| Category | Winner | Title |
| Legacy Awards: | ||
| Artist Of The Year | The Jimmys | |
| Songwriter Award | Jim Schwall | |
| Michael St. John Lifetime Achievement Award | Leotha Stanley | |
| Genre Awards | ||
| Alternative Album of the Year | Sexy Ester | Monomania |
| Alternative Performer of the Year | Sexy Ester | |
| Alternative Song of the Year | Sexy Ester | “Holding On” |
| Blues Album of the Year | Kyle Henderson | Brand New Chance |
| Blues Performer of the Year | The Jimmys | |
| Blues Song of the Year | The Jimmys | “Big Fat Woman” |
| Childrens Album of the Year | Sisters Three | A Midsummer Night’s Dream |
| Childrens Performer of the Year | Art Paul Schlosser | |
| Childrens Song of the Year | Art Paul Schlosser | “Read a Book” |
| Classical Album of the Year | Graminy | Germinations: A Bluegrass Symphony in D |
| Classical Performer of the Year | Joe Sokolinsky | |
| Classical Song of the Year | Graminy | “March of the Cranes” |
| Country/Bluegrass Album of the Year | The Dang-Its | A Lick of Sense |
| Country/Bluegrass Performer of the Year | Madison County | |
| Country/Bluegrass Song of the Year | The Family Business | “Chances” |
| Electronic Album of the Year | Midas Bison | Wavey Daze |
| Electronic Performer of the Year | Annabel Lee | |
| Electronic Song of the Year | Annabel Lee | “Pray” |
| Folk/Americana Album of the Year | Mark Croft | Live at Shake Rag Alley |
| Folk/Americana Performer of the Year | Ida Jo | |
| Folk/Americana Song of the Year | Ida Jo | “For Better For Worse” |
| Hard Rock/Punk Album of the Year | Lords of the Trident | Plan of Attack |
| Hard Rock/Punk Performer of the Year | Lords of the Trident | |
| Hard Rock/Punk Song of the Year | Lords of the Trident | “Complete Control” |
| Hip-Hop Album of the Year | Conscious Object | Sourcery |
| Hip-Hop Performer of the Year | Conscious Object | |
| Hip-Hop Song of the Year | Kicksville | “Shriveled Soul” |
| Jazz Album of the Year | Harmonious Wail | Bohemian Tango |
| Jazz Performer of the Year | Harmonious Wail | |
| Jazz Song of the Year | Harmonious Wail | “Bohemian Tango” |
| Pop/R&B Album of the Year | Annabel Lee | Starstruck! |
| Pop/R&B Performer of the Year | Anthony Lamarr | |
| Pop/R&B Song of the Year | Sam Lyons | “Before We Fall” |
| Rock Album of the Year | The Family Business | Rock and Roll Machine |
| Rock Performer of the Year | Venus in Furs | |
| Rock Song of the Year | Sexy Ester | “The Hotness” |
| Unique Album of the Year | Michael Massey | Dracula, A Rock Ballet |
| Unique Performer of the Year | Sisters Three | |
| Unique Song of the Year | Anthony Lamarr | “My Regards” |
| World Album of the Year | Natty Nation | Live at the UW Terrace |
| World Performer of the Year | Natty Nation | |
| World Song of the Year | Natty Nation | “Cease Fire” |
| Non-Genre Awards: | ||
| Breakthrough Artist of the Year | Annabel Lee | |
| New Artist of the Year | Gabe Burdulis | |
| Compilation Album of the Year | Karen Wheelock | Smilin’ On |
| Cover Song of the Year | Mark Croft | “Dancing in the Dark (Live)” |
| Meritorious Achievement Award | Sheilah Kring | |
| Video Of The Year | Beth Kille | “I’ve Been Accused” |
| Ensemble Vocalists of the Year | Natty Nation | |
| Female Vocalist of the Year | Annabel Lee | |
| Male Vocalist of the Year | Kyle Henderson | |
| Bassist of the Year | John Wartenweiler of The Jimmys | |
| Brass Instrumentalist of the Year | Darren Sterud of The Jimmys | |
| Drummer/Percussionist of the Year | Joey B Banks | |
| Guitarist of the Year | Michael Tully | |
| Keyboardist of the Year | Jimmy Voegeli | |
| Specialty Instrumentalist of the Year | Chris Wagoner (Lap Steel) | |
| Strings Instrumentalist of the Year | Mary Gaines | |
| Woodwinds Instrumentalist of the Year | Trevor Hoffman of The Rotation | |
| People’s Choice Awards: | ||
| Cover Band Performer of the Year | John Masino Band | |
| DJ of the Year | Nick Nice | |
| Live Sound Engineer of the Year | Lonya Neneshev | |
| Local Live Music Venue of the Year | High Noon Saloon | |
| Local Music Fan of the Year | Sarah Warmke | |
| Local Music Publication/Blog of the Year | Isthmus | |
| Local Music Radio Personality of the Year | Gabby Parsons | |
| Local Music Radio Station of the Year | 89.9 WORT | |
| Local Recorded Music Store of the Year | B-Side Records | |
| Album Packaging of the Year | Harmonious Wail | Bohemian Tango |
| Photographer of the Year | John Urban | |
| Producer of the Year | Mike Zirkel | |
| Recording Studio of the Year | Audio for the Arts | |
| Roadie of the Year | Ralph Shively | |
| Studio Sound Engineer of the Year | Mike Zirkel | |
| Youth Awards: | ||
| Youth Band Ensemble Vocalists of the Year | After the Rain | |
| Youth Female Vocalist of the Year | Helen Feest of The Blue Sundays | |
| Youth Male Vocalist of the Year | Gabe Burdulis | |
| Youth Drummer/Percussionist of the Year | Quinn Mattson of After the Rain | |
| Youth Guitarist of the Year | Gabe Burdulis | |
| Youth Bassist of the Year | Dominic Cannarella-Andersen of After the Rain | |
| Youth Woodwinds Instrumentalist of the Year | Robert Stine from Middleton High School | |
| Youth Keyboardist of the Year | Adam Goren from Middleton High School | |
| Youth Specialty Instrumentalist of the Year | Gabe Burdulis | |
| Youth Song of the Year | The Blue Sundays | “Mary Anne” |
| Youth Album of the Year | Gabe Burdulis | The Land of Make Believe |
| Launchpad 2014 Madison Regional Finalist | Distant Cuzins | |
| Launchpad 2014 Madison Regional Finalist | After the Rain | |
| Launchpad 2014 Madison Regional Finalist | Gabe Burdulis Band | |
| Launchpad 2014 Madison Regional Finalist | Prom Queen Rejects | |
 |
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