Women's City Break Outfit

(40)

Explore women’s city break outfits designed for the modern traveler. From comfortable yet chic trousers and sleek jackets to dresses that transition effortlessly from day to night, these pieces offer style and practicality in one. Pair with sneakers for daytime exploration or switch to heels for dinner and drinks in the evening. Discover HUGO BOSS travelwear that makes city breaks unforgettable.

Show more
Filter Filter
Most Relevant Sorting
  • Most Relevant
  • Price (low-high)
  • Price (high-low)
Select filter Close section
Brand
Open Section
Brand Line
Open Section
Category
Open Section
Size
Open Section
Colour
Open Section
Fit
Open Section
Price Open Section
Gender
Open Section
Neckline
Open Section
SLEEVES
Open Section
Collar
Open Section
Season
Open Section
Stretch-jersey night dress with logo print

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Stretch-jersey night dress with logo print

Featuring a printed logo detail, this BOSS Womenswear night dress offers refined downtime comfort. Breathable, ultra soft stretch jersey.
£59.00
  • Colour Black
Printed mini dress with contrast piping
Printed mini dress with contrast piping

Available Sizes

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

Printed mini dress with contrast piping

With its modern print, ruching and piped details, this BOSS Womenswear dress creates an effortlessly elegant look. Keyhole neckline. Soft georgette fabric. This product contains at least 80% better raw materials.
£239.00
  • Colour Patterned
Sleeveless dress with geometric print
Sleeveless dress with geometric print

Available Sizes

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

Sleeveless dress with geometric print

In a flared silhouette, this sleeveless HUGO Womenswear dress has a modern geometric print all over. Rear zip with chunky golden puller.
£269.00
  • Colour Light Green
Blue-denim dress with Johnny collar
Blue-denim dress with Johnny collar

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Blue-denim dress with Johnny collar

Featuring chest pockets and a Johnny collar, this BOSS Womenswear shift dress has a 70s-inspired A-line profile. Blue cotton-blend denim. Rear cross pleat.
£179.00
  • Colour Dark Blue
Oversized-fit sweater dress with logo details
Oversized-fit sweater dress with logo details

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Oversized-fit sweater dress with logo details

A statement sweater dress by HUGO Womenswear. Cut to an oversized fit for an effortless silhouette, this funnel-neck sweater dress is knitted in soft yarns blended with wool for a cosy feel. Contrast logos and stripes add plenty of character to this urban design.
£239.00
  • Colour Beige
Slim-fit dress with piped waist
Slim-fit dress with piped waist

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Slim-fit dress with piped waist

With a form fitting shape, modern neckline and flattering piping, this BOSS Womenswear dress is an instant classic. Soft stretch jersey. Ideal for businesswear. This product contains at least 80% better raw materials.
£229.00
  • Colour Dark Blue
Cotton-blend jersey midi dress with stacked logo
Cotton-blend jersey midi dress with stacked logo

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Cotton-blend jersey midi dress with stacked logo

With a form-fitting, ribbed design, this flattering HUGO Womenswear tank-style dress features an embroidered stacked logo. Cotton-blend jersey with stretch for comfort.
£99.00
  • Colour Light Yellow
Cotton-poplin dress with drawcord waist
Cotton-poplin dress with drawcord waist

Available Sizes

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

Cotton-poplin dress with drawcord waist

In a loose shape that you can cinch with the waistline drawcord, this BOSS Womenswear dress is an easy daywear choice. Breathable cotton poplin.
£379.00
  • Colour White
Cotton-poplin shirt dress with eyelet belt
Cotton-poplin shirt dress with eyelet belt

Available Sizes

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

Cotton-poplin shirt dress with eyelet belt

With its balloon sleeves and eyelet tie belt, this BOSS Womenswear shirt dress strikes a modern note. Straight fit in super-soft cotton.
£199.00
  • Colour Beige
Long-length belted parka jacket in seersucker fabric

Available Sizes

  • XS
  • M
  • L

Long-length belted parka jacket in seersucker fabric

With ruching and a branded belt detail, this HUGO Womenswear parka jacket is a flattering way to repel the rain. Summery seersucker fabric. Unlined.
£319.00
  • Colour Beige
Equestrian water-repellent padded jacket in a bomber style
Equestrian water-repellent padded jacket in a bomber style

Available Sizes

  • S
  • M
  • L
  • XL

Equestrian water-repellent padded jacket in a bomber style

In a short length for comfort and flexibility in the saddle, this hooded BOSS Womenswear jacket has a modern bomber style. Water-repellent fabric with knitted trims and lightweight padding. Regular fit.
£239.00
  • Colour Light Brown
Bomber jacket in mixed fabrics
Bomber jacket in mixed fabrics

Available Sizes

  • 8
  • 10
  • 12
  • 14
  • 16

Bomber jacket in mixed fabrics

A casual essential, this BOSS Womenswear jacket is crafted in a mix of melange fabric blended with wool and tonal smooth material. Special zip puller.
£489.00
  • Colour Light Brown
Wrap-effect dress with buckle detail
Wrap-effect dress with buckle detail

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Wrap-effect dress with buckle detail

Featuring a wrap detail with a modern buckle trim, this HUGO Womenswear dress is effortlessly elegant. Lustrous jersey. Form fitting shape. This product contains at least 80% better raw materials.
£229.00
  • Colour Black
Water-repellent jacket with gathered waist
Water-repellent jacket with gathered waist

Available Sizes

  • 16

Water-repellent jacket with gathered waist

Cinching at the waist for a flattering silhouette, this BOSS Womenswear jacket is a must for trans-seasonal days. Laminated repellent fabric. Cosy zipped inner.
£429.00
  • Colour Light Brown
Split-rollneck sweater dress in a wool blend
Split-rollneck sweater dress in a wool blend

Available Sizes

  • XS
  • S
  • M
  • XL

Split-rollneck sweater dress in a wool blend

Knitted in a soft virgin wool blend, this relaxed BOSS Womenswear sweater dress strikes an effortless silhouette. Modern slit details at hem and rollneck.
£189.00
  • Colour Dark Blue
Knitted dress with shaped hemline
Knitted dress with shaped hemline

Available Sizes

  • XS
  • S
  • M
  • XXL

Knitted dress with shaped hemline

With its slim, bodycon fit and stretch knit, this BOSS Womenswear dress is a flattering daywear option. Shaped hemline with an elegant drape.
£289.00
  • Colour Black
Knitted dress with subtle sparkle
Knitted dress with subtle sparkle

Available Sizes

  • XS
  • S
  • M
  • L

Knitted dress with subtle sparkle

Create effortless everyday looks with this long-sleeved BOSS Womenswear dress. Knitted in stretch yarn with metallised fibres for subtle sparkle.
£229.00
  • Colour Dark Blue
Water-repellent parka jacket with detachable hood
Water-repellent parka jacket with detachable hood

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Water-repellent parka jacket with detachable hood

With a water repellent finish, cosy padding and a detachable hood, this HUGO Womenswear parka jacket is a savvy autumn/winter investment. Relaxed fit.
£319.00
  • Colour Black
BOSS Ski water-repellent parka jacket
BOSS Ski water-repellent parka jacket

Available Sizes

  • M
  • L
  • XL

BOSS Ski water-repellent parka jacket

Regular fit. Lightweight wadding. In two layered fabric with a water repellent finish, this women's BOSS Ski jacket keeps the elements at bay. Adjustable cuffs.
£1,195.00
  • Colour White
Water-repellent parka jacket with detachable sleeves and trim
Water-repellent parka jacket with detachable sleeves and trim

Available Sizes

  • XS
  • S
  • M
  • L

Water-repellent parka jacket with detachable sleeves and trim

With its removable sleeves and detachable faux-shearling trim at the hood, this relaxed-fit HUGO Womenswear parka is a transitional must. Inner logo straps.
£429.00
  • Colour Black
Cotton-jersey T-shirt dress with Happy HUGO logo
Cotton-jersey T-shirt dress with Happy HUGO logo

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Cotton-jersey T-shirt dress with Happy HUGO logo

Perfect for throwing on and heading out the door, this HUGO Womenswear T-shirt dress is easy to style. Embroidered with a Happy HUGO logo.
£89.00
  • Colour Black
Cotton-jersey T-shirt dress with Happy HUGO logo
Cotton-jersey T-shirt dress with Happy HUGO logo

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Cotton-jersey T-shirt dress with Happy HUGO logo

Embroidered with a Happy HUGO logo at the chest, this HUGO Womenswear T-shirt dress is created in breathable cotton jersey. Midi length.
£89.00
  • Colour Purple
Knitted dress with skipper collar
Knitted dress with skipper collar

Available Sizes

  • XS
  • S
  • L
  • XL
  • XXL

Knitted dress with skipper collar

A fresh daywear choice, this BOSS Womenswear dress is topped with a cleanly styled skipper collar. Knitted details accentuate the waist.
£269.00
  • Colour Dark Blue
Cotton-blend jersey midi dress with stacked logo
Cotton-blend jersey midi dress with stacked logo

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Cotton-blend jersey midi dress with stacked logo

A slim-fitting sleeveless dress by HUGO Womenswear, cut to a long length in a ribbed stretch blend with a side slit and stacked logo.
£99.00
  • Colour Black
Cap-sleeve jersey dress with logo detail
Cap-sleeve jersey dress with logo detail

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Cap-sleeve jersey dress with logo detail

In a relaxed fit with side slits, this BOSS Womenswear dress is cut in stretch jersey made from a cotton blend. Handwritten logo detail. This product contains at least 80% better raw materials. This product is partially made with recycled cotton.
£99.00
  • Colour Black
Jersey dress with rear drape detail
Jersey dress with rear drape detail

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Jersey dress with rear drape detail

With its form fitting, T shirt style, this BOSS Womenswear dress is effortlessly chic. Soft matte jersey. Flattering drape detail at the back waist. This product contains at least 80% better raw materials.
£239.00
  • Colour Dark Blue
Slim-fit dress in stretch cotton with embossed logo
Slim-fit dress in stretch cotton with embossed logo

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Slim-fit dress in stretch cotton with embossed logo

With tank styling and an embossed logo, this HUGO Womenswear dress is cut in ribbed stretch cotton for form-fitting appeal. Acid wash. Scoop neckline.
£119.00
  • Colour Light Grey
Knitted dress with silicone logo badge
Knitted dress with silicone logo badge

Available Sizes

  • XS
  • S

Knitted dress with silicone logo badge

Create effortless looks with the oversized fit and soft, compact knit of this HUGO Womenswear dress. Stretch material. Silicone logo badge. Mock neckline.
£159.00
  • Colour Black
Skater-style knitted dress with lace-stitch detailing
Skater-style knitted dress with lace-stitch detailing

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Skater-style knitted dress with lace-stitch detailing

With cut outs and lace stitching accentuating the upper body, this BOSS Womenswear knitted dress can be styled up or down. Flirty skater-style silhouette.
£289.00
  • Colour Black
Midi-length dress in crinkle satin
Midi-length dress in crinkle satin

Available Sizes

  • 6
  • 12
  • 14
  • 16

Midi-length dress in crinkle satin

With flattering elasticated and gathered details, this BOSS Womenswear dress creates an effortless look. Crinkle satin with deep V neckline.
£199.00
  • Colour Dark Grey
Wrap-front denim-look dress with balloon sleeves
Wrap-front denim-look dress with balloon sleeves

Available Sizes

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

Wrap-front denim-look dress with balloon sleeves

Balloon sleeves. This product contains at least 80% better raw materials. The wrap design and belted closure of this relaxed BOSS Womenswear mini dress gives it an effortless look. Soft denim effect fabric.
£199.00
  • Colour Blue
Tweed-striped dress in a cotton blend
Tweed-striped dress in a cotton blend

Available Sizes

  • 8
  • 10
  • 12
  • 14
  • 16

Tweed-striped dress in a cotton blend

With flattering cutlines and characterful tweed stripes, this BOSS Womenswear dress is the perfect business option. Crafted in a comfortable cotton-rich blend. Keyhole detail.
£389.00
  • Colour Patterned
Bouclé dress with gold-tone buttons
Bouclé dress with gold-tone buttons

Available Sizes

  • 6
  • 8
  • 10
  • 12
  • 14

Bouclé dress with gold-tone buttons

With its bouclé fabric and gold-tone metal shank buttons, this mini HUGO Womenswear dress is an instant classic. Padded shoulders. Flattering hourglass shape.
£289.00
  • Colour Dark Blue
Cotton-blend jacket with all-over logo pattern
Cotton-blend jacket with all-over logo pattern

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Cotton-blend jacket with all-over logo pattern

Cut in a comfy cotton-rich blend, this HUGO Womenswear zipped jacket delivers contemporary loungewear styling. Textured terry logos. Team with the matching tracksuit bottoms.
£99.00
  • Colour Light Brown
Slim-fit jersey dress with gathered details

Available Sizes

  • S
  • M
  • L

Slim-fit jersey dress with gathered details

In drapey jersey with gathered details, this effortless BOSS Womenswear dress has a figure flattering A line silhouette. Soft body lining.
£229.00
  • Colour Dark Brown
Regular-fit collarless jacket with drawstring waist
Regular-fit collarless jacket with drawstring waist

Available Sizes

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

Regular-fit collarless jacket with drawstring waist

Single button closure. This product contains at least 80% better raw materials. Crafted in soft and smooth fabric, this BOSS Womenswear jacket features a drawstring for accentuating the waist. Cut to a regular fit.
£269.00
  • Colour Dark Brown
Mercerised-cotton dress with cowl neckline
Mercerised-cotton dress with cowl neckline

Available Sizes

  • XS
  • S
  • M
  • XL

Mercerised-cotton dress with cowl neckline

In a slim fit with side slits, this BOSS Womenswear dress has an elegant cowl neckline and a waist cinching belt. Extra soft mercerised cotton.
£199.00
  • Colour Black
Slim-fit dress with gathered details
Slim-fit dress with gathered details

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Slim-fit dress with gathered details

With its modern neckline and slim fit, this BOSS Womenswear dress is crafted in soft, drapey jersey for a flattering effect. Contemporary gathered details.
£289.00
  • Colour Light Blue
Knitted dress with subtle sparkle
Knitted dress with subtle sparkle

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Knitted dress with subtle sparkle

Create effortless everyday looks with this long-sleeved BOSS Womenswear dress. Knitted in stretch yarn with metallised fibres for subtle sparkle.
£229.00
  • Colour White
Plissé dress with sheer sleeves
Plissé dress with sheer sleeves

Available Sizes

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

Plissé dress with sheer sleeves

Featuring long, sheer sleeves, this BOSS Womenswear dress creates an effortlessly elegant look. Plissé pleats on light woven fabric. Keyhole detail at the back. This product contains at least 80% better raw materials.
£289.00
  • Colour Light Blue

Recommendations

Festival Outfits Rave Outfits Women's Holiday Outfits Women's Shirts Men's Holiday Outfits Women's Trainers Sale Cropped Trousers Brown Leather Shoes Women's Winter Clothing Elastane jeans for men