Women's Preppy Outfits

(71)

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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-45%
Pleated mini skirt in checked cotton twill
Pleated mini skirt in checked cotton twill

Available Sizes

  • 10
  • 12

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 £49.00
  • Colour Light Blue
-45%
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 £49.00
  • Colour Blue
-51%
Pleat-front cargo skirt in cotton twill
Pleat-front cargo skirt in cotton twill

Available Sizes

  • 4
  • 6
  • 12
  • 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 £39.00
  • Colour Beige
-50%
Mini skirt in pinstripe flannel
Mini skirt in pinstripe flannel

Available Sizes

  • 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 £85.00
  • Colour Beige
Pleat-front skirt with belt
Pleat-front skirt with belt

Available Sizes

  • 6
  • 8
  • 10
  • 14
  • 16

Pleat-front skirt with belt

Create effortless modern silhouettes with the pleat front of this stretch-twill BOSS Womenswear skirt. Mouliné effect. Integrated tie belt.
£269.00
  • Colour Light Grey
-28%
Pleated mini skirt in melange stretch flannel
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 £129.00
  • Colour Light Grey
-32%
Equestrian cropped sweater in wool and cashmere
Equestrian cropped sweater in wool and cashmere

Available Sizes

  • XS
  • 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
  • Colour Brown
-46%
Regular-fit blouse in stretch silk
Regular-fit blouse in stretch silk

Available Sizes

  • 14

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 £129.00
  • Colour light pink
-48%
Collarless regular-fit blouse in stretch silk
Collarless regular-fit blouse in stretch silk

Available Sizes

  • 6
  • 8

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 £139.00
  • Colour Dark Red
Regular-fit blouse in sandwashed silk with adjustable cuffs
Regular-fit blouse in sandwashed silk with adjustable cuffs

Available Sizes

  • 10
  • 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
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
-44%
Regular-fit blouse in stretch silk
Regular-fit blouse in stretch silk

Available Sizes

  • 6
  • 8
  • 10
  • 12

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 £129.00
  • Colour White
-48%
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 £119.00
  • Colour light pink
-42%
Relaxed-fit blouse in sand-washed silk
Relaxed-fit blouse in sand-washed silk

Available Sizes

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

Relaxed-fit blouse in sand-washed silk

Crafted in soft, sand-washed silk with a fluid drape, this BOSS Womenswear blouse has half-buttoned sleeves for an adaptable look. Relaxed fit.
£289.00 £169.00
  • Colour Natural
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
-41%
Collarless regular-fit blouse in stretch silk
Collarless regular-fit blouse in stretch silk

Available Sizes

  • 6
  • 8
  • 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 £159.00
  • Colour Light Beige
Collarless regular-fit blouse in stretch silk
Collarless regular-fit blouse in stretch silk

Available Sizes

  • 4
  • 6
  • 8
  • 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 Blue
-19%
Equestrian cardigan with knitted pattern
Equestrian cardigan with knitted pattern

Available Sizes

  • XS
  • S
  • 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 £129.00
  • Colour White
Sleeveless top in stretch silk
Sleeveless top in stretch silk

Available Sizes

  • 8
  • 10
  • 12
  • 14

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

  • 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 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.
£169.00
  • Colour Natural
-29%
Relaxed-fit cardigan in furry yarn
Relaxed-fit cardigan in furry yarn

Available Sizes

  • XS
  • M
  • L

Relaxed-fit cardigan in furry yarn

Layer this buttoned HUGO Womenswear cardigan over any look for a touch of cosy luxury. Furry yarn. Relaxed fit. Swirled logo embroidery.
£139.00 £99.00
  • Colour White
V-neck top with knitted structure
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
-42%
V-neck knitted sweater with degradé effect
V-neck knitted sweater with degradé effect

Available Sizes

  • XS

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 £109.00
  • Colour Red
-30%
Crew-neck cardigan in merino wool with stacked logo
Crew-neck cardigan in merino wool with stacked logo

Available Sizes

  • 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 £119.00
  • Colour White
-30%
Long-sleeved blouse in silk organza
Long-sleeved blouse in silk organza

Available Sizes

  • 6
  • 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 £189.00
  • Colour Light Grey
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
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
-50%
Sleeveless knitted top with cut-out details
Sleeveless knitted top with cut-out details

Available Sizes

  • 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 £79.00
  • Colour Natural
-50%
Short-sleeved knit polo in wool-blend

Available Sizes

  • XS
  • S

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
  • Colour Light Grey
-40%
Relaxed-fit cardigan in cashmere with ribbed trims
Relaxed-fit cardigan in cashmere with ribbed trims

Available Sizes

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

Relaxed-fit cardigan in cashmere with ribbed trims

Layer with luxury in the cashmere knit of this BOSS Womenswear cardigan. Cut to a laid-back fit with cashmere-blend ribbed trims. Buttoned closure.
£379.00 £229.00
  • Colour White
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
-40%
Regular-fit tuxedo-inspired blouse with pintuck pleats
Regular-fit tuxedo-inspired blouse with pintuck pleats

Available Sizes

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

Regular-fit tuxedo-inspired blouse with pintuck pleats

Whether worn with denim or tailoring, this regular fit BOSS Womenswear blouse adds effortless elegance with tuxedo styling. Semi sheer fabric featuring silk and wool.
£199.00 £119.00
  • Colour Black
-40%
Lace-up trainers in leather with logo details
Lace-up trainers in leather with logo details

Available Sizes

  • 2
  • 3
  • 4
  • 8

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
  • Colour White
-50%
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 £85.00
  • Colour White
-38%
Leather lace-up trainers with suede trims
Leather lace-up trainers with suede trims

Available Sizes

  • 3

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 £129.00
  • Colour White

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