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 the Cheltenham 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?


John Lewis & Partners

123 High Street, Cheltenham, GL50 1DQ

Elevate your race day style with a complimentary personal styling session at John Lewis & Partners. Schedule your appointment with their skilled stylists for tailored recommendations, inspiration, and advice to help you showcase a clean-cut look in the crowds.


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.


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.


House of Cavani - The Famous on the Prom

28 Promenade, Cheltenham GL50 1LP

Visit The Famous on the Prom, located on the Promenade, to find classic quality menswear. They offer a personal service, attention to detail whilst providing top quality clothing, including House of Cavani, the fashion partner of Cheltenham Races. For more style inspiration, check out House of Cavani Race Day Ready guide.


To plan your visit to the Cheltenham Festival 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 | Weekend in Cheltenham

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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.

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