2021 Mississippi Main Street Awards
- Outstanding Public Improvement Project: Lions Club Park
2020 Mississippi Main Street Awards
- Outstanding Retail Promotion: Santa Claus Crawl
- Outstanding Project Promotion: Bike Olde Towne
- Main Street Merchant of the Year: James & Leigh
2019 Mississippi Main Street Awards
- Premier Partner: Red Brick Roads Music and Art Festival
- Main Street Hero Award: George Ewing
2018 Mississippi Main Street Awards
- Outstanding Image Promotion: Meet Me on Main Street
2017 Mississippi Main Street Awards
- Outstanding Creative Event: Home Grown, A Farm to Table Dinner
- Outstanding Main Street Director of the Year & Charles Beasley Scholarship Award: Tara Lytal
2016 Mississippi Main Street Awards
- Outstanding Community Education Campaign: Fresh at Five Farmers' Market
- Outstanding New Business: Brick Street Pops
- Main Street Trailblazer Award: Susan Wilson
2015 Mississippi Main Street Awards
- Best Business Retention/Recruitment Program for Downtown: Bricks to Clicks
- Spirit of Main Street: David Parker
2013 Mississippi Main Street Awards
- Best Business Retention/Recruitment Program for Downtown: Business Recruitment Packet
- Spirit of Main Street: Making a Difference on Main Street Program
2012 Mississippi Main Street Awards
- Main Street Merchant of the Year: Toni Wall, Pentimento Books
- Best Downtown Parade: Caterpillar Parade
- Special Service Award (Public Official): Mayor Rosemary Aultman
- Excellence in Main Street: Tara Lytal, Director of Clinton Main Street
2011 Mississippi Main Street Awards
- Best Public Improvement Project: Olde Towne Mural (Wyatt Waters, artist)
- Best Town and Gown Event: Back to the Bricks
- Spirit of Main Street: Mississippi College
2010 Mississippi Main Street Awards
- Best Public/Private Partnership Project: Outdoor Sound System and Hanging Baskets
- Best Newsletter Population over 5000: Main Street Clinton Electronic Newsletter
2009 Mississippi Main Street Awards
- Main Street Merchant of the Year: Wyatt Waters Gallery
- Paul Coggin Memorial Award: Dr. Ryan Tracy
2008 Mississippi Main Street Awards
- Best Business Retention/Recruitment Program for Downtown: Main Street Clinton Business Development Grant