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Keep updated with our community calendar -> 


Caroling Pub Crawl

Keep Cleveland Boring & CBCYP



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Screen on the Green 

Team Cleveland



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Cozy Yoga with Rivers

Team Cleveland




Downtown horse and buggy rides are postponed for a sunnier day!

Starting with Holiday Open House and rounding out with New Year's, downtown Cleveland will offer multiple events for all ages to celebrate the season. Free family films, horse and buggy rides, and Santa Clause himself are just a few of the attractions you'll get to check out if you visit us here in the heart of the Delta! 

Our downtown partners at various stores, as well as the Martin & Sue King Railroad Heritage Museum and Cotton House Hotel are offering notable programming throughout the season, with everything from etiquette classes to book signings, ornament painting to cocktail hours. And of course, we invite you to stick around until dark to experience Cleveland's signature 50 Nights of Lights, a gorgeous walk through the downtown surrounded by one million Christmas lights! Contact the Cleveland Chamber for more information about a visit to Cleveland Main Street today! 


Holiday WineDown(Town) Returns to Cleveland!


Join us for the most festive sip-and-shop event of the year! Come out to downtown Cleveland Thursday, December 16, for extended shopping hours and a few libations (and discounts!) for the savvy shopper in you! 

You'll receive a WineDown(Town) wristband, your tasting cup, and a map of all the participating retailers downtown. Each retailer will have wine for you to sample, and every store will have a holiday discount in place. So make your lists, check them twice, and spend an evening shopping in beautiful downtown Cleveland, surrounded by more than one million Christmas lights and some of the best holiday window displays in the southeast! 

$20 pre-registration online, and $25 cash only the night of the event for walk-ups.

For those who are pre-registering for the event, you can pick up your WineDown(Town) materials the week of the event at the Chamber of Commerce in downtown Cleveland. Or, check-in at the gazebo downtown on Thursday, December 16 anytime from 5pm-7pm. Please note pre-registrations online will be cut off at 4pm the day of the event.

Sponsored by: 

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Small Town. BIG Vibe.


Getting around Cleveland, Mississippi

Need to get around Cleveland Main Street? Download our handy walking map from any of our participating retailers! Just scan the QR code on the poster in-store, and the map to your left will pop up on your smartphone. Explore phenomenal restaurants and some of the best boutique shopping in the state!

And don't forget to hit up our attractions! The Sue and Martin King Railroad Heritage Museum is home to the largest O-Gauge Model Train in the southeast, and Delta Escape offers a unique activity for families looking for an hour or two of themed fun! 



101 South Bayou Avenue

Cleveland, MS 38732



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