- 2008 Calendar And the winners are:
- 2009 Calender Competition Winners...
- Calendar cover 2010
- Cavalier Talk 2011 Calendar Photo competition
- 2011 Calendar And the winners are...
- Calendar 2011 cover
- and the winners are... [2012 calendar]
- 2014 calendar - and the winners are...
- Online photo competition - celebrity judge!
- Class14 Judge’s choice (any photo)
- Class 13 Always in our hearts (for those Cavaliers sadly no longer with us)
- Class 12 Winter Wonders
- Class 11 Best Action Shot
- Class 10 Funniest photo
- Class 9 Fun in the sun
- Class 8 Share the love
- Class 7 Sleeping beauties
- Class 6 Most appealing eyes
- Class 5 Preloved - rescued and rehomed dogs
- Class 4 Golden oldies (over 7's)
- Class 3 Handsome guys
- Class 2 Gorgeous girlies
- Class 1 The young ones (up to 12 months)
- Rupert's Fund Photo Competition Winners!
- Cavalier Matters 2015 Calendar
- Cavalier Matters/Rupert's Fund Calendar 2016 photo entries