6 Mar, 2026 | Admin | No Comments
Your Cheltenham wardrobe sorted: Shop the essentials for modern countryside styling
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Cheltenham Festival is now just weeks away, which means it’s officially time to start pulling together your outfits for the occasion.
Blending polished country style with something a bit more modern, Cheltenham style has become iconically synonymous with everything tweed, tailored and traditional – with an edge of practical race-day warmth.
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In fact, according to Fairfax & Favor co-founder Marcus Fairfax Fountaine, this year’s styling is all about blending heritage with modernity.
‘Fashion at Cheltenham Festival has evolved into a confident blend of tradition and contemporary style,’ he says. ‘We’ve seen guests becoming more expressive with colour, texture and silhouette – embracing bolder styling while still prioritising practicality.
‘The overall look feels more considered and fashion-forward, without losing that timeless race-day elegance Cheltenham is known for.’
Footwear, Marcus tells us, is the perfect starting point, with something like a beautifully crafted boot – like Fairfax & Favor’s iconic Regina – being the anchor to the whole look.
‘Both comfort and sophistication are key,’ he adds. ‘A day at Cheltenham often means covering thousands of steps, so selecting the right footwear is essential.’
After a bit more inspiration? Fairfax & Favor has teamed up with Stylist and Creative Director Lady Alice Manners for an exclusive race-day edit – an excellent way to help you build up a stunning outfit for the event.
Championing rich textures, warm colours and sleek tailoring, these gorgeous looks will carry you from the parade ring to after-racing drinks effortlessly.
Styling tips from the experts:
Heritage brands are having a huge moment beyond Fairfax & Favor, too.
Jack Gregorie, Product Manager at Farlows, recommends building outfits around quality outerwear and letting tweed colours guide your accessories.
‘It’s a day spent outdoors in March – dress for the weather,’ he says.
Similarly, a spokesperson for Schoffel said: ‘Tweed, tweed and more tweed is the unofficial dress code of Cheltenham Festival.
‘And thank goodness – the classic fabric is warm and waterproof, perfect for Cheltenham racecourse’s notoriously icy temperatures’
Whether you’re looking to lean into classic countryside chic or want something a little fresher, these pieces are your go-to for mastering Cheltenham style this year.
Explore our top picks from Lady Alice Manners’ edit below, as well as a few additional heritage styles to help you ace your looks this season.
Cheltenham style picks
Regina Mahogany Leather Heeled Knee-High Boots
A best-selling silhouette from the brand, the Regina Boots make the perfect statement base to your Cheltenham looks, available in six stunning leather and suede colour finishes.
They boast three fits to suit your calves, stretch panels for the perfect fit, and memory foam insoles to keep you comfy all day long.
Windsor Conker Croc Mini Handbag
Bags from Fairfax & Favor are iconic for a reason, and this Windsor Conker Croc Mini Handbag is certainly no exception.
Crafted from sustainably sourced leather, this chic bag boasts a spacious interior for all your daily essentials as well as a detachable shoulder strap so you have a choice of wearing it over your arm or your shoulder, coming in a wide selection of shades and finishes.
Daphne Tan Blazer
The perfect blend of smart and relaxed, the Daphne Blazer is the perfect choice for adding a tailored touch to your outfit.
Crafted from exceptionally soft suede, this oh-so flattering piece features a double breasted asymmetric front and fitted shape for a chic and head0turning finish – from the antique brass military-style buttons down to the chevron pocket flaps.
Sienna Taupe Cape
We're besotted with this stunning Sienna Taupe Cape, the perfect top layer on chillier Cheltenham days.
Ultra flattering with an effortlessly tailored fit, this piece boasts a slender leather belt designed to cinch you in at the waist, not forgetting the storm flaps to the front and back, arm slits, discreet front pockets and removable Toscana fur collar.
Mannington Off White, Navy Orange Twill Silk Scarf
Whether you prefer it around your neck or on your bag handle, a silk scarf is a staple for heritage styling – and the Mannington Twill Silk Scarf is an excellent choice to go for.
Meticulously made in Italy from luxurious pure silk, it features Fairfax & Favor's exclusive botanical-inspired print, set to go with almost any Cheltenham look.
Loxley Black Crossbody bag
An understated staple, the Loxley will quickly become your favourite pick for Cheltenham styling and beyond.
Made from sustainable leather and suede, this elegant bag features a smart, structured shape with the brand's signature shiny light gold shield lock, structured top handle, internal smartphone pocket and adjustable, removable shoulder strap so you can create the right look for you.
Frances Tan Trench Coat
An elegant upgrade on the classic trench, the Frances Tan Trench Coat has been crafted from the softest tan suede, making it a true investment piece you'll love slipping on for special occasions.
Individually handmade for exceptional attention to detail, this sleek double breasted silhouette has princess seams for a flattering and a feminine fit, finished with dark horn branded buttons, sleeve adjusters and Peter Pan collar.
Ophelia Honey Tan Suede Blazer
Crafted from buttery soft suede, the Ophelia Blazer is the stunning investment piece your wardrobe has been waiting for.
Its been cut with a flattering fitted silhouette – accentuated with a belt to further nip in the waist – while faux horn buttons and buckle complement the honey tan suede to perfection.
Schoffel Portree Tweed Jacket
The perfect tweed jacket is summed up in this Portree Tweed Jacket from Schoffel, whis has been beautifully composed of a 100% British-milled tweed made from pure lambswool.
With a classic tailored fit, this lightweight jacket features a tonal green moleskin trim to the pockets and inner collar, while a contrast satin lining provides an added touch of warmth and a premium finish to the classic style.
Schoffel Somerleyton Shirt
Elevate your basics with the stunning Somerleyton Shirt, an elegant twist on the classic white shirt.
This exquisite pure-cotton blouse boasts a frill collar and cuffs that easily add a touch of delicate charm to any ensemble, making it an excellent base piece to your layered looks.
Farlows Ladies Lambswool Crew Neck Knitted Vest
Add a cosy layer to your look with this Lambswool Crew Neck Knitted Vest from Farlows, an excellent way to keep warm on colder Cheltenham days.
Crafted from soft and warm 100% Shetland lambswool, this piece would look great worn over a shirt as a stylish layer on its own or beneath outerwear.
Dents Royale Leather Silk Lined Shooting Gloves
Invest in a true heritage pair of leather gloves with these Dents Royale Leather Silk Lined Shooting Gloves, a steal at over 50% off.
Whether you shoot or not, they're excellent for colder days out, made from specially treated leather to add water resistance.
Laksen Heritage Fedora Cashmere Wool Hat
Finish your look with a classic fedora with this pick from Farlows, a classic hat that's sure to catch eyes in the stands.
Its been made from fine quality cashmere wool and wool from Italy, designed to be water-resistant and crushable for easy transportation.
Heritage styling done right.
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