With the Cheltenham Festival mere weeks away, you might be starting to think about what you are going to wear. Luckily, we’ve done the legwork for you and found six stylish menswear stores in Cheltenham, and the surrounding Cotswolds, to stock up on your race attire.  

Dubarry of Ireland

60 The Promenade, Cheltenham, GL50 1LY

Since 1937 Dubarry have built their reputation worldwide for excelling in the design and manufacture of footwear that marries tradition, technology, style, comfort and function. These days, Dubarry features a wide selection of country/lifestyle attire for all seasons.

The Dubarry of Ireland Cheltenham boutique opened its doors in Montpellier in 2016, while in 2021 it moved to a larger and more central store on 60 The Promenade.

Fancy the classic tweed look for this year’s festival? Then look no further than Dubarry. Not only is a woollen tweed suit perfect for a chilly March morning, but they are also incredibly versatile. Rather than a dress shirt, why not pair yours with a polo for a slightly more casual look?

Slaters Menswear

13-17 The Promenade, Cheltenham, GL50 1LN

Slaters Menswear has been tailoring the highest quality men's suits since 1973. Located on the picturesque Promenade, their Cheltenham store is widely known as the biggest and best menswear retailer in the area.

At Slaters, they showcase a huge range of the best-selling brands, including Ted Baker, Justin Reece and their popular own brand, ONESIX5IVE. What’s more, the store offers a Formal Hire service for those that don't want to splash out on a full purchase.

A three-piece suit in checks is a statement piece that will feel right at home at the festival. Opt for a light grey or navy check for a classy look that's sure to get noticed.

James of Montpellier

1 The Courtyard, Montpellier Street, Cheltenham, GL50 1SR

James of Montpellier is a bespoke menswear retailer situated in the heart of the Montpellier shopping district offering tailoring services and wonderfully crafted clothing of the highest quality.

At James’ they know that Shopping doesn't come naturally to most men. Therefore, their unique approach to customer service is specially geared towards making frustrated and impatient male shoppers look as good as they possibly can.

Although there isn’t an official dress code for the Festival, smart is preferable and most men will be wearing suits. However, this doesn’t mean you can’t show off your unique style. Dare to mix prints and patterns like this floral Eton shirt and textured jacket.

Cavendish House / House of Fraser

32-48 Promenade, Cheltenham, GL50 1HP

House of Fraser (fondly known in Cheltenham as Cavendish House) is a large department store offering many brands across womenswear, fashion accessories and menswear. Like Slater, they also offer suits for hire.

If you’re looking for luxury and comfort that’s suitable for all-weather, then you can’t go wrong with a Barbour jacket. With a traditional countryside look that will fit right in at this year’s Festival while ensuring that you stay warm and dry in England’s unpredictable weather.

Barbour’s quilted and wax offerings will pair nicely with a tailored suit or a more casual selection. If you’re lucky, you might even catch some on sale.

Barrington Ayre

 The Market Place, Cirencester, GL7 2PB

Barrington Ayre Shirtmaker & Tailor, opened in 2010, offers Luxury bespoke & made to order clothing for men & women. With a showroom, workrooms and a full visiting tailor service.

While tailoring services can seem intimidating at first, Barrington Ayre is designed to be welcoming and accommodating, with comfy seating, tea, coffee, a whisky and gin bar. They want their customers to feel relaxed and enjoy the experience.

It might not be summer just yet, but there’s no harm in elevating your festival look with some brighter colours. A single pop of colour, like these lightweight wool trousers, can break up your attire and enhance an otherwise pared-down suit.

Cotswold Country

80 Chesterton Lane, Cirencester, GL7 1YD

Modern touches and unique flourishes are all well and good, but sometimes you cannot beat traditional style. Luckily, Cotswold Country has got you covered, with classic outfits and accessories for everyone.

Cotswold Country are an independent retail shop and online store specialising in high-quality country clothing, footwear, gifts & accessories from leading brands like Dubarry, Schoffel, Noble Wilde, Harkila, Barbour, Stoney Creek and Ridgeline.

For the Cheltenham Festival, their team has curated several outfits to make any man look the part. A classy sports jacket is an absolute must, while a characteristic newsboy or flat cap hat will both uplift and finish the overall look.

To plan your stay in Cheltenham during Race Week check out our helpful guides: 

Where to Stay in Cheltenham

Restaurants & Bars in Cheltenham

Shops in Cheltenham

Things To Do in Cheltenham

What's On in Cheltenham

Staycation in Cheltenham


The Cheltenham Festival
Horse Racing
The Cheltenham Festival. 16 - 19 March 2021

Cheltenham Racecourse presents the jump racing event of the year - The Cheltenham Festival 14 - 17 March 2023

The Cheltenham Gold Cup
Horse Racing
The Cheltenham Gold Cup

As the pinnacle of Jump racing, The Cheltenham Gold Cup not only headlines Day Four, but is also the feature race of The Festival™ for spectators, jockeys and trainers alike. Playing a major part in the sporting calendar in the UK each year, its winners go down in history with the likes of Best Mate and Kauto Star becoming household names.

Dubarry of Ireland
Dubarry of Ireland

At the centre of the hallowed turf of horse racing, the Dubarry of Ireland Cheltenham boutique opened its doors in Montpellier 2016. in 2021 it moved to a larger and more central store on 60 The Promenade showcasing a ‘best of’ selection, with their very favourite ‘hero’ items. Anything not available in store can be ordered in at a customers request.

James of Montpellier
Independent Shop
Richard from James of Montpellier

For over 20 years they have worked with Illustrious brands such as Eton Shirts, Roy Robson, Torras, Florentino, Bugatti and Hiltl...



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