Women's Preppy Outfits
(53)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.
Available Sizes
- XS
- S
- M
- L
- XL
Half-pleated mini skirt in blue rigid denim
Available Sizes
- 8
- 10
- 12
- 14
Pleated mini skirt in checked cotton twill
Available Sizes
- 4
- 6
- 8
- 10
- 12
- 16
Pleat-front cargo skirt in cotton twill
Available Sizes
- 6
- 8
- 10
- 12
Mini skirt in pinstripe flannel
Available Sizes
- 4
- 6
- 8
- 10
- 12
- 14
- 16
Pleated mini skirt in melange stretch flannel
Available Sizes
- XS
- S
- M
- L
- XL
Equestrian cropped sweater in wool and cashmere
Available Sizes
- L
Equestrian cardigan with knitted pattern
Available Sizes
- 10
Sleeveless cowl-neck blouse in stretch silk
Available Sizes
- XS
- S
- M
- L
- XL
Relaxed-fit cardigan in furry yarn
Available Sizes
- 14
- 16
Regular-fit blouse in stretch silk
Available Sizes
- XS
- S
- M
- L
- XL
Crew-neck cardigan in merino wool with stacked logo
Available Sizes
- 6
- 8
- 10
- 12
- 14
- 16
Long-sleeved blouse in silk organza
Available Sizes
- 4
- 6
- 8
- 10
- 12
- 14
- 16
Regular-fit blouse in stretch silk
Available Sizes
- 4
- 6
- 8
- 10
- 12
- 14
- 16
- 18
Relaxed-fit blouse in sand-washed silk
Available Sizes
- XS
- L
- XXL
V-neck top with knitted structure
Available Sizes
- XS
- S
- M
- L
- XL
V-neck knitted sweater with degradé effect
Available Sizes
- L
Sleeveless knitted top with V neckline
Available Sizes
- XS
- S
- M
- L
- XL
- XXL
Relaxed-fit cardigan in cashmere with ribbed trims
Available Sizes
- 4
- 6
- 8
- 10
- 12
- 14
- 16
- 18
Regular-fit tuxedo-inspired blouse with pintuck pleats
Available Sizes
- S
- M
- L
- XL
Sleeveless knitted top with cut-out details
Available Sizes
- 3
- 4
- 5
- 6
- 7
- 8
Platform trainers in patent faux leather
Available Sizes
- 7
TTNM EVO trainers with knitted uppers and suede trims
Available Sizes
- 2
- 3
- 4
- 5
- 7
- 8
- 9
Leather trainers with embossed logo
Available Sizes
- 3
- 4
- 5
- 6
- 7
- 8
Low-top trainers with suede trims
Available Sizes
- 2
- 3
- 4
- 6
- 8
- 9
Lace-up trainers in leather with logo details
Available Sizes
- 3
- 4
- 5
- 6
- 7
- 8
Mixed-material lace-up trainers with counter logo
Available Sizes
- 4
- 5
- 6
- 7
- 8
- 9
Leather trainers with inner wedge
Available Sizes
- 3
- 4
- 5
- 6
Leather lace-up trainers with suede trims
Available Sizes
- 8
- 16
Collarless regular-fit blouse in stretch silk
Available Sizes
- 6
- 8
- 10
- 12
- 16
- 18
Regular-fit blouse in stretch silk
Available Sizes
- 2
- 3
- 4
- 5
- 6
- 7
- 8
- 9
Cupsole trainers in leather with logo details
Available Sizes
- 14
- 16
- 18
- 20
- 22
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
Available Sizes
- 4
- 6
- 8
- 10
- 12
- 14
- 16
- 18
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
Available Sizes
- XS
- S
- M
- L
- XL
- XXL
Knitted vest top with layered design
Available Sizes
- M
- L
Knitted top in stretch fabric with mixed structures
Available Sizes
- 3
- 4
- 5
- 6
- 7
- 8
Colour-blocked trainers with logo details
Available Sizes
- 3
- 4
- 5
- 6
- 7
- 8
- 9
Leather loafers with rhinestones and satin
Available Sizes
- 3
- 4
- 5
- 6
- 7
- 8
Leather loafers with buckled strap
40 products out of 53