Women's City Break Outfit

(42)

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
SLEEVES
Open Section
Neckline
Open Section
Collar
Open Section
One-shoulder dress with floral print
One-shoulder dress with floral print

Available Sizes

  • 8

One-shoulder dress with floral print

Featuring a summery macro floral print, this BOSS Womenswear dress is crafted in lightweigth fabric with flowing movement. One shoulder styling. Scarf detailing at back. This product contains at least 80% better raw materials.
£429.00
  • Colour Patterned
Stretch-jersey night dress with logo print
Stretch-jersey night dress with logo print

Available Sizes

  • XS
  • S
  • 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
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
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
Stretch-jersey night dress with logo print
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 Light Purple
Relaxed-fit leather jacket with trench styling
Relaxed-fit leather jacket with trench styling

Available Sizes

  • 14
  • 16

Relaxed-fit leather jacket with trench styling

Crafted in rich leather, this BOSS Womenswear jacket has a classic trench-inspired silhouette. Inner drawcord for an adjustable profile. Hidden press studs. Relaxed fit.
£545.00
  • Colour Dark Brown
Regular-fit coat with asymmetric zip
Regular-fit coat with asymmetric zip

Available Sizes

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

Regular-fit coat with asymmetric zip

The asymmetric front zip updates this elegant HUGO Womenswear coat. Regular fit for layering over everyday looks. Blended with soft wool. Large stand collar.
£389.00
  • Colour Light Brown
Slim-fit dress with gathered details
Slim-fit dress with gathered details

Available Sizes

  • S
  • M
  • L

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 Purple
Cap-sleeve jersey dress with logo detail

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Cap-sleeve jersey dress with logo detail

In a soft, stretch blend with side slits, this BOSS Womenswear dress is a simple throwover option. Handwritten BOSS logo at the chest.
£99.00
  • Colour Light Beige
Slim-fit jersey dress with gathered details
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
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
Halterneck dress with plissé pleats
Halterneck dress with plissé pleats

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Halterneck dress with plissé pleats

With a halterneck design, this BOSS Womenswear dress offers laid-back elegance. Shimmery jersey fabric with plissé pleats for movement. Straps in woven crepe.
£239.00
  • Colour Light Beige
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
Shirt dress in striped cotton poplin
Shirt dress in striped cotton poplin

Available Sizes

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

Shirt dress in striped cotton poplin

With a tie-up belt and cropped sleeves, this BOSS Womenswear shirt dress flatters all body shapes. Crafted in cotton poplin with stripes. Regular fit.
£349.00
  • Colour Patterned
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
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
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
Printed mini dress with contrast piping
Printed mini dress with contrast piping

Available Sizes

  • 6
  • 8
  • 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
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
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
Knitted dress with subtle sparkle
Knitted dress with subtle sparkle

Available Sizes

  • M

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
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
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
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
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
Stretch-cotton dress with Happy HUGO
Stretch-cotton dress with Happy HUGO

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Stretch-cotton dress with Happy HUGO

In a casual tank style, this form-fitting HUGO Womenswear dress is crafted in comfy stretch-cotton jersey. Happy HUGO logo badge at the chest.
£89.00
  • 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
  • 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
Midi-length dress in crinkle satin
Midi-length dress in crinkle satin

Available Sizes

  • 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
Detachable-scarf dress in crepe georgette
Detachable-scarf dress in crepe georgette

Available Sizes

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

Detachable-scarf dress in crepe georgette

Create effortlessly elegant looks with the smocking and ruffles of this fluid BOSS Womenswear dress. Crafted in crepe georgette with a detachable scarf.
£289.00
  • Colour Dark Red
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
Plissé dress with sheer sleeves
Plissé dress with sheer sleeves

Available Sizes

  • 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
Tweed-striped dress in a cotton blend
Tweed-striped dress in a cotton blend

Available Sizes

  • 8
  • 10
  • 12
  • 14

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
Spaghetti-strap dress in cotton-blend denim
Spaghetti-strap dress in cotton-blend denim

Available Sizes

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

Spaghetti-strap dress in cotton-blend denim

With a modern dropped hem, this HUGO Womenswear dress is crafted in summery denim with cotton and linen. Slender straps. Embroidered swirled logo at rear.
£99.00
  • Colour Dark Blue
Knitted dress with two-tone pleated skirt
Knitted dress with two-tone pleated skirt

Available Sizes

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

Knitted dress with two-tone pleated skirt

With a two-tone pleated skirt and coordinating trims, this sleeveless BOSS Womenswear dress makes a distinctive impact. Knitted in soft stretch fabric.
£379.00
  • Colour Black
V-neck dress with seaming details
V-neck dress with seaming details

Available Sizes

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

V-neck dress with seaming details

With a plunging V neckline and elegant seaming, this HUGO Womenswear dress is cut in soft, stretchy fabric. Hidden back zip.
£269.00
  • Colour White
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
Stretch-jersey dress with stacked logo
Stretch-jersey dress with stacked logo

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Stretch-jersey dress with stacked logo

Versatile and simple, this form-fitting dress by HUGO Womenswear is crafted in ribbed stretch fabric. Contrast stacked logo at the chest. Long sleeves.
£129.00
  • Colour Black

Explore more

Festival Outfits Gilets for women Rave Outfits Women's Holiday Outfits Women's Shirts Women's trouser suits for weddings Slim Jackets Sports Leggings Black fitted shirts for women Outfits for Tall Women