The Oakville Cycling Club presents a number of awards each year to club members in recognition of their achievements, contributions or service. These awards are presented at the Annual General Meeting. Previous recipients of each award are listed below:
Award of Gratitude
| 1995 | Leon Hawes | 2006 | Bent Fink-Jensen | |
| 1996 | Greg Andre-Barrett | 2007 | Doug Taylor | |
| 1997 | Susan Mikulicic | 2008 | Robert Narejko | |
| 1998 | Jay Darch | 2009 | Robert Narejko | |
| 1999 | Joe Marangi | 2010 | Peter Brough | |
| 2000 | Gary Jackson | 2011 | ||
| 2001 | Greg Andre-Barrett | 2012 | ||
| 2002 | Gary Scully | 2013 | Jeremy Hardman | |
| 2003 | Betty Harbroe | 2014 | Steve Traenkmann | |
| 2004 | Barry Harbroe | 2015 | David Bosiljevac | |
| 2005 | Joe Marangi | 2016 |
Award of Appreciation
Stan Adams Award
- 2015: Ed Daugavietis
- 2014: Andy Saito
- 2007: Mark Stuart
Builder's Award
- 2015: Pieter du Toit
Most-improved Rider Award
- 2015: Cathy Bakonyi
- 2014: Colin McGirr
- 2007: Chris Blacklock
Best New Rider Award
- 2014: Terry Horan
- 2015:
Young Rider Award
- 2014: Terry Horan
Arthur Hurn Award for Dedicated Ride Leader
- 2015: Gary McGahey
Donna Hart Award for Resolute Rider
- 2015: Donna Whonder
- 2014: Gary McGahey
Best New Ride Leader Award
- 2015: Nic James
Best Ride Leader - Member's Choice
- 2015: Joe Ruta
