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How to dress for festivals in your 50s and beyond


Rosie Green on the any-age festival fashion guaranteed to bring joy


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Rosie Green laughing while wheeling a suitcase along at a festival © Instagram

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Rosie Green
Rosie GreenSecond Act columnist
Updated: June 25, 2025
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In my head, I'm a festival babe. A free-spirited, dance-till-dawn type who loves sleeping under canvas, embracing living off grid and being nonchalant about whether I have washed for multiple days. If this is you, I'm in awe, because the only element of festivals I like is the fashion.

I pore over the pap shots. See who is wearing what. I like the ease of the outfits, the happy feel, the sunshine filled optimism. I like the coolness and the rock 'n' roll vibes.

It makes me flash back to the iconic Glastonbury looks. Sienna Miller in 2004 wearing a studded low-slung belt, flirty mini black dress and a floppy hat. Kate Moss in 2005 sporting a super short gold dress, Hunter wellies and accessorised by Pete Doherty. Alexa Chung in thigh-skimming denim shorts and a crisp (ish) white striped shirt.

Alexa Chung in a Breton top with denim shorts and a leather jacket, as well as feline flick eyeliner.© Getty
Nobody does festival fashion quite like Alexa Chung

My obvious devotion to festival fashion and a lifetime spent on glossy magazines has given me insight into what works best when going for this look. And good news, it's achievable if you are 15 or 50 and whether you are going camping or staying put. 

You know where I'll be…

Ageless festival fashion essentials

1. Short shorts 

I know these put the fear of God into anyone post-thirty thirty but a) life is too short and b) these ones by Wyse, £95, are short enough to feel daring, but not so high up the thigh that people see what you've had for dinner. The scalloped edge adds a nice femininity and I can vouch that they are flattering. 

woman sitting with a fluffy dog
Rosie loves short shorts

2. Chunky footwear

If you are going to wear shorts, a flirty thigh-skimming mini or a wafty dress, then solid, utilitarian footwear is essential for balance. Chloé's 'Jeanette Studded Platform' clogs, £990, at Net-A-Porter are on my wish list.

3. Oversized glasses

These are back in. Hallelujah. Thank God because not only do they look ultra-glamorous in a 1970s rock chick way, but they are practical too (hiding the hangover/lack of sleep). 

& Other Stories Aviator-Frame Sunglasses© & Other Stories
Big sunnies are essential

4. Dry shampoo

Another multitasker. This product gives hair that dishevelled, undone texture that is synonymous with cool girl festival style. It also soaks up oil and nixes unpleasant smells so you can stretch time between washes and not have to brave the showers. Living Proof is the best I've found for odour removal. £14 for travel size at Space NK

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