Cheltenham 2025: The Racing Fashion Weekly Style Guide
As the winter mist lifts over the rolling hills of Gloucestershire, the Cheltenham Festival arrives with its signature blend of equestrian prestige, English tradition, and timeless style. For Racing Fashion Weekly, 2025 marks another chapter in our commitment to celebrating racewear elegance, and this year’s guide is a masterclass in polished sophistication with a distinctly modern edge.
The Spirit of Cheltenham
Cheltenham is not Melbourne Cup flamboyance nor Royal Ascot formality—it is refined countryside glamour. Think heritage fabrics, layered tailoring, and considered accessories, all tempered by the unpredictable early spring weather. Here, style is not only about visual impact, but also about comfort, warmth, and the ability to navigate a racecourse with grace.
This Year’s Aesthetic Direction
Our 2025 edit draws inspiration from classic British equestrian dressing—wool tweeds, longline coats, and felt millinery—while introducing elevated textures, deep jewel tones, and sculptural accessories. The palette transitions from the earthy olives and browns of the paddock to the crisp creams and bold crimsons seen in the members’ enclosure. Every look has been curated for its harmony between tradition and contemporary tailoring.
Key Looks from the Guide:
1. The Power of Scarlet and Noir
A Roland Mouret boucle skirt suit anchored by a Jane Taylor pillbox, punctuated with a vivid red overcoat. This is a statement in poise—perfect for the opening day, when first impressions set the tone.
2. Winter White Luxe
An ivory Gabriela Hearst knit dress layered with a Fabiana Filippi cashmere coat, styled with a caramel Sarah Cant headpiece and buttery leather gloves. A masterclass in tonal dressing for Ladies Day.
3. The Tweed Revival
Holland Cooper’s checked wool tailoring meets Valentino’s gold button detailing, paired with leather ankle boots and a felt trilby. Ruggedly elegant, this is classic Cheltenham—practical yet chic.
4. Military Green Elegance
A double-breasted Fairfax & Favor overcoat with a coordinating silk-stretch dress, finished with knee-high boots and structured leather bag. This ensemble radiates understated authority and warmth.
5. The Bordeaux Edit
Deep claret tones layered across a Dolce & Gabbana wool coat, Me+Em jumpsuit, and Strathberry bag. Finished with a Sarah Cant headpiece, this look is an exercise in tonal depth and subtle drama.
Accessories: The Cheltenham Signature
This year’s millinery leans towards sculpted felt hats, pillboxes, and wide-brimmed boaters with ribbon or feather detail—designs that nod to tradition while embracing modern silhouettes. Jewellery is worn with intent: heirloom diamonds, sculptural gold, and pearl drops that add polish without overpowering.
Final Word
The Cheltenham Festival is an arena where racing passion meets British sartorial heritage. Our 2025 Style Guide is designed for the woman who knows that elegance is in the detail, that practicality need never compromise beauty, and that true style rides in perfect stride with confidence.
Explore the full Cheltenham 2025 Style Guide here and discover every curated look, complete with shopping links, so you can make your mark at the Festival.