| Artist | Year at the Gathering |
| H09909 | 2015, 2022 |
| H8tred | 2009 |
| H8trid | 2006, 2007, 2008 |
| Hagerstown Skeez | 2009 |
| Halfrican | 2015 |
| Hannibal Buress | 2010 |
| Harland Williams | 2011 |
| Hav Knots | 2019 |
| Havok | 2006 |
| Haystak | 2007, 2009, 2012, 2013 |
| Haze | 2014 |
| Hazmat F.T.G. | 2013 |
| HB The Grizzly | 2022 |
| Head Hurtz Monstarz | 2008, 2009, 2010, 2012 |
| Headshot Louie | 2017 |
| Hed PE | 2009, 2010, 2011, 2012, 2014, 2016 |
| Hex Rated | 2014, 2021 |
| Hexxx | 2021, 2022 |
| Hitman Chris | 2022 |
| Hiway | 2014 |
| Hokum | 2006 |
| Holy Grill | 2007 |
| HomiSide | 2006, 2014 |
| Hopsin | 2011, 2014, 2015, 2016, 2018 |
| Hostile Six And Puppet | 2013 |
| House of Id | 2007 |
| Humble Lunatic | 2018 |
| Hydden Ajenda | 2006 |
