Women's Preppy Outfits

(55)

Women's preppy outfits exude a polished yet approachable vibe. Think tailored skirts, crisp button-down shirts, and clean lines—perfect for a sophisticated yet relaxed look. Pair with loafers or sneakers to complete your ensemble, and discover HUGO BOSS pieces that embrace the preppy style with refined sophistication.

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Pleated mini skirt with micro check
Pleated mini skirt with micro check

Available Sizes

  • 6
  • 8
  • 10
  • 12
  • 14

Pleated mini skirt with micro check

With a micro-check pattern and preppy pleats, this HUGO Womenswear skirt is crafted in stretch fabric blended with cotton. Side zip with logo puller.
£189.00
  • Colour Patterned
Pleated skirt in stretch cotton with integrated shorts

Available Sizes

  • XS
  • S
  • M
  • XL

Pleated skirt in stretch cotton with integrated shorts

Featuring integrated shorts for effortless wear, this versatile HUGO Womenswear skirt is crafted in soft stretch cotton. Pressed pleats.
£59.00
  • Colour Black
Equestrian cropped sweater in wool and cashmere

Available Sizes

  • XS
  • L
  • XL

Equestrian cropped sweater in wool and cashmere

A signature sweater by BOSS Womenswear. This cropped sweater is knitted with an interesting cable structure in soft yarns made from wool blended with luxurious cashmere. A logo patch completes this layer.
£219.00
  • Colour Brown
Regular-fit blazer in cotton-blend bouclé
Regular-fit blazer in cotton-blend bouclé

Available Sizes

  • 6
  • 8
  • 10
  • 12
  • 14
  • 16

Regular-fit blazer in cotton-blend bouclé

Updating the classic cropped blazer, this straight-fit HUGO Womenswear jacket is made in cotton-rich bouclé yarn. Polished golden square buttons.
£269.00
  • Colour Natural
V-neck top with knitted structure

Available Sizes

  • XS
  • S
  • M
  • L
  • XL
  • XXL

V-neck top with knitted structure

Knitted with stretch in a flattering fit, this BOSS Womenswear top has a creative structure to add texture to your look. Subtle V neckline. This product is made with cellulose fibres, derived from natural raw wood material and sourced from responsibly managed forests. We cooperate with external organisations to ensure respectful treatment of virgin and endangered forests.
£179.00
  • Colour Natural
Oversized-fit sweater with cable knit
Oversized-fit sweater with cable knit

Available Sizes

  • XS
  • S
  • M
  • L

Oversized-fit sweater with cable knit

Updating a classic, this oversized HUGO Womenswear sweater combines a preppy V neckline with a chunky cable structure. Blended with virgin wool.
£189.00
  • Colour Natural
V-neck top in a knitted alpaca blend
V-neck top in a knitted alpaca blend

Available Sizes

  • XS
  • S
  • M
  • L
  • XL
  • XXL

V-neck top in a knitted alpaca blend

Featuring a detailed V neckline, this BOSS Womenswear top is ideal for layering. Soft alpaca-blend yarn with a touch of wool.
£189.00
  • Colour Light Green
Relaxed-fit sweater in virgin wool with Aran knit
Relaxed-fit sweater in virgin wool with Aran knit

Available Sizes

  • XS
  • S

Relaxed-fit sweater in virgin wool with Aran knit

Layer up in style with the checked texture and knitted pattern of this BOSS Womenswear sweater. Crafted in soft virgin wool.
£349.00
  • Colour Beige
Bodycon dress with grosgrain trims
Bodycon dress with grosgrain trims

Available Sizes

  • 4
  • 6
  • 8
  • 10
  • 12
  • 14
  • 16
  • 18

Bodycon dress with grosgrain trims

Offering an elegant workwear look, this BOSS Womenswear dress has a bodycon fit in wrinkle-resistant, comfort-stretch material. Flattering darts and grosgrain details.
£319.00
  • Colour Dark Blue
Leather loafers with Double B monogram trim
Leather loafers with Double B monogram trim

Available Sizes

  • 3
  • 4
  • 5
  • 6
  • 7
  • 8

Leather loafers with Double B monogram trim

Crafted in leather with a squared toe, these BOSS Womenswear loafers add polished elegance to any look. Double B monogram in golden hardware.
£269.00
  • Colour Black
Leather loafers with Double B monogram trim
Leather loafers with Double B monogram trim

Available Sizes

  • 3
  • 4
  • 5
  • 6
  • 7
  • 8

Leather loafers with Double B monogram trim

Crafted in leather with a squared toe, these BOSS Womenswear loafers add polished elegance to any look. Double B monogram in golden hardware.
£269.00
  • Colour Light Beige
Leather loafers made in Portugal
Leather loafers made in Portugal

Available Sizes

  • 3
  • 4
  • 5
  • 6
  • 7
  • 8

Leather loafers made in Portugal

Understated and elegant, these BOSS Womenswear loafers are crafted in smooth leather with a slick silhouette. Expertly made in Portugal. Leather lining for elevated comfort.
£289.00
  • Colour Black
Leather moccasins with Double B monogram
Leather moccasins with Double B monogram

Available Sizes

  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9

Leather moccasins with Double B monogram

With a penny trim and soft leather uppers, these BOSS Womenswear moccasins are an everyday must. Trimmed with a Double B monogram charm. This product contains at least 80% better raw materials. The leather used to make this product has been sourced from Leather Working Group Gold-certified tanneries.
£199.00
  • Colour Black
Leather loafers with penny trim and stacked logo
Leather loafers with penny trim and stacked logo

Available Sizes

  • 3
  • 4
  • 5
  • 6
  • 7
  • 8

Leather loafers with penny trim and stacked logo

Featuring a stacked logo in a gold effect, these HUGO Womenswear loafers are a modern everyday choice. Soft leather with classic penny trim. Lightweight sole.
£169.00
  • Colour Black
Leather moccasins with Double B monogram
Leather moccasins with Double B monogram

Available Sizes

  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9

Leather moccasins with Double B monogram

With a penny trim and soft leather uppers, these BOSS Womenswear moccasins are an everyday must. Trimmed with a Double B monogram charm. This product contains at least 80% better raw materials. The leather used to make this product has been sourced from Leather Working Group Gold-certified tanneries.
£199.00
  • Colour Light Brown
Wide-neck knitted vest top with contrast piping

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Wide-neck knitted vest top with contrast piping

A modern top by BOSS Womenswear, knitted in soft yarns. Featuring contrast piping, this adaptable design is topped with a wide neckline. This product is made with cellulose fibres, derived from natural raw wood material and sourced from responsibly managed forests. We cooperate with external organisations to ensure respectful treatment of virgin and endangered forests.
£129.00
  • Colour Dark Blue
Stacked-logo loafers in faux leather
Stacked-logo loafers in faux leather

Available Sizes

  • 3
  • 4
  • 5
  • 6
  • 7
  • 8

Stacked-logo loafers in faux leather

Set on a chunky rubber outsole with uppers in smooth synthetic coated fabric, these HUGO Womenswear loafers are a modern must. Polished stacked-logo trim. Synthetic coated fabric, sometimes referred to as faux leather, is a fabric designed to resemble real leather, and/or display a matte, glossy, smooth, or textured, coated appearance.
£189.00
  • Colour Black
Knitted waistcoat with merino wool
Knitted waistcoat with merino wool

Available Sizes

  • XS
  • S
  • M
  • L
  • XL
  • XXL

Knitted waistcoat with merino wool

Blended with luxuriously soft, superfine merino wool, this BOSS Womenswear waistcoat will become a casual favourite. Button front.
£169.00
  • Colour Light Beige
Leather moccasins with stacked logo
Leather moccasins with stacked logo

Available Sizes

  • 3
  • 4
  • 5
  • 6
  • 7

Leather moccasins with stacked logo

Featuring a subtle serrated trim, these classic HUGO Womenswear moccasins are shaped in smooth leather. Embossed stacked logo on the vamp.
£189.00
  • Colour Black
Stacked-logo loafers in faux leather
Stacked-logo loafers in faux leather

Available Sizes

  • 4
  • 5
  • 6
  • 7
  • 8

Stacked-logo loafers in faux leather

Add modern edge to any look with the stitched trims and debossed stacked logo of these HUGO Womenswear loafers. Smooth synthetic coated fabric. Synthetic coated fabric, sometimes referred to as faux leather, is a fabric designed to resemble real leather, and/or display a matte, glossy, smooth, or textured, coated appearance.
£189.00
  • Colour Black
Grained-leather biker jacket with zips and studs
Grained-leather biker jacket with zips and studs

Available Sizes

  • 8
  • 10
  • 12
  • 16

Grained-leather biker jacket with zips and studs

Crafted in grained leather, this BOSS Womenswear biker jacket is loaded with authentic details and branded hardware for a modern look. Easy-wear straight fit. This product contains at least 80% better raw materials. The leather used to make this product has been sourced from certified tanneries.
£429.00
  • Colour Dark Red
Leather loafer with ruched detailing
Leather loafer with ruched detailing

Available Sizes

  • 3
  • 4
  • 6

Leather loafer with ruched detailing

With their distinctive ruching, these BOSS Womenswear moccasins add refinement to any look. Sleek leather uppers. Double B monogram trim.
£199.00
  • Colour Black
Suede moccasins with hand-stitched apron toe
Suede moccasins with hand-stitched apron toe

Available Sizes

  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9

Suede moccasins with hand-stitched apron toe

Featuring precise hand stitching at the apron toe, these BOSS Womenswear moccasins are crafted in rich suede. Classic lacing and contrast rubber sole. This product contains at least 80% better raw materials. The leather used to make this product has been sourced from Leather Working Group Gold-certified tanneries.
£199.00
  • Colour Brown
Leather trainers with embossed logos
Leather trainers with embossed logos

Available Sizes

  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9

Leather trainers with embossed logos

A minimum of 60% of the leather used to make this product has been sourced from certified tanneries. With a cushioning insole, these BOSS Womenswear trainers are an everyday staple. Crafted in smooth leather with a supportive rubber outsole.
£169.00
  • Colour White
Mixed-material lace-up trainers with counter logo
Mixed-material lace-up trainers with counter logo

Available Sizes

  • 3
  • 4
  • 5
  • 6
  • 7
  • 8

Mixed-material lace-up trainers with counter logo

Contemporary trainers with tonal laces and contrast branding by HUGO Womenswear. This sporty pair is crafted in a combination of materials.
£139.00
  • Colour White
Leather trainers with inner wedge
Leather trainers with inner wedge

Available Sizes

  • 4
  • 6
  • 8
  • 9

Leather trainers with inner wedge

Give your look a little boost with the lightweight outsole and hidden wedge of these Italian crafted BOSS Womenswear trainers. Smooth leather uppers. A minimum of 60% of the leather used to make this product has been sourced from certified tanneries.
£429.00
  • Colour White
Cupsole trainers in leather with logo details
Cupsole trainers in leather with logo details

Available Sizes

  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9

Cupsole trainers in leather with logo details

Cupsole trainers with branding throughout in signature red by HUGO. We continuously look for more responsible ways to produce and finish our products. A minimum of 60% of the leather used to make this product has been sourced from certified tanneries.
£189.00
  • Colour White
Faux-leather biker boots with buckle detail
Faux-leather biker boots with buckle detail

Available Sizes

  • 3
  • 4
  • 5
  • 6
  • 7
  • 8

Faux-leather biker boots with buckle detail

Add modern attitude to everyday looks with the biker styling of these HUGO Womenswear boots. Metal buckle and stacked-logo detail. Chunky sole. Synthetic coated fabric, sometimes referred to as faux leather, is a fabric designed to resemble real leather, and/or display a matte, glossy, smooth, or textured, coated appearance.
£229.00
  • Colour Black
Straight-fit biker jacket in leather with zipped details
Straight-fit biker jacket in leather with zipped details

Available Sizes

  • XS
  • S
  • M
  • L

Straight-fit biker jacket in leather with zipped details

A mainstay of any modern wardrobe, this HUGO Womenswear jacket has classic biker styling. Regular fit in rich leather. Asymmetric front zip. Epaulettes.
£389.00
  • Colour Black
Stretch-silk blouse with gathered details
Stretch-silk blouse with gathered details

Available Sizes

  • 6
  • 8
  • 10
  • 12
  • 14
  • 16
  • 18

Stretch-silk blouse with gathered details

Offering natural thermo regulation, this adaptable BOSS Womenswear blouse is made in luxuriously soft silk with added stretch. Concealed closure. Easy straight fit.
£269.00
  • Colour Light Yellow
Regular-fit blouse in stretch-silk satin
Regular-fit blouse in stretch-silk satin

Available Sizes

  • 8
  • 10
  • 14
  • 16
  • 18

Regular-fit blouse in stretch-silk satin

Create a host of workwear and occasion looks with the soft, lustrous silk of this BOSS Womenswear satin blouse. Regular fit, plus stretch for comfort.
£239.00
  • Colour Natural
Relaxed-fit blouse in sandwashed silk
Relaxed-fit blouse in sandwashed silk

Available Sizes

  • 4
  • 6
  • 8
  • 10
  • 12
  • 14
  • 16

Relaxed-fit blouse in sandwashed silk

With modern shoulder darts and a notch neckline, this BOSS Womenswear blouse offers tailored styling. Sandwashed silk with a weighty feel. Long sleeves.
£269.00
  • Colour Natural
Collarless regular-fit blouse in stretch silk
Collarless regular-fit blouse in stretch silk

Available Sizes

  • 10
  • 12
  • 14
  • 16

Collarless regular-fit blouse in stretch silk

A feminine blouse crafted in stretch-silk satin by BOSS Womenswear. This collarless piece is cut to a regular fit with gatherings at the neckline.
£269.00
  • Colour Light Beige
Regular-fit blouse in stretch silk
Regular-fit blouse in stretch silk

Available Sizes

  • 4
  • 6
  • 8
  • 10
  • 12
  • 14
  • 16

Regular-fit blouse in stretch silk

A BOSS Womenswear blouse in a regular fit. Made from lightweight, breathable stretch silk for all-day comfort. Perfect for transitioning from day to night.
£239.00
  • Colour Light Green
Low-top trainers with suede trims
Low-top trainers with suede trims

Available Sizes

  • 3
  • 4
  • 5
  • 6
  • 7
  • 8

Low-top trainers with suede trims

With a comfy insole and rich suede trims, these HUGO Womenswear trainers balance comfort and modern style. Zigzag details and stacked logo.
£159.00
Stretch-silk blouse with gathered details
Stretch-silk blouse with gathered details

Available Sizes

  • 4
  • 6
  • 8
  • 14
  • 16
  • 18

Stretch-silk blouse with gathered details

Offering natural thermo regulation, this adaptable BOSS Womenswear blouse is made in luxuriously soft silk with added stretch. Concealed closure. Easy straight fit.
£269.00
  • Colour Black
Stretch-silk blouse with gathered details
Stretch-silk blouse with gathered details

Available Sizes

  • 4
  • 6
  • 8
  • 10
  • 12
  • 14
  • 16
  • 18

Stretch-silk blouse with gathered details

Offering natural thermo regulation, this adaptable BOSS Womenswear blouse is made in luxuriously soft silk with added stretch. Concealed closure. Easy straight fit.
£269.00
  • Colour Natural
Stretch-silk blouse with gathered details
Stretch-silk blouse with gathered details

Available Sizes

  • 4
  • 6
  • 8
  • 10
  • 12
  • 14
  • 16
  • 18

Stretch-silk blouse with gathered details

Offering natural thermo regulation, this adaptable BOSS Womenswear blouse is made in luxuriously soft silk with added stretch. Concealed closure. Easy straight fit.
£269.00
  • Colour Brown
Sleeveless blouse in sandwashed silk with V neckline
Sleeveless blouse in sandwashed silk with V neckline

Available Sizes

  • 4
  • 6
  • 8
  • 10
  • 12
  • 14
  • 16

Sleeveless blouse in sandwashed silk with V neckline

Create a variety of looks with the modern V neckline of this straight-fit BOSS Womenswear blouse. Crafted in weighty yet soft sandwashed silk.
£199.00
  • Colour Green
Slim-fit T-shirt in cotton-silk blend with embroidered logo
Slim-fit T-shirt in cotton-silk blend with embroidered logo

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Slim-fit T-shirt in cotton-silk blend with embroidered logo

A slim-fit T-shirt by BOSS Womenswear, crafted from a soft cotton-silk blend for a luxurious feel. Features an embroidered double B logo at the chest.
£89.00
  • Colour Dark Blue

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