The 14 best dress and boot combinations to try this season

Bridging the gap between spring and summer is a slippery beast to conquer. Stepping out in your favourite dress is always a solid choice, but what about when the weather refuses to play ball? 

MORE: Riding boots: 7 styles that we adore this season

READ: Best thigh-high boots and how to wear them in 2023

Boots are a great way of keeping your toes contained and getting some extra wear out of last season's footwear. 

From glitzy Western styles to sleek thigh-highs, Hello! Fashion shares our favourite dress and boot combinations to try this season:

The knitted dress and the cowboy boots  

Knitted Dress Cowboy Boots© Photo: Getty Images

 Am up a classic jumper dress by leaning into its base shade. The coolness of the lilac pairs perfectly with a futuristic-looking Jacquemus shoulder bag and lustrous cowboy boots.

READ: Holiday capsule wardrobe: 6 easy outfits to take away with you

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The babydoll and the neutral knee-high boots 

Katrina West wears a white mini dress with knee-high boots © Getty
Katrina West wears a white mini dress with knee-high boots

The asymmetric dress and mid-calf boots

Devon Windsor wears a blue asymmetric dress with mid-calf boots © Getty
Devon Windsor wears a blue asymmetric dress with mid-calf boots

The ruffle dress and pointed neon boots

A Fashion Week guest styles a blue ruffle dress with orange boots © Getty
A Fashion Week guest styles a blue ruffle dress with orange boots

The slouchy midi and tan boots

Sue Giers wears a beige knitted dress with tan boots © Getty
Sue Giers wears a beige knitted dress with tan boots

The LBD and the combat boots

A Fashion Week guest wears a black puff sleeve mini dress with black boots © Getty
A Fashion Week guest wears a black puff sleeve mini dress with black boots

The colourful dress and utilitarian boots

A Fashion Week guest wearing colour-blocked dress with boots © Getty
A Fashion Week guest wearing colour-blocked dress with boots

The floaty dress and the cut-out heel boots

Floaty Dress Cut Out Heel Boots

Bring structure to the forefront and style up a neutral loose-fit midi with a thick statement belt and black pointed boots with block-heel cut-out detailing.

The polka dot dress and the riding boots

Polka Dot Dress Riding Boots© Photo: Getty Images

Going back to basics has never looked more chic – the eternal polka dot print is kept light and modern in a high-necked waterfall design, paired with a quality leather riding boot.

 The collared dress and the chunky boots

Collared Dress Chunky Boots© Photo: Getty Images

Fans of a minimalist moment need look no further than this off-white shift dress, beige no-lapel blazer and ultra-stompy platform boots.

The blazer dress and the knee-high boots

Blazer Dress Boots© Photo: Getty Images

Sheer tights and knee-high boots simply ooze an effortless autumn style moment. With sharp tailoring and a severe V-neckline, a powerful blazer dress is at the top of our wish list this season.

The off-the-shoulder dress and tan boots

Off The Shoulder Dress Tan Boots© Photo: Getty Images

Thigh-high boots are worth their weight in gold when it comes to making a footwear statement – pair with an asymmetric mini for maximum impact this season.

The cut-out midi dress and patent ankle boots

Cut Out Dress Patent Boots© Photo: Getty Images

A stylish black dress will always be in fashion – we love the subtleness of the cut-outs in conjunction with the drama of a patent red ankle boot.  

The striped mini dress and the statement boots

Striped Mini Dress Statement Boots© Photo: Getty Images

 Refresh your favourite summer mini dress by styling it with a printed shacket and vibrant round-toe boots, upping its versatility.

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