 44th Annual Octoberfest will continue as planned TODAY, Saturday, October 10! 💚

We know the uncertainty surrounding the weather has made planning difficult, especially for our arts & crafts vendors traveling from out of town. THANK Y’ALL for your patience as we worked to make the best decision possible with everyone's safety in mind!

🌦️ A few weather reminders: While the latest forecast is encouraging, scattered showers and windy conditions are still possible. We encourage everyone to come prepared, and we ask all vendors to make sure their tents are properly secured!

🎶 HERE'S WHAT'S HAPPENING TODAY!

🛍️ Arts & crafts vendors and food concessions open at 9 AM!

🎤 Live entertainment throughout the day, featuring Leslie's Dance Co., Levee Side, Alanna Mosley, Variety, and Gran Boiz!

🍖 Championship BBQ Awards at 5 PM!

🏈 VIP Tailgating Area: College football, great food, and more! Check out the VIP schedule below for all the details. Beat the crowd and grab your wristband ahead of time! ⬇️
https://members.clevelandmschamber.com/ap/Events/Register/MwFby6QH8CeCg

🚗 PARKING & ROAD CLOSURES: We've included a map to help you plan your visit downtown!

We are so thankful for our vendors, sponsors, volunteers, local officials, and everyone who has worked with us through the uncertainty this week.

Now, let's make the most of our Saturday in Downtown Cleveland!! Shop our downtown stores, browse the arts & crafts vendors, grab some delicious food from our restaurants, and stop by our awesome concession vendors!

Come hungry, shop local, and enjoy a full day of Octoberfest! 🐷💚

📍 Downtown Cleveland, Mississippi
📅 Saturday, October 10 | 9 AM–6 PM

10/09/2026

🐷🎉 IT'S OCTOBERFEST!!!

We are SO excited to welcome everyone to Downtown Cleveland tonight for the 44th Annual Octoberfest! ❤️

We've got championship BBQ, live music, great food, family fun, and a special kickoff ceremony honoring our veterans and active-duty military members as we celebrate America's 250th birthday!

🌦️ A QUICK WEATHER UPDATE: We are continuing to monitor Saturday's forecast and plan to announce a decision regarding Saturday's festivities later this afternoon.

We understand that many of our Arts & Crafts vendors travel long distances to be part of Octoberfest, and we know everyone is trying to make plans. We truly appreciate your patience as we work through the forecast!

The safety of our vendors, visitors, volunteers, and everyone involved remains our top priority. Whatever decision is made, we want to make sure it's in everyone's best interest.

We will share the official announcement right here on this page later this afternoon, so please keep an eye out for updates!

🎶 NOW, BACK TO TONIGHT!

We're kicking things off at 5:00 PM with our Lighting of the Grill ceremony! We invite all veterans and active-duty military members to join us for this special tradition.

Delta Arts Alliance will be hosting an art sale of original work from Delta artist at the Ellis Gallery from 5:00 - 8:00 tonight.

Joe Garcia & The Big Guns will get the music started at 5:45 PM, followed by Doc & The Refills at 7:00 PM!

And don't forget about Wicker’s Food Products Tour of Champions! There are fewer than 10 judging spots left, so grab yours before they're gone! 🐷 https://members.clevelandmschamber.com/ap/Events/Register/3BFOzqXTYCQCg

We've included tonight's schedule, parking information, and a few other things you won't want to miss!

Thank y'all for your patience, understanding, and continued support of Octoberfest. We can't wait to see everyone downtown TONIGHT! ❤️

10/07/2026

🌦️ Octoberfest Weather Update

We know everyone is watching the forecast, and we are too! We’re working with local officials to monitor conditions for SATURDAY and will share updates here as decisions are made.

Our vendors’ and visitors’ safety comes first. Thank you for your understanding. Please keep an eye on the Octoberfest and Chamber pages for official announcements!

09/28/2026

🐷 OCTOBERFEST TEES ARE HERE!🇺🇸

The official 2026 Octoberfest T-shirts have officially dropped, and PRE-SALE IS NOW OPEN!🎉

This year’s tees bring together two things worth celebrating: 44 years of Octoberfest in Downtown Cleveland + America’s 250th birthday. ❤️🤍💙

Ordering ahead is the best way to make sure you get the color + size you want before Octoberfest weekend!

📍 FREE local pickup at the Cleveland-Bolivar County Chamber of Commerce
📦 SHIPPING available — so even if you’re not local we’ll send Octoberfest to you!

👇 SHOP THE OCTOBERFEST T-SHIRT PRE-SALE: https://www.octoberfestms.com/shop

Then throw it on and meet us in Downtown Cleveland for the 44th Annual Octoberfest, October 9–10! 🐷🎶🍖

Which one are you picking?! 👇

09/23/2026

🍖 The barbecue. 🎶 The best seats. 🍻 The drinks. Here’s how to get your Wicker's Tour of Champions and VIP tickets!

🎟️ WICKER’S TOUR OF CHAMPIONS | Friday, October 9
Taste competition barbecue, meet the pitmasters, and help pick a winner! Tickets are $50, or $75 with Saturday VIP access. Judging spots are limited.

👉 Register: https://clevelandbolivarcountychamberofcommerce.growthzoneapp.com/ap/Events/Register/3BFOzqXTYCQCg

✨ OCTOBERFEST VIP EXPERIENCE | Friday & Saturday
Get a great view of Friday night’s music, then come back Saturday for food, drinks, and college football in the VIP Area. $60 per person for both days.

👉 Get VIP tickets: https://clevelandbolivarcountychamberofcommerce.growthzoneapp.com/ap/Events/Register/MwFby6QH8CeCg

📞 Questions? Please feel free to call the Chamber at 662-843-2712.

🎟️ Ready for tickets? Use the registration links above. Tickets are purchased online only.

09/22/2026

How fun!!!! Cleveland Railroad Museum

Please reach out if your organization is interested in decorating a tree! We will have an open house for the Festival of Trees! Also, please comment if your organization has already signed up! Looking forward to a great holiday season!

09/17/2026

BIG news for Cleveland! Leña Pizza + Bagels has officially been named the No. 38 pizzeria in the WORLD by 50 Top Pizza! 🌎🍕🎉

This marks Leña’s first appearance on the prestigious global ranking after earning a place on the 50 Top Pizza USA list in both 2025 and 2026.

To see a restaurant from downtown Cleveland recognized alongside some of the best pizzerias across the globe is something our entire community can be proud of!

Congratulations to Marisol and the entire Leña team! We are so proud of the way you continue to represent Cleveland and the Mississippi Delta on the international stage.

If you haven’t visited lately, consider this your sign. Stop by 331 Cotton Row and experience one of the top pizzerias in the world right here in Cleveland! ❤️

09/07/2026

Happy Labor Day! 🇺🇸

Today, we’re celebrating all of the hardworking people behind the businesses that make us so special! ❤️🤍💙

Main Street businesses: Drop your Labor Day hours or any graphics you’ve made in the comments below so everyone knows where they can shop, eat, and visit today! 👇