The Midland Santa Holiday Parade recognizes the efforts of the entrants each year by having the following awards:
| 2010 Award Winners | |
| Grand Marshal Award | Ayre/Rhinehart Realtors |
| Best of Show Award | Valley Lanes Family Entertainment Center |
| Originality Award | Family Fare Supermarkets |
| Religious Group Award | Midland Catholic Community |
| Merchant Award | Ieuter Insurance Group |
| Corporate Award | Dow Chemical Company |
| Community Organization Award | 4-H Northern Dreamers |
| 2009 Award Winners | |
| Grand Marshal Award | Apothecary Shoppe |
| Best of Show Award | Arbury Insurance |
| Originality Award | Grandma’s Pumpkin Patch |
| Religious Group Award | Calvary Baptist |
| Merchant Award | Ayre/Rhinehart Realtors |
| Corporate Award | Wolverine Bank |
| Community Organization Award | Midland Area Robotic’s |
| 2008 Award Winners | |
| Grand Marshal Award | The Local Catholic Community |
| Best of Show Award | Gina Beebe’s Dance Studio |
| Originality Award | Salvation Army |
| Religious Group Award | Homer United Methodist Church |
| Merchant Award | Apothecary Shoppe |
| Corporate Award | Chemical Bank |
| Community Organization Award | Midland Figure Skating Club |
| 2007 Award Winners | |
| Best of Show Award: | Grandma’s Pumpkin Patch |
| Corporate Award: | Wolverine Bank |
| Merchant Award: | The Businesses of Downtown Midland |
| Organization Award: | Midland County Sheriff’s Office |
| Religious Award: | Midland Catholic Community |
| Originality Award: | Midland Amateur Hockey League |
| Grand Marshal Award: | Good Shepard Lutheran Church |