Women's Preppy Outfits

(35)

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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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
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
Regular-fit blazer in cotton-blend bouclé
Regular-fit blazer in cotton-blend bouclé

Available Sizes

  • 4
  • 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
Regular-fit blouse in stretch-silk satin
Regular-fit blouse in stretch-silk satin

Available Sizes

  • 4
  • 6
  • 8
  • 10
  • 12
  • 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 White
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
Relaxed-fit sweater in virgin wool with Aran knit
Relaxed-fit sweater in virgin wool with Aran knit

Available Sizes

  • XS
  • S
  • M

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
Regular-fit blouse in sandwashed silk with tie neck
Regular-fit blouse in sandwashed silk with tie neck

Available Sizes

  • 16
  • 18

Regular-fit blouse in sandwashed silk with tie neck

Crafted in elevated sandwashed silk, this regular-fit BOSS Womenswear blouse is perfect for work or special occasions. Feminine bow tie collar.
£239.00
  • Colour Black
Regular-fit blouse in sandwashed silk with tie neck
Regular-fit blouse in sandwashed silk with tie neck

Available Sizes

  • 4
  • 8
  • 16

Regular-fit blouse in sandwashed silk with tie neck

Crafted in elevated sandwashed silk, this regular-fit BOSS Womenswear blouse is perfect for work or special occasions. Feminine bow tie collar.
£239.00
  • Colour White
Collarless regular-fit blouse in stretch silk
Collarless regular-fit blouse in stretch silk

Available Sizes

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

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 Black
Collarless regular-fit blouse in stretch silk
Collarless regular-fit blouse in stretch silk

Available Sizes

  • 4
  • 6
  • 8
  • 10
  • 12
  • 14
  • 16
  • 18
  • 20
  • 22

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 Natural
Collarless regular-fit blouse in stretch silk
Collarless regular-fit blouse in stretch silk

Available Sizes

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

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 pink
Sleeveless top in stretch silk
Sleeveless top in stretch silk

Available Sizes

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

Sleeveless top in stretch silk

Create a variety of everyday looks with the soft stretch silk and regular fit of this BOSS Womenswear top. Scoop neckline and side slits. For certain materials, like wool, we mix recycled and virgin content so we can provide a high quality product.
£189.00
  • Colour White
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 sandwashed silk with adjustable cuffs
Regular-fit blouse in sandwashed silk with adjustable cuffs

Available Sizes

  • 12
  • 14

Regular-fit blouse in sandwashed silk with adjustable cuffs

With its mandarin collar and concealed closure, this BOSS Womenswear blouse is a cleanly styled option. Straight fit in fluid sandwashed silk. Versatile buttoned cuffs.
£289.00
  • 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 White
Collarless regular-fit blouse in stretch silk
Collarless regular-fit blouse in stretch silk

Available Sizes

  • 4
  • 8
  • 10
  • 12
  • 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 Dark Blue
Regular-fit T-shirt with stretch-silk front
Regular-fit T-shirt with stretch-silk front

Available Sizes

  • XS
  • S
  • M
  • XL

Regular-fit T-shirt with stretch-silk front

Easy to style for business or leisure, this regular fit BOSS Womenswear T shirt features a stretch silk front. Sleeves and back in soft touch fabric.
£159.00
  • Colour Natural
Equestrian cardigan with knitted pattern
Equestrian cardigan with knitted pattern

Available Sizes

  • M
  • L
  • XL

Equestrian cardigan with knitted pattern

With large buttons and a statement pattern inspired by Norwegian styles, this regular-fit BOSS Womenswear cardigan will be your favourite way to layer this season. Blended with soft, breathable cotton.
£159.00
  • Colour White
Tie-front rib-knit cardigan with balloon sleeves
Tie-front rib-knit cardigan with balloon sleeves

Available Sizes

  • XS
  • S
  • M
  • L

Tie-front rib-knit cardigan with balloon sleeves

In a modern, voluminous shape with a tie front, this BOSS Womenswear cardigan is knitted with a chunky ribbed structure. Blended with cotton and wool.
£229.00
  • Colour White
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 Natural
Collarless regular-fit blouse in stretch silk
Collarless regular-fit blouse in stretch silk

Available Sizes

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

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 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
Wide-neck knitted vest top with contrast piping
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
Knitted cardigan with rear button closure
Knitted cardigan with rear button closure

Available Sizes

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

Knitted cardigan with rear button closure

Dramatic deep V at the rear with faux horn buttons. High neckline. This style was showcased on the BOSS Summer 26 Fashion Show runway in Milan. This product contains at least 80% better raw materials.
£229.00
  • Colour White
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
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
Leather trainers with embossed logos
Leather trainers with embossed logos

Available Sizes

  • 2
  • 3
  • 4
  • 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

  • 3
  • 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
Grained-leather biker jacket with zips and studs
Grained-leather biker jacket with zips and studs

Available Sizes

  • 6
  • 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
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
Low-top trainers with leather and suede
Low-top trainers with leather and suede

Available Sizes

  • 3
  • 4
  • 5
  • 6
  • 7

Low-top trainers with leather and suede

Complete any look with the low profile and distinctive zigzag detailing of these HUGO Womenswear trainers. Stacked logo. Leather and suede details. Comfort insole.
£139.00
  • 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