Kate Middleton: 16 Funny Cheltenham Festival Captions [PHOTOS]

Hats Off: The Royal Wedding
Sophie and Anne led the head parade.
Royalist Holds Vigil
Terry Hutt brought flowers and cards to Duchess Kate.
Before she became the Duchess of Cambridge/queen-in-waiting, Kate Middleton was just a middle-class girl from the Home Counties.  She just happened to be dating the heir to the throne, whom she met while studying at St. Andrew’s University.

With this courtship came a full diary, including drinks with Sir Richard Branson, a charity concert at Wembley and many an event that included horses.  For three consecutive years, the former Middleton attended the annual Cheltenham Festival, a pre-spring horse race frequented by members of the royal family.

In 2006, Catherine covered those enviable locks with a fur hat and wore an oatmeal Katherine Hooker coat to the races.  In 2007, she attended day one of the festival looking rather plain in tweed (and plain for Kate Middleton is outstanding for the rest of us). 

On Gold Cup Day, though, she stepped up her game in a Philip Treacy beret and form-fitting tweed blazer (as form fitting as a tweed blazer can be).

In 2008, Catherine went for a more casual look in a black fedora and navy Ted Baker trench, the same coat she’d wear in Canada on her 2011 North American tour.

Launch the gallery to read up on the clever captions we matched with Catherine’s Cheltenham looks of yore.