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Country hats to wear for race meetings and point-to-points

From Cheltenham and Aintree to the local point-to-point, hats are heads above when it comes to proper country style

The art of stylishly covering pates can be a delicate one. Less formal hats, those that sit between the topper and the cap, can be troublesome. However, the trusty trilby and the fedora fit the bill. Both were named after fictional females at he end of the 19th century and swiftly adopted by gentlemen looking for more relaxed style. Edward VIII took to wearing a trilby on the golf course.

“The majority of those who come into the shop have never bought or worn a hat before,” says a spokesperson for Lock & Co Hatters of St James. “People can be nervous about hats. They know about suits and shoes but hats can be a disconcerting experience.” (You may also like to read: what to wear for the Cheltenham Festival )

Get ahead in the style stakes

Lock & Co was founded in 1676 and is a Royal Warrant holder. “We take great care in ensuring that we never over hat people and find the perfect proportions for the individual. The aim is to feel comfortable with the process but also have fun!” continues the spokesperson.

Sporting tip top titfers at Aintree

The Wetherby (£445) is the quintessential racing felt, and is hard to best. It is made from top-quality, stiff fur felt and is unlined. The hat features a leather headband and narrow grosgrain band. Although it is available in green or brown, the latter is the big favourite. “About eight of 10 choose brown,” reveals Hagon. The Sandown (£425), as worn by Sean Connery in Dr No, has a narrower brim, while the York (£475) a wider brim but the same racing specifications.

Hats that are odds-on winners

For something that sits easily at the races and in town,  Lock suggest the Haydock (£395) in green. “It is a fantastically versatile, midweight felt, easily at home in town or city. Green is a very understated colour, but goes equally well with brown, camel or tweed.”

And for those who feel that their hat-wearing is ready for the next stage, the Homburg  flits between the traditional and the fashion-conscious with remarkable ease, “although it is quite a lot of hat to wear,” advises Lock. For those who like hats with a bit of feather flair, take a look at Purdey’s short brim hat (£315), which is made by Italian artisans from precious rabbit pelt.

Hats off to the Italian artisans who make this short brim hat for Purdey

A heads-up on what to wear

Hats on sale during the Cheltenham Festival

A head start in the comfort stakes

Gamble & Gunn is a British maker based in Devon. It makes hats for both men and women. According to Nicky Cowper from the company, the most important thing when choosing a hat is that the fit is right. “Comfort is so important,” she claims. “You need to be able to wear it all day and hopefully for seasons to come.”

Two sisters are behind Hicks & Brown. It stocks a wide range of hats. The Wingfield Trilby (£149) comes in navy and brown, and features antique brass detailing on the ribbon. A firm favourite is the Suffolk Fedora  that the Princess of Wales has been photographed wearing.

Ladies’ Day

Fasciband by House of Bruar

Another name sure to be in the running at Cheltenham is Holland Cooper. It offers a number of trilby hats to choose from, handcrafted in England in one of the UK’s oldest factories. A sporting hat requires confidence, so when looking for a lid make sure it is top drawer.

A Holland Cooper grey trilby

However, sometimes the weather can dampen spirits. Fear not if a deluge is forecast: there are some very smart waterproof hats about. Walker and Hawkes waxed Thelma hat is available in a wide range of colours and features a pretty knot and a tartan bow.

Click here to find out more about stretching favourite hats or read our history of the topper.

This article was first published in 2024 and has been updated. 

All products are independently selected by our editors. If you buy something, we may earn an affiliate commission. Learn more  https://www.futureplc.com/terms-conditions/

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