The John M. Cleary Homestead Honoree award is presented to a company or individual who is affiliated with Western Writers of America and has shown exceptional support for WWA and for the literature of the West.
| 2022 | Montana, the Magazine of Western History |
| 2021 | Grand Encampment Museum |
| 2020 | South Dakota Historical Society Press |
| 2019 | Steve Moulton |
| 2018 | McCracken Research Library, Cody, WY |
| 2017 | Kansas City Public Library, Missouri Valley Collection |
| 2016 | Greeley Hatworks |
| 2015 | National Ranching Heritage Center, Lubbock, TX |
| 2014 | Jan Constantine, The Author’s Guild |
| 2013 | James Donovan |
| 2012 | Cherry Weiner |
| 2011 | Dan Slater, Amazon.com |
| 2010 | Larry Yoder |
| 2009 | Gary Goldstein, Kensington Books |
| 2008 | Eric Weider, Wild West Magazine |