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Cheltenham Races & Festival Ladies Outfits

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Ladies Wide Fit Tall Suede Country Boots - Helmsley
Amazing boots So happy with these boots, been looking for a pair of wide calf boots like this. Amazing quality
Eve Gott, 12/11/2025
Ladies Padded Tweed Waistcoat - Haworth
Tweed Gillet Absolutely love my Gillet, quality and sizing is excellent, will definitely be ordering from here again x
Lisa Cank, 12/6/2025
Ladies Tall Leather Country Boots - Bramham
Bramhall Tall Leather boo... Absolutely beautiful boots,very well made and so comfy .Very stylish look good dressed up or down .So happy with my boots .
Stephanie Brown, 11/3/2025
Cheltenham Races & Festival Ladies Outfits

Struggling to find an outfit for the social event of the year? Fear not, all you need is a splash of tweed, a dash of country checks, a spot of colour, and you’re Cheltenham ready! We have everything you need to create the perfect Cheltenham outfit with our collection of ladies races and festival wear.

Here at Rydale, we combine the very best of comfort and style in one, so you can strut your stuff at the festival and races. We gravitate towards classic, country-style for race day so you can wear all your favourite pieces in one outfit!

  • Classic countryside staples ideal for fancy festivals
  • A line-up of wardrobe must-haves, including knitwear and accessories
  • Pieces suitable for every weather forecast
  • Women’s clothing sizes 8-22

Rydale’s Top 5 Ladies Outfit Pieces for Cheltenham Races

Tweed Blazer

The quintessential item for any country lady attending a race day. As we know how temperamental British weather can be, having a jacket with you at all times is pretty much a given. Adding a tweed blazer to any outfit instantly takes it from casual to smart.

Oxford Shirt

Picking an Oxford shirt in your signature colour can take you from the office to a night out straight away. Gone are the days when shirts were just for the boardroom, you can try wearing them for casual occasions as well as dressier affairs.

Cable Knit Jumper

Because of the outdoors element, it can be best to have another extra layer with you on a race day. Cable knit jumpers are the smartest of the knitwear family, with shades of pink and lilac perfect for any respectable country lady.

Chelsea Boots

Due to the grass element of racecourses, sturdy, comfortable footwear is incredibly important. Chelsea boots add a polished, elegant feel to finish off any outfit without looking too overdressed.

Leather Belt

To finish off the look, accessories are vital. A classic leather belt will go with any type of trousers or jeans to give a well-thought-out look. Stick to classic leather colours, such as brown and black, to get the most wear out of your belt.

As a country lady, you’ve probably got most of these items already in your wardrobe. Maybe you want to update a couple of pieces for a newer style or you’ve worn one piece to death and need to replace it? Go ahead and discover our fantastic selection of ladies Cheltenham races outfits and festival clothing for some help in creating the ideal stylish and eye-catching outfit.

Don’t forget to show us your outfits by tagging us in any social media posts. We love to see your interpretation of classic, Rydale country style!

Got a question about our ladies Cheltenham races outfits? Scroll down to find our FAQs!


Explore our range of cheltenham races & festival ladies outfits in the following colours .

FAQs

I want to wear the perfect outfit for Cheltenham Races – is there a dress code?
Can I wear trousers, or is it all about skirts and dresses?
Are the boots in this collection suitable for a muddy racecourse?
What’s the best outerwear option for a Cheltenham races festival ladies outfit?
Do I need to wear a hat or fascinator?
Can I wear these pieces again, or are they strictly for the races?
Rydale Country Clothing

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