What outfits to wear to Cheltenham in 2026

One of the staples in the British racing calendar, Cheltenham springs to mind the classic color palettes and textures of tweed, leather, suede, browns, greens, navy, burgundy and neutrals.

See below my take on how to keep it classic whilst staying stylish - and no, I do not like Holland Cooper so you will not find any of that here.

What outfits to wear to Cheltenham in 2026

• This dress is absolutely gorgeous, weather appropriate and a steal!!

• Perfect pants

• Wear forever and ever dress

• This dress is giving retro chic that will stand the test of time

• if youre going for heels, these are a perfect pair

• For me, there is no better shoe for cheltenham than these

• This is the ultimate sexy two piece for a fun twist

• Perfect belt for dresses or over blazers and coats

• Can't get over the price of these gorgeous cord pants

• A perfect tweed jacket - timeless and pairs with everything

• Navy velvet finishes add a formal touch

• A feminine take with floral features