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7 Summer Outfits With Boots That Feel So Fresh for 2025

By Swedan Margen

7 Summer Outfits With Boots That Feel So Fresh for 2025

There's one shoe style I return to again and again, regardless of the season, and that's boots. Let's be honest. In the UK, a shower-free summer is never guaranteed. A cloudy morning can turn into anything, from a light mist to a full-blown downpour. Although I love flirting with trendy thong sandals and rope-soled options, a summer outfit with boots is my go-to when the temperature dips and the skies inevitably turn.

Now, I know what you're thinking: Summer styling plus shoe options equals sandals. I love a pair of sandals as much as the next person, but boots, especially when paired with warm-weather outfits, provide a level of practicality needed for British summertime. Plus, timeless boots are guaranteed to go with everything in your capsule wardrobe. That's a bonus!

It's not just us Brits who love a summer outfit with boots. Having deep dived into my social feeds, I noticed some of the most stylish dressers, from Paris and London to Copenhagen and L.A., are all booted this summer too. All that's left now is for you to pick your player! Will it be cowboy boots or a moto biker style? Traditional riding boots or classic knee-high boots? Thankfully, all styles seem to be having their moment in the sun. As for how to wear them, keep scrolling to see seven of my favorite summer outfit-and-boot pairings for the season ahead.

Summer Outfits With Boots

1. Frye Boots + Jorts + Off-the-Shoulder Tee

Fashion person Olivia Herring wears beige Frye boots, denim jorts a white of the shoulder top and is carrying a butter yellow bag. She is stood in front of a news agent in a recent image taken from her Instagram.

Style Notes: I first discovered Frye boots on American fashion-person TikTok, and I've been obsessed ever since. There's a vintageje ne sais quois to them that brings elevation to any outfit. A key rule that I try to stick to when styling jorts and boots is that it's okay to show some leg! By leaning into this look, your outfit will have a relaxed pull-on-and-go feel. These boots also work just as well with a maxi or miniskirt on cooler days as they do with a dropped-waist dress when the sun's out.

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Frye Campus 14l Boots

I have seen a few people on socials style these boots with a trendy silk scarf.

Ellis Mid-Rise Denim Bermuda Shorts

Agolde

Ellis Mid-Rise Denim Bermuda Shorts

Jorts with a Bermuda finish—what's not to love?

Soft Line Draped Top

Na-kd

Soft Line Draped Top

This is the kind of off-the-shoulder top I would choose, as I feel it looks far more expensive than its £26 price tag.

Large Patent-Leather Tote Bag

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Large Patent-Leather Tote Bag

If you need a new throw-everything-in-and-go bag, look no further.

2. Brown Knee-High Boots + White Linen Skirt + Striped Tee

Fashion person Sofia wears a stripped of the shoulder tee, a white linen skirt and wears brown rider boots. She is stood infront of a book shop in a recent image from her Instagram.

Style Notes: At some point, I feel like we've all owned a pair of brown knee-high riding boots. They haven't been on my radar for a while, but now, they are firmly back, and I can't wait to work out multiple ways to style them. A pared-back, simple style, this silhouette perfectly balances playfulness with sophistication. With so much of your lower half covered, they'll keep you warm in cooler temperatures.

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Nancy Knee Boot

Reformation

Nancy Knee Boot

I far prefer a darker shade than a lighter one, and this Reformation pair is sure to earn you compliments.

Natalie Elasticated Cotton Midi Skirt

ALIGNE

Natalie Elasticated Cotton Midi Skirt

With natural volume due to its A-line finish, this skirt is perfect for warmer weather.

Rib Knit Top With Boat Neck

Maje

Rib Knit Top With Boat Neck

The Love Knot Slouchy Bag: Buckle Edition

Anthropologie

The Love Knot Slouchy Bag: Buckle Edition

3. Brown Moto Boots + Lace Skirt + Graphic Tee

Fashion person Millie wears a white lace skirt brown boots and a graphic t-shirt.

Style Notes: When I bought my biker boots last year, I never thought that the moto trend would be as big as it is now. Easy to style, they're shoes I turn to as soon as the weather starts to grey. For a casual look, wear them tucked under jeans and with a denim jacket in the Canadian tuxedo kind of way. When it warms, just switch your bottom half for shorts! A foundational look to my off-duty wardrobe is styling these as Millie Holmes (pictured above) has, wearing these boots with a graphic tee and lace maxi skirt for a look as elevated as it is cool.

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Off-White Kiss Me T Shirt - Size 1

Cruel Pancake

Off-White Kiss Me T Shirt

I have been eyeing up this Cruel Pancake tee for some time now, and having seen it on Holmes, I think I just might have to take the plunge.

Mirabelle Knit Skirt

Reformation

Mirabelle Knit Skirt

Swing Crossbody Bag - Leather

The bag every editor owns and loves.

The Elvie

These feel like summer personified in the best way.

4. Black Pointed-Toe Heeled Boots + Black Lace Skirt + Black Leather Jacket

Fashion Person Tobi Ojora wears a black leather jacket black and white cropped t-shirt, black full lenght lace skirt and black pointed toe heeled boots in a recent image from her Instagram.

Style Notes: An all-black look is considered chic for any occasion, and for me, Tobi Ojora absolutely aces the long-skirt-and-boot combination. The key to pulling off a long skirt with boots is to ensure the hem of your skirt falls just below the tops of your boots so no skin shows when you're standing. Finish the look with pointed-toe boots and a touch of leather via a jacket, and you've created an outfit that's as cool as it is polished.

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Claudia Lace Skirt

A slight flare gives movement, whilst the high waist makes this skirt ideal for wearing under oversized shirts and blazers.

MANGO, Leather Pointed Ankle Boots

MANGO

Leather Pointed Ankle Boots

These are the perfect black ankle boots. I have a feeling these will sell out quickly!

Ariste Oversized Paneled Leather Jacket

NOUR HAMMOUR

Ariste Oversized Paneled Leather Jacket

Leather in the summer? When you live in the UK, honestly anything goes.

Shoulder Bag M

A structured silhouette with a silver bamboo clasp, this elevated basic from Longchamp is sure to become a wardrobe staple fast.

5. Square-Toe Boots + Bermuda Shorts

Fashion person Izabella wears khaki Bermuda shorts, black leather biker boots a white t-shirt a stripped jumper thrown over the shoulder and a warm-brown square bag in a recent image from her Instagram.

Style Notes: Some boots can feel harder to style than others. Enter square-toe biker boots. If jorts and the Gen Z aesthetic aren't your thing, these Sons of Anarchy–adjacent shoes might not seem like the obvious choice. But styled right, they can shift from tough to cool. Take a cue from Izabella Lilly (pictured above) and create contrast. Think khaki Bermuda shorts, a crisp white tee and a soft milk-brown bag to create a look that feels as casual as it does considered.

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Green Denim Ava Bermuda Shorts

Nobodys Child

Ava Bermuda Shorts

This went straight into my basket.

Cotton-Jersey Crew Neck T-Shirt in White

Reiss

Cotton-Jersey Crew Neck T-Shirt

The rolled sleeves are a perfect finishing touch.

Asos Design Cyrus Leather Harness Knee Boot in Black

ASOS DESIGN

Cyrus Leather Harness Knee Boot

With a Western edge that would pair perfectly with all of your Cowboy Carter–inspired looks.

Gina Tricot Small Bowling Shoulder Bag in Beige

GINA TRICOT

Small Bowling Shoulder Bag

An influencer's favourite.

6. Biker Boots + Ruffled Miniskirt + Scooped-Neck Vest

Fashion person Temi Ojora wears a black biker boot ruffled mini skirt a white vest top and is carrying a leopard print bag, she finishes the look with a white head band and is eating an ice cream. In the photo take from her instagram recently she is stood in front of a black motorcycle in front of a white brick wall.

Style Notes: Temi Ojora's approach to moto boots is a master class in modern edge. With the boots' clompy soles and heavy buckles, this outfit combination is often seen on the festival circuit, as it creates a dressed-down take that still feels directional. If you're looking to elevate the boots even more, why not pair them with fresh white jeans, a crisp tee and a soft suede bag? Sometimes, simple really is best!

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The Frankie Shop, Blake pleated miniskirt

The Frankie Shop

Blake Pleated Miniskirt

This skirt has school connotations and is one I would choose over a ruffled mini with these boots. Available with a matching blazer, it creates a look I'm thoroughly obsessed with!

Ribbed Vest Top
damsonmadder,

This is an unlikely summer hero, but it just works.

Battle Boot Brown Leather

If you're looking for something Miu Miu–esque, these are a great alternative.

7. Brown Boots + Broderie Skirt + Barn Jacket

Fashion person Chloe wears a beige barn jacket, a stripped t-shirt a broderie mini skirt and brown knee high heeled boots. She is carrying a large suede bag in a recent image taken from her Instagram.

Style Notes: Remember when I said boots work hard with both your summer and winter wardrobes? Chloe Butler proves just that. Pairing pieces that we gravitate towards in autumn, like a barn jacket and tall leather boots, with summer pieces such as a broderie miniskirt and striped tee means you can make your capsule wardrobe work so much harder for you. This is a smart way to extend the life of your summer wardrobe. You'll be getting more wear out of your favourite pieces, forecast be damned.

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The Deco Embroidered Cotton Miniskirt

Frame

The Deco Embroidered Cotton Miniskirt

The embroidered eyelets are a simple yet elegant detail.

cos,
Lined Canvas Jacket – Light Beige – Women – Arket Gb

ARKET

Lined Canvas Jacket

This looks almost exactly like the jacket that Butler is wearing in the image above.

Santiago Knee-High Leather Boots

Gianvito Rossi

Santiago Knee-High Leather Boots

Balancing comfort and style is a hard feat, but Gianvito Rossi boots make it look incredibly easy. With their timeless quality, I am constantly impressed by the craftsmanship of the brand's shoes.

Originally published by whowhatwear.com. Syndicated material does not necessarily reflect the views of Vanity Fair Fashion.

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7 Summer Outfits With Boots That Feel So Fresh for 2025 - Vanity Fair Fashion