Women's Preppy Outfits

(60)

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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Half-pleated mini skirt in blue rigid denim
Half-pleated mini skirt in blue rigid denim

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Half-pleated mini skirt in blue rigid denim

Washed to an authentic blue with embroidered motifs, this HUGO Womenswear mini skirt is made in rigid cotton denim. Half pleats for a modern silhouette.
£89.00
  • color Blue
Pleated mini skirt in checked cotton twill
Pleated mini skirt in checked cotton twill

Available Sizes

  • 8
  • 10
  • 12
  • 14

Pleated mini skirt in checked cotton twill

Create modern looks with the fresh check of this HUGO Womenswear pleated mini skirt. Straight fit in soft cotton. Chunky side zip. Happy HUGO logo.
£89.00
  • color Light Blue
Mini skirt in pinstripe flannel
Mini skirt in pinstripe flannel

Available Sizes

  • 4
  • 6
  • 8
  • 10
  • 12

Mini skirt in pinstripe flannel

Create a host of looks with this HUGO Womenswear mini skirt. Crafted in stretch flannel with a classic pinstripe and deep pleats. Stacked-logo charm.
£169.00
  • color Beige
-38%
Pleat-front cargo skirt in cotton twill
Pleat-front cargo skirt in cotton twill

Available Sizes

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

Pleat-front cargo skirt in cotton twill

A contemporary skirt with open front pleats by HUGO Womenswear. Crafted in soft twill, this piece features cargo pockets for utilitarian edge. This product is made with organic cotton. Our organic standards do not allow the use of synthetic fertilisers, pesticides or genetically modified seeds.
£79.00 £49.00
  • color Beige
Pleated mini skirt in melange stretch flannel

Available Sizes

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

Pleated mini skirt in melange stretch flannel

Ideal teamed with the matching blazer, this straight-fit HUGO Womenswear skirt is cut in pleated melange flannel with stretch. Side zip with logo puller.
£179.00
  • color Light Grey
-42%
Pleat-front skirt with buttoned waist
Pleat-front skirt with buttoned waist

Available Sizes

  • 4

Pleat-front skirt with buttoned waist

With twin pleats at the front, this BOSS Womenswear skirt embraces a fresh silhouette. Stretch material, hardware buttons at the waist. 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.
£189.00 £109.00
  • color Dark Blue
-32%
Equestrian cropped sweater in wool and cashmere
Equestrian cropped sweater in wool and cashmere

Available Sizes

  • XS
  • S
  • M
  • 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 £149.00
  • color Brown
-45%
Cropped-sleeve knitted sweater in a textured wool blend
Cropped-sleeve knitted sweater in a textured wool blend

Available Sizes

  • L

Cropped-sleeve knitted sweater in a textured wool blend

Fluffy yet breathable, this versatile BOSS Womenswear sweater is knitted in a textured wool blend with fine ribbing. Crew neckline. Cropped sleeves.
£179.00 £99.00
  • color Light Blue
Long-sleeved blouse in silk organza
Long-sleeved blouse in silk organza

Available Sizes

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

Long-sleeved blouse in silk organza

Topped with a point collar, this BOSS Womenswear blouse puts a fresh twist on a tailored favourite. Crafted in finest silk organza. Double B monogram.
£269.00
  • color Light Grey
Regular-fit blouse in stretch silk
Regular-fit blouse in stretch silk

Available Sizes

  • 10
  • 12
  • 14
  • 16

Regular-fit blouse in stretch silk

With a keyhole detail and gatherings at the neckline, this tailored BOSS Womenswear blouse is a contemporary choice. Luxurious stretch silk. Straight fit.
£239.00
  • color light pink
-39%
V-neck top with knitted structure
V-neck top with knitted structure

Available Sizes

  • XS
  • S
  • 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 £109.00
  • color Natural
-50%
Sleeveless knitted top with V neckline
Sleeveless knitted top with V neckline

Available Sizes

  • M
  • L

Sleeveless knitted top with V neckline

V neckline. This product is made with cellulose fibres, derived from natural raw wood material and sourced from responsibly managed forests.
£129.00 £65.00
  • color Light Beige
-35%
V-neck knitted cardigan in virgin wool
V-neck knitted cardigan in virgin wool

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

V-neck knitted cardigan in virgin wool

A versatile cardigan knitted in super-fine yarns by BOSS Womenswear. This V-neck style is trimmed with stretch ribbing and a three-button closure. This product is made with responsibly sourced wool. For us, responsibly sourced means mulesing free, and meeting the standards of the Five Freedoms of animal welfare.
£199.00 £129.00
  • color Red
V-neck knitted sweater with degradé effect

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

V-neck knitted sweater with degradé effect

With a modern degradé effect, this BOSS Womenswear sweater has an intricate open knit to refresh your layers. Blended with wool and alpaca. V neckline.
£189.00
  • color Red
-40%
V-neck sweater in floral knitted jacquard
V-neck sweater in floral knitted jacquard

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

V-neck sweater in floral knitted jacquard

This BOSS Womenswear sweater offers effortless style, with dropped shoulders for a relaxed silhouette. Knitted with soft textured wool in a lightweight floral jacquard.
£199.00 £119.00
  • color Light Blue
-45%
Regular-fit blouse with draped neckline
Regular-fit blouse with draped neckline

Available Sizes

  • 16

Regular-fit blouse with draped neckline

With a draped neckline, this BOSS Womenswear blouse is a clean formal foundation. Cleanly concealed placket.
£289.00 £159.00
  • color White
-31%
Sleeveless knitted top with cut-out details
Sleeveless knitted top with cut-out details

Available Sizes

  • S
  • M
  • L
  • XL

Sleeveless knitted top with cut-out details

A V-neck top by BOSS Womenswear, knitted in stretch fabric featuring a ribbed structure and cut-out details. 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.
£159.00 £109.00
  • color Natural
-50%
Short-sleeved knit polo in wool-blend
Short-sleeved knit polo in wool-blend

Available Sizes

  • XS
  • S
  • M
  • L

Short-sleeved knit polo in wool-blend

A short-sleeved sweater by BOSS, crafted in temperature-regulating and moisture-wicking fabric. This versatile top features a polo collar and button placket. This product is made with responsibly sourced wool. For us, responsibly sourced means mulesing free, and meeting the standards of the Five Freedoms of animal welfare.
£179.00 £89.00
  • color Light Grey
Crew-neck cardigan in merino wool with stacked logo

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Crew-neck cardigan in merino wool with stacked logo

Layer this versatile HUGO Womenswear cardigan over everyday looks for comfort and style. Temperature regulating merino wool. For us, responsibly sourced means mulesing free, and meeting the standards of the Five Freedoms of animal welfare.
£169.00
  • color White
-46%
Platform trainers with suede trims
Platform trainers with suede trims

Available Sizes

  • 3
  • 4

Platform trainers with suede trims

Platform trainers by HUGO Womenswear, set on a chunky rubber outsole. Featuring signature trims, this lace-up pair is detailed with suede accents.
£139.00 £75.00
  • color White
Platform trainers in patent faux leather
Platform trainers in patent faux leather

Available Sizes

  • 3
  • 4
  • 5
  • 6
  • 7
  • 8

Platform trainers in patent faux leather

Ideal with any outfit, these HUGO Womenswear trainers are made in glossy synthetic coated fabric. Tonal patched heel logo. Modern pumped-up outsole. 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.
£169.00
  • color White
-41%
Mixed-material trainers with logo details
Mixed-material trainers with logo details

Available Sizes

  • 4
  • 5
  • 6
  • 7
  • 8

Mixed-material trainers with logo details

Statement trainers crafted in a combination of materials by HUGO Womenswear. Fusing a sporty look with contemporary style, this pair is detailed with branding throughout.
£169.00 £99.00
  • color White
-34%
Low-top trainers with logo flag
Low-top trainers with logo flag

Available Sizes

  • 5
  • 6

Low-top trainers with logo flag

With canvas-look uppers, these HUGO Womenswear trainers will complement every outfit. Some colourways are topped with degradé laces.
£119.00 £79.00
  • color White
-34%
Low-top trainers with logo flag
Low-top trainers with logo flag

Available Sizes

  • 4
  • 6

Low-top trainers with logo flag

With canvas-look uppers, these HUGO Womenswear trainers will complement every outfit. Some colourways are topped with degradé laces.
£119.00 £79.00
  • color 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
  • color White
-40%
Lace-up trainers in leather with logo details
Lace-up trainers in leather with logo details

Available Sizes

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

Lace-up trainers in leather with logo details

Low-top trainers with a lace-up closure by BOSS, shaped in nappa leather featuring logo details on the side and backtab.
£199.00 £119.00
  • color White
TTNM EVO trainers with knitted uppers and suede trims
TTNM EVO trainers with knitted uppers and suede trims

Available Sizes

  • 5
  • 7
  • 8

TTNM EVO trainers with knitted uppers and suede trims

With knitted uppers and rich suede trims, these BOSS Womenswear trainers add sporty elegance to any look. Contemporary ridged outsole for cushioning support.
£199.00
  • color White
Leather lace-up trainers with suede trims
Leather lace-up trainers with suede trims

Available Sizes

  • 3
  • 4
  • 5
  • 6
  • 7
  • 8

Leather lace-up trainers with suede trims

Modern leather trainers with a low profile by BOSS. Designed with suede trims these shoes feature brand detailing.
£209.00
  • color White
-44%
Relaxed-fit blouse in Italian silk
Relaxed-fit blouse in Italian silk

Available Sizes

  • 12

Relaxed-fit blouse in Italian silk

A relaxed-fit blouse by BOSS Womenswear. Featuring an elegant chain detail at the collar, this piece is crafted in finest Italian silk.
£429.00 £239.00
  • color Natural
Collarless regular-fit blouse in stretch silk
Collarless regular-fit blouse in stretch silk

Available Sizes

  • 4
  • 6
  • 8
  • 10
  • 12
  • 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.
£239.00
  • color Blue
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.
£169.00
  • color White
Regular-fit blouse in stretch silk
Regular-fit blouse in stretch silk

Available Sizes

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

Regular-fit blouse in stretch silk

Cut to a straight fit with a collar detail, this BOSS Womenswear blouse is crafted in drapey satin made from stretch silk. Modern wrap front.
£229.00
  • color light pink
-45%
Cropped bomber jacket with faux-leather sleeves
Cropped bomber jacket with faux-leather sleeves

Available Sizes

  • 6
  • 8
  • 12

Cropped bomber jacket with faux-leather sleeves

This varsity-style HUGO Womenswear bomber jacket has embroidered branding for signature appeal. It's blended with wool and features sleeves in tonal 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.
£289.00 £159.00
  • color Black
-29%
Ruched-neck blouse in stretch-silk crepe de Chine
Ruched-neck blouse in stretch-silk crepe de Chine

Available Sizes

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

Ruched-neck blouse in stretch-silk crepe de Chine

An opaque blouse in luxurious stretch-silk crepe de Chine by BOSS Womenswear, with a ruched neckline, concealed closure and rear logo trim.
£239.00 £169.00
  • color Black
-29%
Ruched-neck blouse in stretch-silk crepe de Chine
Ruched-neck blouse in stretch-silk crepe de Chine

Available Sizes

  • 10
  • 14
  • 16
  • 18
  • 20
  • 22

Ruched-neck blouse in stretch-silk crepe de Chine

An opaque blouse in luxurious stretch-silk crepe de Chine by BOSS Womenswear, with a ruched neckline, concealed closure and rear logo trim.
£239.00 £169.00
  • color White
-41%
Relaxed-fit blouse in stretch silk with keyhole neckline
Relaxed-fit blouse in stretch silk with keyhole neckline

Available Sizes

  • 8
  • 12
  • 16

Relaxed-fit blouse in stretch silk with keyhole neckline

A relaxed-fit blouse by BOSS Womenswear. Featuring a keyhole neckline with a hardware-tipped tie, this piece is crafted in stretch silk.
£269.00 £159.00
  • color Light Blue
Collarless regular-fit blouse in stretch silk
Collarless regular-fit blouse in stretch silk

Available Sizes

  • 4
  • 6
  • 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.
£239.00
  • color Black
-33%
Collarless regular-fit blouse in stretch silk
Collarless regular-fit blouse in stretch silk

Available Sizes

  • 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.
£239.00 £159.00
  • color light pink
Knitted vest top with layered design
Knitted vest top with layered design

Available Sizes

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

Knitted vest top with layered design

Blended with soft wool and alpaca, this BOSS Womenswear vest top is a versatile casual option. Two-tone layered design. Knitted structure.
£129.00
  • color 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.
£239.00
  • color Natural