Dress to wear with boots

(28)

Dresses with boots offer a chic yet practical solution for cooler days. From mini to midi lengths, this combination adds a stylish edge to your wardrobe. Pair a flowing dress with ankle or knee-high boots for a balanced, stylish look that works for both day and night. Explore HUGO BOSS dresses designed for a perfect blend of comfort and style.

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
Wrap-front dress in stretch fabric
Wrap-front dress in stretch fabric

Available Sizes

  • 4
  • 6
  • 8
  • 12
  • 18

Wrap-front dress in stretch fabric

This product contains at least 80% better raw materials. This product is made with cellulose fibres, derived from natural raw wood material and sourced from responsibly managed forests.
£319.00
  • Colour Dark Blue
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.
£429.00
  • Colour Patterned
Puff-sleeved business dress in floral brocade
Puff-sleeved business dress in floral brocade

Available Sizes

  • 6
  • 8
  • 10

Puff-sleeved business dress in floral brocade

A statement business dress by HUGO Womenswear. This mini dress is made from floral brocade. This product is partly created with recycled polyamide.
£199.00
  • Colour Black
Long-sleeved wrap dress in satin with stacked logo
Long-sleeved wrap dress in satin with stacked logo

Available Sizes

  • 6
  • 10
  • 14

Long-sleeved wrap dress in satin with stacked logo

A contemporary shirt dress by HUGO Womenswear, designed in luxe satin. Wrap detail at the waist and hidden buttoned closure.
£199.00
  • Colour Black
Long-sleeved wrap dress in satin with stacked logo
Long-sleeved wrap dress in satin with stacked logo

Available Sizes

  • 6
  • 8
  • 10
  • 12
  • 14

Long-sleeved wrap dress in satin with stacked logo

A contemporary shirt dress by HUGO Womenswear, designed in luxe satin. Wrap detail at the waist and hidden buttoned closure.
£199.00
  • Colour Dark Brown
Long-sleeved jersey maxi dress with tie waist
Long-sleeved jersey maxi dress with tie waist

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Long-sleeved jersey maxi dress with tie waist

A versatile jersey dress by BOSS Womenswear. This long length style features an elegant wide neckline.
£169.00
  • Colour Black
Long-sleeved jersey maxi dress with tie waist
Long-sleeved jersey maxi dress with tie waist

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Long-sleeved jersey maxi dress with tie waist

A versatile jersey dress by BOSS Womenswear. This long length style features an elegant wide neckline.
£169.00
  • Colour Dark Red
Long-sleeved jersey dress with chain necklace
Long-sleeved jersey dress with chain necklace

Available Sizes

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

Long-sleeved jersey dress with chain necklace

A contemporary jersey dress by HUGO Womenswear. This maxi length dress features long sleeves and cut out details.
£229.00
  • Colour Black
Oversized-fit knitted dress with mock neckline
Oversized-fit knitted dress with mock neckline

Available Sizes

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

Oversized-fit knitted dress with mock neckline

An easy wear dress by HUGO Womenswear, knitted in a soft blend with wool and cashmere. Mock neckline and dropped shoulders. For us, responsibly sourced means mulesing free, and meeting the standards of the Five Freedoms of animal welfare.
£229.00
  • Colour Black
Belted maxi dress in cotton satin
Belted maxi dress in cotton satin

Available Sizes

  • 8
  • 14

Belted maxi dress in cotton satin

With an eyelet belt featuring a fabric-covered buckle, this HUGO Womenswear dress is cut in flowing cotton satin. Sunray pleating. Raglan sleeves. Point collar.
£239.00
  • Colour Dark Blue
Oversized-fit knitted dress with mock neckline
Oversized-fit knitted dress with mock neckline

Available Sizes

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

Oversized-fit knitted dress with mock neckline

An easy wear dress by HUGO Womenswear, knitted in a soft blend with wool and cashmere. Mock neckline and dropped shoulders. For us, responsibly sourced means mulesing free, and meeting the standards of the Five Freedoms of animal welfare.
£229.00
  • Colour Light Brown
Relaxed-fit knitted dress in a virgin-wool blend
Relaxed-fit knitted dress in a virgin-wool blend

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Relaxed-fit knitted dress in a virgin-wool blend

Relaxed and effortless, this BOSS Womenswear dress is crafted in a wool blend with open-knit details at the shoulders. Mock neckline with rear split.
£229.00
  • Colour Black
Patterned boat-neck dress in a stretch knit
Patterned boat-neck dress in a stretch knit

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Patterned boat-neck dress in a stretch knit

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
Ribbed slim-fit dress in a virgin wool blend
Ribbed slim-fit dress in a virgin wool blend

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Ribbed slim-fit dress in a virgin wool blend

A sophisticated knitted dress by BOSS Womenswear. Designed in a slim fit from a rich virgin wool blend. It features a distinctive all-over ribbed structure.
£199.00
  • Colour Dark Red
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
Belted dress with bell sleeves
Belted dress with bell sleeves

Available Sizes

  • 6
  • 8
  • 12
  • 16

Belted dress with bell sleeves

Featuring elegant ruffles and bell sleeves, this BOSS Womenswear dress is crafted in lightweight fabric. Spaghetti belt with metal tips.
£239.00
  • Colour Dark Red
Bodycon dress with scarf neckline

Available Sizes

  • XS
  • S
  • M
  • L

Bodycon dress with scarf neckline

Featuring a mock collar with a scarf tie, this HUGO Womenswear dress is knitted in stretch, ribbed fabric with a bodycon fit. Midi length. This product contains at least 80% better raw materials. This product is partially made from recycled cellulose-based fibres.
£239.00
  • Colour Black
Bodycon dress with grosgrain trims
Bodycon dress with grosgrain trims

Available Sizes

  • 6
  • 10
  • 12
  • 14
  • 16
  • 18

Bodycon dress with grosgrain trims

Offering an elegant workwear look, this BOSS Womenswear dress has a bodycon fit in wrinkle-resistant, comfort-stretch material. Flattering darts and grosgrain details.
£319.00
  • Colour Dark Blue
Belted pinstripe midi shirtdress with wide cuffs
Belted pinstripe midi shirtdress with wide cuffs

Available Sizes

  • 6
  • 8
  • 10
  • 12
  • 14

Belted pinstripe midi shirtdress with wide cuffs

A contemporary business dress by HUGO Womenswear. Designed with wide cuffs and a hidden button closure. Removable shoulder pads offer styling versatility.
£229.00
  • Colour Grey
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.
£119.00
  • Colour Black
Slim-fit midi dress with keyhole polo collar
Slim-fit midi dress with keyhole polo collar

Available Sizes

  • S
  • M
  • L

Slim-fit midi dress with keyhole polo collar

With a sleek fit and flared skirt, this HUGO Womenswear dress is blended with soft wool and luxurious cashmere. Polo collar with metallic pebble button.
£239.00
  • Colour Black
Draped-neck maxi dress with hardware detail
Draped-neck maxi dress with hardware detail

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Draped-neck maxi dress with hardware detail

This product contains at least 80% better raw materials. This product is made with cellulose fibres, derived from natural raw wood material and sourced from responsibly managed forests.
£289.00
  • Colour Dark Brown
Relaxed-fit sweater dress in a virgin-wool blend
Relaxed-fit sweater dress in a virgin-wool blend

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Relaxed-fit sweater dress in a virgin-wool blend

With an effortless relaxed profile, this BOSS Womenswear dress is knitted in soft, wool-rich yarn. Elegant logo charm at back neck. Extended ribbed cuffs.
£189.00
  • Colour Black
Short dress with plissé inserts
Short dress with plissé inserts

Available Sizes

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

Short dress with plissé inserts

Featuring an elegant keyhole neckline, this versatile BOSS Womenswear dress has plissé inserts for movement. Crafted in lightweight, fluid material. This product contains at least 80% better raw materials. This product is partly created with recycled polyamide.
£319.00
  • Colour Dark Blue
Slim-fit jersey dress
Slim-fit jersey dress

Available Sizes

  • XS
  • S
  • M
  • L
  • XL

Slim-fit jersey dress

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.
£199.00
  • Colour Brown
Relaxed-fit muslin dress with embroidered neckline
Relaxed-fit muslin dress with embroidered neckline

Available Sizes

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

Relaxed-fit muslin dress with embroidered neckline

Featuring a relaxed fit with balloon sleeves, this elegant BOSS Womenswear dress has a square neckline with pretty embroidery. Soft, floaty muslin. Metallic logo detail.
£269.00
  • Colour Light Yellow
Long-length business dress in stretch crepe
Long-length business dress in stretch crepe

Available Sizes

  • 6
  • 8
  • 12
  • 16
  • 18

Long-length business dress in stretch crepe

A versatile business dress by BOSS Womenswear, crafted in stretch crepe for an elegant drape. Long length.
£319.00
  • Colour Dark Blue
Tie-neck tunic dress in crepe de chine

Available Sizes

  • 8
  • 10
  • 12
  • 14
  • 16

Tie-neck tunic dress in crepe de chine

This product contains at least 80% better raw materials. This product is made with cellulose fibres, derived from natural raw wood material and sourced from responsibly managed forests.
£199.00
  • Colour Dark Red

Explore more

White Dresses Gold Earrings Pink Dresses Red Dresses Christmas Party Dress Women's light shirts Blue Swimming Shorts Men's Breeches Slim fit black trousers for women HUGO BOSS Sets