Oli Cheshire’s Style Picks: The countryside weekend edit

From a pair of Grenson hiking boots to a textured corduroy shirt from Chester Barrie, this is what the model wears on the weekend

Friend of Gentleman’s Journal, Oli Cheshire, has come on many adventures with us. This summer, he got behind the wheel of a Rolls Royce on our Road to Cannes. Just weeks ago, he followed us to Oxfordshire for a Thursday escape at Bicester Village and Soho Farmhouse. And, last year, we shared a day at the Holland & Holland shooting ground.

It’s this latter trip that served as inspiration for our male model’s inaugural style column. The first in a series of curated style picks, here Oli Cheshire decides on his eight crucial garments and accessories to pack for a long weekend in the country. And don’t worry, it’s not all tweed and wellingtons…

For changeable weather: Marks and Spencer Quilted Gilet

Oli Cheshire’s Style Picks: The countryside weekend edit

At this time of the year, it’s hot one minute and cold the next. And that’s why this M&S quilted gilet is perfect for the forever changeable weather. I particularly love how versatile the brown colour of the faux suede is — it goes with pretty much anything. For me, I’d pair this with chunky roll-necks or dark blue work shirts.

Oli Cheshire’s Style Picks: The countryside weekend edit

Marks and Spencer Quilted Gilet

£69

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For style and function: Grenson Brady Boots

Oli Cheshire’s Style Picks: The countryside weekend edit

The humble-yet-functional hiking boot has been making waves in the fashion industry for a few seasons now, with every big designer offering their own spin on the classic design. Now the weather’s turning, it’s time you invested in a sturdy, chunky pair.

The good thing about this pair, from Grenson, is that they can be polished and worn either formally or casually. Personally, I wear mine with a pair of grey pinstripe trousers and parka jacket.

Oli Cheshire’s Style Picks: The countryside weekend edit

Grenson Brady Boots

£255

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For colder weather: John Smedley Connell Rollneck

Oli Cheshire’s Style Picks: The countryside weekend edit

We know you don’t want to hear it, but yes — it’s time to pack away your Hawaiian shirts and buy some new winter knitwear. I always head straight to John Smedley for this, and make sure I invest in some Merino wool.

My advice would be to go for a white roll-neck this year — there’s no need to be afraid of the colour. After all, it’s going to look great underneath your double-breasted dark pea coat.

Oli Cheshire’s Style Picks: The countryside weekend edit

John Smedley Connell Rollneck

£160

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For lounging inside: La Perla Expression Pyjamas

Oli Cheshire’s Style Picks: The countryside weekend edit

Very comfy, super stylish and tailored to perfection, these beauties won’t make it hard for you to fall in love with pyjamas. And they’re not only for sleeping in.

From La Perla, they are also perfect for lounging around the house in. Or, if you’re feeling particularly adventurous, try throwing on a fresh pair of Stan Smiths and rock your PJs on a night out.

Oli Cheshire’s Style Picks: The countryside weekend edit

La Perla Expression Pyjamas

£425

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For the finest fragrance: Louis Vuitton L’Immensité Cologne

Oli Cheshire’s Style Picks: The countryside weekend edit

Simply put, Louis Vuitton’s L’Immensite is possibly the best thing I’ve smelt in a very long time.  Let’s just say that when you wear this, you’ll get a lot of attention from the fairer sex — which can only be a good thing.

Oli Cheshire’s Style Picks: The countryside weekend edit

Louis Vuitton L’Immensité Cologne

£185

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For a piece of new luxury: Mr. P Fleece Zip Up-Sweater

Oli Cheshire’s Style Picks: The countryside weekend edit

It’s a fleece — but boy, has the fleece come a long way. Once the reserve of dads watching their sons play rugby on the weekend, the once-humble fleece is now classed as a full-on piece of luxury outerwear. Think shearling — but for a quarter of the price.

Oli Cheshire’s Style Picks: The countryside weekend edit

Mr. P Fleece Zip Up-Sweater

£175

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For adding texture: Chester Barrie Baby Cord Shirt in Teal

Oli Cheshire’s Style Picks: The countryside weekend edit

Who doesn’t love a cord shirt in the autumn? Warmer than the linen ones you’ve been rocking all summer — but just as cool — this shirt from Chester Barrie is a great way to add some texture to your suiting game.

Oli Cheshire’s Style Picks: The countryside weekend edit

Chester Barrie Baby Cord Shirt in Teal

£110

Buy Now

Want to see how Oli Cheshire made it to Cannes with the Gentleman’s Journal team? Watch the video here…

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