There’s something about the summer season that just makes style click. Maybe it’s the sunshine, maybe it’s the excuse to bring out the denim shorts, dresses, and sandals we’ve been staring longingly at since spring. Either way, summer fashion is in full swing, and it’s not just about holidays and beach vibes. The UK’s social calendar is jam-packed with stylish events, and each one is the perfect excuse to curate your wardrobe with personality, flair, and a few clever accessories.
If your goal is to be both practical and fabulous (and let’s be honest, it should be), you’re in the right place. We’re talking five major events where your outfit really does matter. Think slouchy meets chic, classic with a twist, and sunshine-friendly without sacrificing style.
So, whether you’re heading to the fields of Glastonbury or the lawns of Wimbledon, here’s your round-up of events to dress for this season- complete with tips, trends, and Personal Stylist-approved outfit inspiration.
Glastonbury Fashion: Mud, Music & Denim Shorts
Glastonbury fashion is its own beast and we love it. It’s the one place where crochet, cow print, sequins, wellies, and the latest trends can coexist in perfect harmony. One-piece outfits reign supreme for dancing ease, and layers are your best friend (think jackets that tie around your waist, not cling to your arms).
Start with some cool denim shorts, a standout printed top, and the kind of boots that say, “yes, I’ve been to at least three indie gigs this year.” Then, throw in a fringe jacket, oversized sunglasses, and a dash of glitter for good measure. The look? Effortlessly slouchy, but very curated like you just happened to look that stylish.
Don’t forget your accessories. Think bucket hats, layered chains, stylish sandals and a practical crossbody bag (because nobody wants to lose their phone in the Pyramid Stage crowd). Glastonbury fashion is about feeling free and looking like an off-duty editor, ready to party, rain or shine… but hopefully shine…
Ascot Fashion: Champagne, Chic & Statement Hats
Royal Ascot is where elegance meets maximum dress code. If Glasto is wild-child-cool, Ascot is the refined cousin who knows her designers and isn’t afraid of a bold print.
Dresses are the obvious go-to, but they need to follow the rules: no spaghetti straps, knee-length or longer, and absolutely bring your A-game with a hat. This is your chance to embrace timeless silhouettes, a fit-and-flare midi or a tailored jumpsuit works beautifully. Add some sunshine tones like peach, mint, or lemon, and keep your sandals classic (and comfortable enough for walking on grass).
Wardrobe planning for Ascot is all about the full look. From the moment you step into your outfit, you should feel poised, polished, and like you own your seat in the grandstand. Oh, and always double-check the dress code per enclosure. It’s fashion, but it’s still the rules, darling.
Wimbledon Fashion: Strawberries, And THE Place For Summer Outfits
Wimbledon is all about effortless summer outfits and dressing. Think crisp whites, breezy fabrics, and that polished-yet-practical aesthetic you imagine editors wear off-duty. A tailored white dress or a wide-leg trouser set in linen is your best friend here. Bonus points if you can accessorise with a pop of green or a tennis-inspired motif, subtle, not novelty.
It’s the perfect occasion to bring out your best sandals, a good pair of sunnies, and a chic crossbody bag (hands free for Pimm’s, naturally). Wimbledon fashion is relaxed but curated, so steer away from anything too fussy. You want to feel cool, literally and figuratively.
This is the ideal setting to embrace summer classics: light colours, smart tailoring, and elegant accessories. The vibe is “I just threw this on before heading to Centre Court,” but obviously you’ve been planning this look since March.
Henley Regatta Fashion: River Views, Boat Shoes & Bold Prints
Henley Royal Regatta serves preppy glam on a riverside platter. There’s a traditional element to dressing for Henley, but there’s also room to have fun with it. This is the moment to reach for stripes, summer prints, and classic cuts.
A midi dress in a soft print, or a crisp blouse and tailored shorts (or culottes, if you’re feeling fancy), works well. Add espadrilles or loafers, a sun hat, and maybe a nautical twist somewhere in your look without going full sailor chic, of course.
Style tip? Layers are key. The British summer loves a breeze. A lightweight cardigan or blazer keeps things practical but still polished. Henley is the perfect place to feel a bit like you’re in a lifestyle magazine spread, all sunshine, boats, and timeless summer wardrobe staples.
Goodwood Fashion: Retro Glam & Racing Royalty
If you love a bit of vintage flair, Goodwood Revival is your ultimate playground. Fashion here leans into nostalgia, so you’ll see everything from ‘40s tea dresses to ‘60s mod minis. Embrace the fun, but keep the look wearable, think curated rather than costume.
A classic silhouette in a bold print, styled with cat-eye sunglasses and retro waves, is the perfect way to nod to the past without losing your own modern touch. Heels are optional, flats or kitten heels can be just as stylish and way more practical for a full day out.
The designers love this event because it’s where fashion and storytelling meet. Each look tells a tale. So don’t be afraid to go bold. A statement dress, perfect accessories, and the confidence to make a scene (in the best way) are your tickets to Goodwood style success.
In Summary: Your Summer Fashion Cheat Sheet
Summer is not the time to shy away from fun. Whether you’re heading to a muddy field, a racetrack, or a polished polo pitch, your outfit is part of the occasion. It’s not about wearing something new every day, it’s about feeling ready, knowing your wardrobe works for you, and having a few go-to staples that can be styled for any event.
The key? Embrace the season. Use accessories to switch up your vibe. Keep a few versatile classics (like a white dress or denim shorts) on rotation. And don’t forget, being stylish this year doesn’t mean being uncomfortable. The best summer outfits are the ones that let you breathe, move, and dance if necessary.
Ready to curate your summer events wardrobe? From cool edits to practical picks, I’ve got you covered. It’s time to make this your most stylish season yet with wardrobe styling or personal shopping.
