The Cheltenham branch, and sub branch beer that, has presented regular awards celebrating the town’s pubs and Clubs.
The following is a list of all the winners.
Note is you know of any of the pre 2008 winners please let us know and we will update the records
| Year | Pub of the Year | Club of The Year | Cider Pub of the Year | |
| Sub Branch | 2005 | The Swan? | ||
| 2006 | The Swan? | |||
| 2007 | The Swan? | |||
| 2008 | Jolly Brewmaster | |||
| 2009 | Jolly Brewmaster | |||
| 2010 | Jolly Brewmaster | |||
| 2011 | Jolly Brewmaster | |||
| 2012 | Jolly Brewmaster | |||
| 2013 | Jolly Brewmaster | |||
| 2014 | Sandford Park Alehouse | Cheltenham Motor Club | Jolly Brewmaster | |
| Branch | 2015 | Sandford Park Alehouse | Cheltenham Motor Club | Jolly Brewmaster Runner Up – The Plough, Prestbury |
| 2016 | Sandford Park Alehouse | Cheltenham Motor Club | Jolly Brewmaster | |
| 2017 | Jolly Brewmaster | Cheltenham Motor Club | ||
| 2018 | Jolly Brewmaster | Cheltenham Motor Club | ||
| 2019 | Kemble Brewery Inn | Cheltenham Motor Club | The Stable | |
| 2020 | Kemble Brewery Inn Runner Up – Sandford Park Alehouse |
Cheltenham Motor Club Runner up -Charlton Kings Club |
Jolly Brewmaster | |
| 2021 | NO AWARDS DUE TO COVID | |||
| 2022 | Jolly Brewmaster Runner Up – Angry Parrot |
Cheltenham Motor Club | Not awarded | |
| 2023 | Sandford Park Alehouse | Cheltenham Motor Club | Jolly Brewmaster | |
| 2024 | The Beehive | Cheltenham Motor Club | Jolly Brewmaster | |
| 2025 | Sandford Park Alehouse | Cheltenham Motor Club | The Strand | |
| 2026 | Jolly Brewmaster | Cheltenham Motor Club | Dunkerton’s | |
| 2027 | ||||
| Pubs of The Season | ||
| 2013/14 | Winter | Royal Union |
| 2014 | Spring | Greatfield |
| 2014 | Summer | Plough, Prestbury |
| 2015 | Spring | House In The Tree |
| 2015 | Summer | Colesbourne |
| 2015/16 | Winter | Kemble Brewery |
| 2019 | Summer | Aviator |
| 2019 | Autumn | Royal Oak, Prestbury |
| 2019 | Winter | Beehive, Montpellier |
| Other awards | ||
| 2020 | Lockdown Hero Award | Caron – Kemble Brewery Inn |