The Calgary Round-Up Band has received many awards and accolades over the almost 60 years of operations, including:

• 1998 – Calgary Stampede Parade – Top Canadian Band
• 1999 – Calgary Stampede Parade – Top Canadian Band
• 1999 – World Association of Marching Show Bands Championships in Sydney, Australia – World Junior Champions
• 2000 – World Association of Marching Show Bands Championships in Calgary – Gold Medal
• 2000 – Edmonton Klondike Day’s Parade – Top Canadian Band
• 2002 – Calgary Stampede Parade – Best Junior Band
• 2003 – Calgary Stampede Parade – Best Junior Band
• 2003 – Calgary Stampede Competition for Marching Show Bands – Received prestigious Holman Cup for the Most Outstanding Band
• 2004 – Calgary Stampede Parade – Best Junior Band
• 2005 – Calgary Stampede Parade – Best Junior Band
• 2012 – World Association of Marching Show Bands in Calgary – Gold Medal Junior Band