2006
Winter - Best of the New: Stores       
Winter - New service center and expanded corporate office

2005
Winter - Classic Tuxedo Opens New Corporate HQ
Named 2005 Best of Boston Portand Phoenix
Spring - Classic Tuxedo Becomes the First Environmentally Friendly formalwear company
Summer - Classic Convenience: 24 hour drop boxes added to stores
Fall - Classic Tuxedo Adds Calvin Klein and Joseph Abboud to their Designer Tuxedo Collections

2004
Fall – Classic Tuxedo wins the Phoenix’s Boston Best and Providence best award

2003
Winter - Classic Tuxedo Expands further into in Massachusetts and Rhode Island
Spring - Custom clothing comes to classic
Summer - Classic Tuxedo wins Boston’s Best in Boston Magazine
Fall - Classic tuxedo wins the Boston Phoenix’s best

2002
Fall - Classic tuxedo wins the Boston Phoenix’s best

2001
Winter - Classic Tuxedo Gets Exclusive with Matteo Maas Designer Collection
Spring - Classic Tuxedo, the first formalwear company to institute the 5 day rental & “Classic Fit system”
Fall - Classic Tuxedo premieres their services on the world wide web
Summer - Classic Tuxedo expands into Rhode Island and adds another location in New Hampshire

2000
Winter – Classic Tuxedo wins America’s Best Business Newton and Nashua Edition’s
Fall – Classic Tuxedo wins the Boston Phoenix’s Best Award

1999
Fall- Classic Tuxedo wins America’s Best Business award Newton edition
Classic Tuxedo wins The Boston Phoenix’s Boston’s Best 1999 award

1995
Classic Tuxedo wins Boston Magazine’s Best of Boston

1992
Classic Tuxedo moves corporate office to Woburn, Massachusetts

1991
Classic Tuxedo Opens
Classic Tuxedo Opens Flagship store on Newbury Street