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Holly Willoughby at Glastonbury 2025© Instagram

Where to shop Holly Willoughby's Glastonbury outfit, from her silky dress to her hiking boots

Holly's outfit is so spot on for festival season

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Katherine Robinson
Special Projects Editor
Updated: July 1, 2025
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Holly Willoughby caused these hiker boots to sell out when she first wore them, and now we're predicting another sell out thanks to her stunning styling of them at Glastonbury.

I know a few years have passed since Holly stood in for Ant McPartlin on I’m a Celeb presenting duties, but the boots she made famous on her stint in the jungle still live rent-free in my head.

  • Holly Willoughby was spotted at Glastonbury 2025.
  • The TV presenter wore a Free People silk dress with Grenson boots.
  • Holly was styled by celebrity fashion stylist Dannii Whiteman.

I wanted to snap up a pair of the Nanette hiker boots back in the day, but everyone had the same idea - they sold out in record time and the brand Grenson’s site crashed under the demand. Because of the popularity, Holly worked with the brand earlier this year to create new versions of her beloved boots which she wore her Netflix show, Celebrity Bear Hunt.

And she's a woman who reps her own brand, as she chose the Grenson boots as her footwear of choice for Glastonbury 2025.

Holly Willoughby at Glastonbury© Instagram
Fans called Holly's Glastonbury look "the outfit" of festival season

Wearing what was possibly the most idyllic festival outfit ever, Holly kept her feet comfy in the Grenson Nanette Boots in tan, worn with the Free People 'Lenna' set, consisting of a silky slip with a matching cropped bed jacket. Styled by Dannii Whiteman, her festival outfit got the seal of approval from fans who called it "THE festival look of the summer."

Holly's Grenson boots - the lowdown

So what’s the score? Well, Holly sat down with the design team to come up with three different pairs of boots. Perhaps the most versatile IMO is the black version, for which she added a detachable strap which fits over the upper and under the sole of the boot. It has elastic underneath, O-rings on the side and is opened using a popper on the outside (you need to open it to get the boos on and off) The thing that detail that really grabbed my attention? The chunky and funky green plaid laces she chose for the boots. 

Grenson x Holly Willoughby Nanette Boots - black

Grenson x Holly Willoughby Nanette Boots - black© Grenson

For the second pair, Holly reworked the brand’s signature tan Nanette boot with the addition of another detachable strap which is very similar to the one you see in the black pair, except it features a stylish basketweave detail. This vibe of this design is a little more delicate than the black boots and I adore the rich tan colour.

Grenson x Holly Willoughby Nanette Boots - tan

Grenson x Holly Willoughby Nanette Boots - tan© Grenson

And last but not least, the TV star dreamt up a fabulous animal print design, fully embracing the jungle theme! These would really get you noticed, with leopard print on leather with a snakeskin texture. Crafted with a grey-brown base and a black-brown print, these boots feature wide, flat laces in a crossover design. A sturdy strap wraps around the ankle, crossing at the front and secured with a solid brass buckle.

Grenson x Holly Willoughby Nanette Boots - animal print

Grenson x Holly Willoughby Nanette Boots - black© Grenson

The boots are currently available in all sizes from 3 to 8. Holly debuted her collaboration on her 2025 Netflix show Celebrity Bear Hunt earlier this year.

Holly Willoughby in Celebrity Bear Hunt promo poster© Netflix
Holly can be seen wearing the boots in her show Celebrity Bear Hunt

It's worth noting that the price point is higher than the original Nanette boots retailed for back in the day.

A pair will set you back £365, but honestly - this is an investment piece that will last you a decade and more if you look after them. You can also get them re-soled, extending their life even further. They are extremely well made. Just to give you an idea of the craftsmanship - it takes up to eight weeks from Grenson to finish a pair of shoes and involves well over 200 individual processes.

Grenson lookalikes for less

Dr Martens 1460 Bex Tech Leather Boots© Dr Martens

Dr Martens' chunky leather boots feature laces and adjustable straps that wrap around the upper. They’re durable and comfy too.

Jones The Bootmaker boots© Jones The Bootmaker

These boots are on sale, reduced by 62%- bargain. They're made of soft, supple leather with water resistant features, so ideal for your summer festivals.

Mountain Warehouse Adventurer Boots© Mountain Warehouse

If you’re looking for the leopard print look for less, these Mountain Warehouse boots are just the ticket! They’re waterproof with a cushioned footbed.

I do love to take a deep dive into the reviews section, and have read many online message board reviews that sing their praises.

Case in point, this from Mumsnet: “I love my Nannettes and have never looked back. They are utterly fabulous - look great with most outfits, comfortable, well made, practical.”

This fashion blogger devoted a whole post to her Nanettes. The two things that stood out for me from the review? “They require virtually no wearing in, I’d heard this rumour on the grapevine but wasn’t sure if it was a bit of an urban legend. Turns out, the rumours were true.”

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Also: “The best part about them is the weight, they are SO light, and when I think of chunky boots I think of them being heavy, getting blisters, wearing them in round the house and generally sore feet. I haven’t found this to be the case with the Nanettes at all.”

I’m pretty much sold - and one extra tip if you are going to invest in a pair - you can completely switch up the look of the boots just by changing the laces! If you don’t believe me, check out these Liberty laces - instant spring makeover, wouldn’t you agree?

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