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Women's Preppy Outfits
(54)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
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
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
Available Sizes
- 4
- 6
- 8
- 10
- 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
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
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
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
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
Available Sizes
- 10
Sleeveless cowl-neck blouse in stretch silk
Crafted in a drapey blend of stretch silk, this BOSS Womenswear blouse is a versatile underpinning. Cowl neckline and sleeveless styling.
£199.00
Available Sizes
- XS
- S
- M
- L
- XL
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
Available Sizes
- 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
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
Available Sizes
- 4
- 6
- 8
- 10
- 12
- 14
- 16
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
Available Sizes
- XS
- L
- 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
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
Available Sizes
- 4
- 6
- 8
- 10
- 12
- 14
- 16
- 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
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
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.
£349.00
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
Available Sizes
- 4
- 6
- 8
- 10
- 12
- 14
- 16
- 18
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
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
Available Sizes
- 7
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
Available Sizes
- 2
- 3
- 4
- 5
- 6
- 7
- 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
Available Sizes
- 3
- 4
- 5
- 6
- 7
- 8
Low-top trainers with suede trims
Featuring suede trims and stacked logo details, these HUGO Womenswear trainers will go with any outfit. Comfort boosting insole. The leather used to make this product has been sourced from certified tanneries.
£139.00
Available Sizes
- 2
- 3
- 4
- 6
- 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
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
Available Sizes
- 3
- 4
- 5
- 6
- 7
- 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.
£389.00
Available Sizes
- 3
- 4
- 5
- 6
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
Available Sizes
- 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
Available Sizes
- 4
- 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
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
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
Available Sizes
- 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
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
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
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
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
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
Available Sizes
- 3
- 4
- 5
- 6
- 7
- 8
Colour-blocked trainers with logo details
Blocked in two tones and finishes for a modern look, these HUGO Womenswear trainers are so easy to style. Perforated toe and logo details.
£169.00
Available Sizes
- M
- L
Knitted top in stretch fabric with mixed structures
With its mixed structures and soft yarns, this BOSS Womenswear top is a chic option. Add the cardigan and trousers for a modern co-ord. This product contains at least 60% better raw materials. This product is partially made from recycled cellulose based fibres.
£89.00
Available Sizes
- 3
- 4
- 5
- 6
- 7
- 8
- 9
Leather loafers with rhinestones and satin
Combining sparkling rhinestones with soft satin, these BOSS Womenswear penny loafers make a chic statement. Smooth leather trims. Made in Portugal.
£229.00
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