Competition: Win the ultimate back-to-work bundle

Leaves are falling and there’s a nip in the air – it’s officially autumn. Summer was a blast but now it’s time to regroup and return to reality, which for many of us means the office. Before you balk at such a notion, we’re here to make the transition a little less jarring, by joining forces with some of our favourite brands to offer an exclusive ‘back to work’ bundle. Scroll on for a closer look at each of the prizes, and enter at the bottom for your chance to win.

Flemings Mayfair is a luxurious boutique hotel in a stylish pocket of central London. The lucky winner will receive a two-night stay for two people in a double deluxe room, including daily continental breakfast. Use the hotel as your base for exploring Mayfair’s world-class shopping, Michelin-starred restaurants and historic landmarks.

To get your work wardrobe up to scratch, independent tailoring house Jack Davison Bespoke is offering the ultimate made-to-measure suiting experience. This includes a visit to its Bow Lane store in the City of London for a full consultation, where experts will guide you through cloths, linings, and styling details to create a suit that’s cut precisely to your measurements and lifestyle. No corners are cut in this process – Jack Davison Bespoke is all about the details.

There’s nothing quite like slipping your feet into a proper pair of shoes after a summer of sandals and espadrilles. Cheaney has just the pair to welcome you back: the Hadley, a smart-casual staple that’s classic in looks and made to last. This versatile penny loafer provides all-day comfort, taking you effortlessly from meetings to after-work drinks and impromptu dinners.

It’s safe to say that Sunspel knows a thing or two about crafting the perfect pair of boxer shorts, having introduced the design to British consumers in 1947. Today, with just a few minor tweaks, it still produces its iconic boxer shorts to the original specifications. Included in this prize are two pairs, one in white and one in blue.

Make an elegant impression in these hand-enamelled sterling silver cufflinks from Deakin and Francis. Timeless and classic, they’re the perfect addition to any cufflinks collection.

A minimalist trainer is a must-have for any smart-casual work wardrobe. This court-inspired style from Allbirds is made from a sustainable lyocell fabric, with a cushioned memory foam sole for ultimate comfort. The perfect shoe to take you from rush hour to happy hour.

The world’s oldest barbershop Truefitt and Hill is a storied St James’s institution, counting the likes of Oscar Wilde, Sir Winston Churchill, Alfred Hitchcock, David Niven and Frank Sinatra among its clients. Now, it is opening its doors to the lucky winner of this competition. Not only will they receive a traditional hot towel shave and haircut, but they’ll also take home a bottle of Highgrove Splash cologne and soothing Highgrove shaving cream.

Show you mean business with Aspinal’s sleek leather briefcase bag, made for modern professionals who value high quality craftsmanship. Handcrafted from full-grain leather, the spacious interior is perfect for carrying a laptop or notebooks, while dedicated pockets and zipped compartments keep your phone, keys and wallet organised.

Nothing says ‘back to work’ quite like a pack of fresh socks. This set from London Sock Company, featuring six pairs of mid-calf Scottish Lisle Cotton socks, will set you off on the right foot.

Feeling exhausted after a hectic summer? Refresh and rejuvenate at the luxurious Jumeirah Carlton Tower in Belgravia. The winner will receive the ultimate spa day, which includes a full body spa treatment, full access to the spa – with pool, steam room and sauna – and full access to the gym.

Farmer J is all about making healthy eating easy, accessible and affordable. Its iconic Fieldtrays, available on Deliveroo as well as across 15 sites in London, are a hit with Londoners thanks to their creative flavour combinations. Perfect for on-the-go ease.

Please note the voucher can only be used in store.

Embrace the possibilities that a fresh set of stationery brings with Mount Street Printers’s luxury notebooks, cards and pens. Writing those thank you notes doesn’t have to be a chore…

Whether you’re heading to the airport, an evening out, or escaping the city, the global chauffeur service Blacklane makes travel effortless, reliable, and every bit as stylish as it should be. The winner will be treated to a journey in a private, Blacklane chauffeur-driven car where every detail is taken care of - simply choose when and where you want your chauffeur, or be spontaneous and enjoy a faster pick-up in central London in just a few taps of the Blacklane app. Sit back in complete comfort, recharge, and enjoy where your Blacklane takes you.

Please note that the prize is non-transferable, valid for three months, with no cash alternative. The prize is a £200 voucher valid for one ride in any city Blacklane operates, and you must have a Blacklane account in order to redeem. Dates are non-extendable.

Have the shirt of your dreams made by the team of experts at Emma Willis. Made to a bespoke pattern and style, the shirt will be cut by hand and sewn in Emma Willis’s English Townhouse, using smooth and long-lasting two-fold 100's Swiss poplin woven and yarn dyed using the finest Giza 45 Egyptian raw cotton.

Located on the 32nd floor of the Shard, Oblix offers sophisticated dishes against a backdrop of some of the best views in London. The winner will receive a tasting menu dinner for two people, as well as a wine pairing to accompany.

For more seasonal wardrobe additions, discover our pick of the best menswear items to buy now...