Ascot unveils their definitive Winter racing lookbook

Ascot in winter has a character all of its own. The muted thrum of hooves on cold ground, the draw of breath in the sharp air, the quiet choreography of coats, boots, and scarves gathered against the season. It is a world away from the technicolour dazzle of the summer flat season, yet no less stylish for its restraint. With the release of its third Jumps Season Lookbook, Ascot makes a confident case for the sartorial poetry of cold-weather dressing.

Jones Bootmaker: shoes, £160, jonesbootmaker.com, Lock & Co. Hatters: hat, £395, lockhatters.com @lockhatters, Waring Brooke: jumper, £135, waringbrooke.com, Vintage Hermès via stylist's grandfather-inlaw: tie, Cordings: socks, £19, cordings.co.uk @cordingsofpiccadilly

Launched to coincide with the beginning of the 2025/2026 Jumps season, the lookbook presents, the lookbook presents a curated vision of Autumn/Winter occasionwear that feels both rooted in heritage and entirely modern. Shot amid the understated luxury of the Four Seasons Hotel Hampshire, it showcases fashion that values practicality and versatility as much as beauty, clothing designed not only for the racecourse, but for winter weddings, festive gatherings, and the softly lit occasions that punctuate the colder months.

William Crabtree & Sons: jacket, £545, williamcrabtree.co.uk @williamcrabtreeandsons, Kit Blake: trousers, £295, kitblake.com @kitblake_trousers, Purdey: shirt, £295, purdey.com @jamespurdeyandsons

Moss: jacket, £149; trousers, £80; and shirt, £49.95, moss.co.uk @mossbros, Joules: vest, £60, joules.com @joules, Idle Kings: silk scarf, £95, idlekings.co.uk @idlekings, R.M. Williams: boots, £425, rmwilliams.com @rmwilliams

The hand behind this vision is London stylist and vintage specialist Alice Hare, returning for her second year. Her intention is clear: to challenge the assumption that racing style belongs solely to the sunlit days of summer. “For many, racing fashion is seen as a summer affair,” she says. “I hope the Jumps Season Lookbook challenges that, showcasing winter racing as just as rich in sartorial drama. The pieces were chosen to inspire winter event dressing and are designed to be wardrobe mainstays beyond the races. While practical, they’re also bold, story-driven pieces meant to spark conversation and carry meaning across generations.” That sense of lineage is woven through the collection, quite literally, in the vintage Hermès ties from Hare’s grandfather-in-law, worn by several models as quiet tributes to craftsmanship and family history.

Cordings: jacket, £535, cordings.co.uk @cordingsofpiccadilly, Brora: jumper, £515, broraonline.com @brorafashion, Purdey: shirt, £595, purdey.com @jamespurdeyandsons, Kit Blake: trousers, £295, kitblake.com @kitblake_trousers

Lock & Co. Hatters: hat, £395, lockhatters.com @lockhatters, Morjas: shoes, £330, morjas.com @morjasshoes, Vintage Hermès via stylist’s grandfather-in-law: tie, Idle Kings: silk scarf (worn as pocket square), £65, idlekings.co.uk @idlekings, New & Lingwood: socks, £30, newandlingwood.com @newandlingwood

Across its 26 looks, the 2025/26 edition draws on an intelligent mix of British heritage and contemporary flair. A sensibility very much aligned with the Gentleman’s Journal philosophy of dressing well without shouting.

(Front) Joules: coat, £199, joules.com @joules, William Crabtree & Sons: trousers, £225, williamcrabtree.co.uk @williamcrabtreeandsons, Sirplus: cardigan, £195, sirplus.co.uk @sirplusclothing, George Cleverly: shoes, £660, georgecleverley.com @georgecleverley, Cordings: socks, £16, cordings.co.uk @cordingsofpiccadilly, Purdey: shirt, £295, purdey.com @jamespurdeyandsons, Vintage Hermès via eBay: tie, £27, ebay.co.uk. (Back) Purdey: jacket, £2,695; and trousers, £595, purdey.com @jamespurdeyandsons, William Crabtree & Sons: jumper, £145, williamcrabtree.co.uk @williamcrabtreeandsons, Dubarry of Ireland: shoes, £169, dubarry.com @dubarryofireland, Idle Kings: silk scarf, £65, idlekings.co.uk @idlekings, Longines: watch, £3,150, Legend Diver

The menswear has vintage influences blend with crisp tailoring and season-proof textures, creating ensembles that transition effortlessly from the racecourse to a Christmas gathering or winter escape. Traditional Scottish fabrics appear throughout, grounding the collection in craftsmanship. Alexandra Bertram, Ascot’s Brand and Creative Lead, neatly articulates the spirit of the collection. “Building on last year’s success, we’re thrilled to present this season’s Lookbook. While there’s no set dress code at Ascot during the Jumps season, dressing for the occasion enhances the Ascot experience of a day at the races. This edition blends style and practicality to inspire racing fans of all ages, whatever the British weather throws at us.”

Sirplus: jacket, £455, sirplus.co.uk @sirplusclothing, Moss: jumper, £99.95, moss.co.uk @mossbros, Kit Blake: trousers, £295, kitblake.com @kitblake_trousers, Cordings: socks, £16, cordings.co.uk @cordingsofpiccadilly, Idle Kings: silk scarf, £95, idlekings.co.uk @idlekings, World Secrets: shoes, £135, worldsecrets.co.uk @worldsecretsshoes, Charity shop finds: golfer and dog brooches, £12 each, Longines: watch, £3,750, Spirit Zulu Time 1925

The result is a lookbook that feels less like a set of instructions and more like an invitation, to dress with intention, to embrace the romance of winter, and to invest in pieces that endure.

Moss: jacket, £149, moss.co.uk @mossbros, Jane Carr x The Fife Arms: jumper, £575, shop.thefifearms.com @janecarr.shop x @thefifearms, Kit Blake: trousers, £295, kitblake.com @kitblake_trousers, Idle Kings: silk scarf, £65, idlekings.co.uk @idlekings, George Cleverly: shoes, £660, georgecleverley.com @georgecleverley

Sirplus: gilet, £395, sirplus.co.uk @sirplusclothing, William Crabtree & Sons: jumper, £145; and silk scarf, £245, williamcrabtree.co.uk @williamcrabtreeandsons, Kit Blake: trousers: £295, kitblake.com @kitblake_trousers, Richard Anderson: bespoke coat, POA, richardandersonltd.com @rasavilerow, Pickett: umbrella, £175, pickett.co.uk @pickettlondon, Brora: shirt, £149, broraonline.com @brorafashion, Morjas: shoes, £330, morjas.com @morjasshoes, Cordings: socks, £19, cordings.co.uk @cordingsofpiccadilly, Longines: watch, £3,500, Conquest Heritage Central Power Reserve

The 2025/26 Jumps Season Lookbook is now live, offering inspiration for the colder months ahead and reaffirming a simple truth: style, at its best, is not seasonal but generational.

For more race-day style inspiration, explore our guide on how to dress for Royal Ascot.