Midi & Maxi Dresses

Midi & Maxi Dresses

Whether you're heading to a formal event or enjoying a casual day out, our midi and maxi dresses collection offers a stylish solution for every occasion. Discover why the midi is the most versatile dress length.

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  • Hollie Midi Dress in Evergreen Hollie Midi Dress in Evergreen Hollie Midi Dress in Evergreen Hollie Midi Dress in Evergreen
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    Hollie Midi Dress in Evergreen
    $188.00 $150.00
    Available in 7 colors
    Red
    Lemon Blossom
    Spring Coneflowers
    Rainbow Ric Rac
    Floating Floral
    Nassau Navy
    Evergreen
    Final sale
    Extra 40% off with code PLUS40
  • Maybelle Belted Midi Dress in Foil Dot Maybelle Belted Midi Dress in Foil Dot Maybelle Belted Midi Dress in Foil Dot Maybelle Belted Midi Dress in Foil Dot Maybelle Belted Midi Dress in Foil Dot
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    Maybelle Belted Midi Dress in Foil Dot
    $258.00 $206.00
    Available in 2 colors
    Evergreen Tartan
    Foil Dot
    Final sale
    Extra 40% off with code PLUS40
  • Collared Midi Dress Collared Midi Dress Collared Midi Dress Collared Midi Dress Collared Midi Dress Collared Midi Dress
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    Collared Midi Dress
    $98.00 $78.00
    Final sale
    Extra 40% off with code PLUS40
  • Darcy Mixed Media Dress in Black Stripe Darcy Mixed Media Dress in Black Stripe Darcy Mixed Media Dress in Black Stripe Darcy Mixed Media Dress in Black Stripe Darcy Mixed Media Dress in Black Stripe
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    Darcy Mixed Media Dress in Black Stripe
    $188.00 $150.00
    Final sale
    Extra 40% off with code PLUS40
  • Chloe V-Neck Midi Dress in Crinkle Cotton Chloe V-Neck Midi Dress in Crinkle Cotton Chloe V-Neck Midi Dress in Crinkle Cotton Chloe V-Neck Midi Dress in Crinkle Cotton
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    Chloe V-Neck Midi Dress in Crinkle Cotton
    $178.00 $143.00
    Final sale
    Extra 40% off with code PLUS40
  • A person in a Draper James Katie Midi Dress with bold floral fabric and white shoes stands facing away. A close-up of a bold floral fabric pattern with abstract purple and pink flowers on a deep blue background, similar to the elegant design on Draper James's Katie Midi Dress. The Draper James Katie Midi Dress boasts a crewneck with a center front keyhole, vibrant floral fabric featuring purple, pink, and white flowers on blue, long sleeves, and a ruffled hem for elegance. A woman in the bold floral Katie Midi Dress by Draper James stands with one hand in her pocket and the other on her hip, paired with white pointed shoes.
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    Katie Midi Dress
    $188.00 $89.00
    Available in 5 colors
    Purple
    Retro Floral
    Nassau Navy
    Spring Floral
    Ditsy Autumn Flowers
    Final sale
    Almost Gone
    Extra 40% off with code PLUS40
  • Kelsey Smocked Midi Dress in Garden Rose Kelsey Smocked Midi Dress in Garden Rose Kelsey Smocked Midi Dress in Garden Rose
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    Kelsey Smocked Midi Dress in Garden Rose
    $248.00 $198.00
    Final sale
    Extra 40% off with code PLUS40
  • Elliston Midi Dress in Jacquard Elliston Midi Dress in Jacquard Elliston Midi Dress in Jacquard Elliston Midi Dress in Jacquard Elliston Midi Dress in Jacquard
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    Elliston Midi Dress in Jacquard
    $198.00 $158.00
    Final sale
    Extra 40% off with code PLUS40
  • Ava Mixed Media Midi Dress in Frosted Ava Mixed Media Midi Dress in Frosted Ava Mixed Media Midi Dress in Frosted Ava Mixed Media Midi Dress in Frosted Ava Mixed Media Midi Dress in Frosted
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    Ava Mixed Media Midi Dress in Frosted
    $178.00 $142.00
    Final sale
    Extra 40% off with code PLUS40
  • Midi Skirt in Sequins Midi Skirt in Sequins Midi Skirt in Sequins Midi Skirt in Sequins Midi Skirt in Sequins
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    Midi Skirt in Sequins
    $138.00 $110.00
    Final sale
    Extra 40% off with code PLUS40
  • Gigi Wrap Dress in Matte Satin Gigi Wrap Dress in Matte Satin Gigi Wrap Dress in Matte Satin Gigi Wrap Dress in Matte Satin Gigi Wrap Dress in Matte Satin Gigi Wrap Dress in Matte Satin
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    Gigi Wrap Dress in Matte Satin
    From $99.00
    Available in 2 colors
    Magnolia Toile
    Brown
    Final sale
    Almost Gone
  • Reagan Denim Maxi Dress in Medium Wash Reagan Denim Maxi Dress in Medium Wash Reagan Denim Maxi Dress in Medium Wash Reagan Denim Maxi Dress in Medium Wash
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    Reagan Denim Maxi Dress in Medium Wash
    $178.00 $106.00
    Final sale
    Extra 40% off with code PLUS40
  • Blake Midi Dress in Seersucker Blake Midi Dress in Seersucker Blake Midi Dress in Seersucker Blake Midi Dress in Seersucker Blake Midi Dress in Seersucker Blake Midi Dress in Seersucker Blake Midi Dress in Seersucker
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    Blake Midi Dress in Seersucker
    $178.00 $106.00
    Final sale
    Extra 40% off with code PLUS40
  • A woman faces away, wearing the Draper James Brynn Sleeveless Midi Dress in Amethyst—a fitted purple dress with a flared skirt—paired with tan sandals. The Draper James Brynn Sleeveless Midi Dress in Amethyst features a fitted bodice, wide straps, button front, and ruffled hem—shown against a plain white background. Close-up of the Draper James Brynn Sleeveless Midi Dress in Amethyst, a midi dress with vertical pleats and fabric-covered buttons down the front. A woman wears the Draper James Brynn Sleeveless Midi Dress in Amethyst, featuring a button-down front and ruffled hem, paired with beige sandals, set against a plain white background.
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    Brynn Sleeveless Midi Dress in Amethyst
    $168.00 $100.00
    Final sale
    Extra 40% off with code PLUS40
  • Matilda Crewneck Midi Dress in Magnolia Buds Matilda Crewneck Midi Dress in Magnolia Buds Matilda Crewneck Midi Dress in Magnolia Buds Matilda Crewneck Midi Dress in Magnolia Buds Matilda Crewneck Midi Dress in Magnolia Buds Matilda Crewneck Midi Dress in Magnolia Buds Matilda Crewneck Midi Dress in Magnolia Buds
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    Matilda Crewneck Midi Dress in Magnolia Buds
    $188.00 $99.00
    Available in 2 colors
    Magnolia Buds
    Nassau navy multi blossom
    Final sale
    Extra 40% off with code PLUS40
  • Martina Midi Dress Martina Midi Dress Martina Midi Dress Martina Midi Dress
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    Martina Midi Dress
    $168.00 $59.00
    Final sale
    Extra 40% off with code PLUS40
  • Hollie Midi Dress in Lemon Blossom Hollie Midi Dress in Lemon Blossom Hollie Midi Dress in Lemon Blossom Hollie Midi Dress in Lemon Blossom
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    Hollie Midi Dress in Lemon Blossom
    $188.00 $89.00
    Available in 7 colors
    Red
    Lemon Blossom
    Spring Coneflowers
    Rainbow Ric Rac
    Floating Floral
    Nassau Navy
    Evergreen
    Final sale
    Almost Gone
    Extra 40% off with code PLUS40
  • A woman stands facing away, wearing the Draper James Hollie Midi Dress in Coneflowers—a short-sleeve, ankle-length floral dress with a fitted waist—paired with brown platform sandals. A woman in the Draper James Hollie Midi Dress in Coneflowers leans against a stone railing outdoors, basking in sunlight and surrounded by lush greenery. A woman wearing the Draper James Hollie Midi Dress in Coneflowers, a vibrant floral short-sleeve dress, stands against a plain white background. A woman stands facing away, wearing the Draper James Hollie Midi Dress in Coneflowers with short sleeves and brown heels, set against a plain white background. The Hollie Midi Dress in Coneflowers by Draper James features a colorful floral print on cotton, short sleeves, a fitted elastic waistband, and a relaxed flowing skirt—perfect for effortless summer style. Close-up of the Hollie Midi Dress in Coneflowers by Draper James, showcasing a vibrant floral print with red, orange, yellow, and pink flowers and green leaves on a white background—perfect for any occasion. A woman wearing the Draper James Hollie Midi Dress in Coneflowers, featuring short sleeves, a fitted waist, and a v-neckline, stands against a plain white background.
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    Hollie Midi Dress in Coneflowers
    $188.00 $89.00
    Available in 7 colors
    Red
    Lemon Blossom
    Spring Coneflowers
    Rainbow Ric Rac
    Floating Floral
    Nassau Navy
    Evergreen
    Final sale
    Extra 40% off with code PLUS40
  • Hollie Midi Dress in Navy Textured Stripe Hollie Midi Dress in Navy Textured Stripe Hollie Midi Dress in Navy Textured Stripe Hollie Midi Dress in Navy Textured Stripe
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    Hollie Midi Dress in Navy Textured Stripe
    $188.00 $150.00
    Available in 7 colors
    Red
    Lemon Blossom
    Spring Coneflowers
    Rainbow Ric Rac
    Floating Floral
    Nassau Navy
    Evergreen
    Final sale
    Almost Gone
    Extra 40% off with code PLUS40
  • Katie Midi Dress in Ditsy Autumn Flowers Katie Midi Dress in Ditsy Autumn Flowers Katie Midi Dress in Ditsy Autumn Flowers Katie Midi Dress in Ditsy Autumn Flowers Katie Midi Dress in Ditsy Autumn Flowers
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    Katie Midi Dress in Ditsy Autumn Flowers
    $178.00 $142.00
    Available in 5 colors
    Purple
    Retro Floral
    Nassau Navy
    Spring Floral
    Ditsy Autumn Flowers
    Final sale
    Extra 40% off with code PLUS40
  • Eliza Midi Shirtdress in Rust Stripe Eliza Midi Shirtdress in Rust Stripe Eliza Midi Shirtdress in Rust Stripe Eliza Midi Shirtdress in Rust Stripe Eliza Midi Shirtdress in Rust Stripe
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    Eliza Midi Shirtdress in Rust Stripe
    $178.00 $142.00
    Final sale
    Extra 40% off with code PLUS40
  • Meg Midi Dress in Botanical Garden Meg Midi Dress in Botanical Garden Meg Midi Dress in Botanical Garden Meg Midi Dress in Botanical Garden
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    Meg Midi Dress in Botanical Garden
    $178.00 $133.00
    Available in 2 colors
    Nassau Navy
    Botanical Garden
    Final sale
    Extra 40% off with code PLUS40
  • Cynthia Embroidered Midi Dress in Red Floral Embroidery Cynthia Embroidered Midi Dress in Red Floral Embroidery Cynthia Embroidered Midi Dress in Red Floral Embroidery Cynthia Embroidered Midi Dress in Red Floral Embroidery Cynthia Embroidered Midi Dress in Red Floral Embroidery
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    Cynthia Embroidered Midi Dress in Red Floral Embroidery
    $188.00 $112.00
    Final sale
    Almost Gone
    Extra 40% off with code PLUS40
  • A woman faces away, wearing the Draper James Fiona Wrap Midi Dress in Lurex Crepe with a red and pink floral print, short sleeves, and a high-low hem, paired with beige heels. This style is also available in plus sizes. A woman wears the Draper James Fiona Wrap Midi Dress in Lurex Crepe—a red, short-sleeve, floral wrap dress with a high-low hem and tie waist—paired with tan heeled sandals against a plain light background. A woman wearing the Draper James Fiona Wrap Midi Dress in Lurex Crepe—a red and pink floral-patterned midi with short sleeves and a high-low hem—stands with her back to a plain background. The Fiona Wrap Midi Dress in Lurex Crepe by Draper James features a red hue with pink florals, half sleeves, V-neck, matching waist tie, and a high-low hem. Available in plus sizes. Close-up of the Fiona Wrap Midi Dress in Lurex Crepe by Draper James, featuring a red floral pattern with white flowers, red leaves, and a chic high-low hem. A woman wears the Draper James Fiona Wrap Midi Dress in Lurex Crepe, a red floral midi with elbow-length sleeves and a high low hem, paired with brown sandals, standing against a plain white background.
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    Fiona Wrap Midi Dress in Lurex Crepe
    $178.00 From $59.00
    Final sale
    Extra 40% off with code PLUS40
  • Amber Sleeveless Smocked Waist Midi Dress in Stretch Poplin Amber Sleeveless Smocked Waist Midi Dress in Stretch Poplin Amber Sleeveless Smocked Waist Midi Dress in Stretch Poplin Amber Sleeveless Smocked Waist Midi Dress in Stretch Poplin Amber Sleeveless Smocked Waist Midi Dress in Stretch Poplin
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    Amber Sleeveless Smocked Waist Midi Dress in Stretch Poplin
    $178.00 $106.00
    Final sale
    Extra 40% off with code PLUS40
  • Violeta Halter Neck Dress in Seersucker Violeta Halter Neck Dress in Seersucker Violeta Halter Neck Dress in Seersucker Violeta Halter Neck Dress in Seersucker
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    Violeta Halter Neck Dress in Seersucker
    $178.00 $106.00
    Final sale
    Extra 40% off with code PLUS40
  • A woman stands against a white background wearing the Draper James Lila Mixed Media Midi Dress in Light Blue with a waist tie and tan sandals. The Lila Mixed Media Midi Dress in Light Blue by Draper James features a sleeveless design, round neckline, and matching fabric waist tie, shown against a plain white background. Close-up of the Draper James Lila Mixed Media Midi Dress in Light Blue, showcasing a ribbed cotton bodice and a gathered, ruffled skirt. A woman stands against a white background wearing the Draper James Lila Mixed Media Midi Dress in Light Blue, paired with tan sandals.
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    Lila Mixed Media Midi Dress in Light Blue
    $168.00 $99.00
    Final sale
    Extra 40% off with code PLUS40
  • Tatum Midi Shirtdress in Croissant Tatum Midi Shirtdress in Croissant Tatum Midi Shirtdress in Croissant Tatum Midi Shirtdress in Croissant Tatum Midi Shirtdress in Croissant
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    Tatum Midi Shirtdress in Croissant
    $178.00 $99.00
    Final sale
    Extra 40% off with code PLUS40
  • Hollie Midi Dress in Rainbow Ric Rac Hollie Midi Dress in Rainbow Ric Rac Hollie Midi Dress in Rainbow Ric Rac Hollie Midi Dress in Rainbow Ric Rac Hollie Midi Dress in Rainbow Ric Rac Hollie Midi Dress in Rainbow Ric Rac Hollie Midi Dress in Rainbow Ric Rac
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    Hollie Midi Dress in Rainbow Ric Rac
    $188.00 $112.00
    Available in 7 colors
    Red
    Lemon Blossom
    Spring Coneflowers
    Rainbow Ric Rac
    Floating Floral
    Nassau Navy
    Evergreen
    Final sale
    Extra 40% off with code PLUS40
  • Martina Midi Dress with Floral Embroidery Martina Midi Dress with Floral Embroidery Martina Midi Dress with Floral Embroidery Martina Midi Dress with Floral Embroidery
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    Martina Midi Dress with Floral Embroidery
    $188.00 $99.00
    Available in 2 colors
    Nassau Navy
    Blue Stripe Floral Embroidery
    Final sale
    Extra 40% off with code PLUS40
  • Taylor Tiered Midi Dress in Rainbow Stripes Taylor Tiered Midi Dress in Rainbow Stripes Taylor Tiered Midi Dress in Rainbow Stripes Taylor Tiered Midi Dress in Rainbow Stripes Taylor Tiered Midi Dress in Rainbow Stripes
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    Taylor Tiered Midi Dress in Rainbow Stripes
    $178.00 $89.00
    Final sale
    Extra 40% off with code PLUS40
  • A woman faces away in the Draper James Matilda Midi Dress in Crinkle Plissé, a long-sleeved floral dress with bold red, white, and pink blooms on blue. She completes the look with sandals. A woman wearing the Draper James Matilda Midi Dress in Crinkle Plissé, featuring blue, red, and white floral patterns, and black bow shoes stands against a plain white background. The Draper James Matilda Midi Dress in Crinkle Plissé features long sleeves and a knee-length blue base with red and white florals—an elegant choice for work. A woman wears the Draper James Matilda Midi Dress in Crinkle Plissé, featuring long sleeves and a red, white, and blue floral print, standing against a plain white background.
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    Matilda Midi Dress in Crinkle Plissé
    $198.00 $69.00
    Available in 2 colors
    Magnolia Buds
    Nassau navy multi blossom
    Final sale
    Extra 40% off with code PLUS40
  • Michaela Love Circle Dress in Cotton Michaela Love Circle Dress in Cotton Michaela Love Circle Dress in Cotton Michaela Love Circle Dress in Cotton Michaela Love Circle Dress in Cotton
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    Michaela Love Circle Dress in Cotton
    $168.00 $59.00
    Sold out
  • A woman faces away, wearing the Draper James Gigi Wrap Dress—a green, floral, short-sleeve plus-size midi—and tan heeled sandals. A woman stands against a plain white background, modeling the Draper James Gigi Wrap Dress—a stylish green floral plus size wrap dress with short sleeves and an asymmetrical hem. A woman faces away, wearing the Gigi Wrap Dress by Draper James—a green, short-sleeved, ankle-length party dress with a white floral pattern—and white-heeled sandals. The Gigi Wrap Dress by Draper James is a plus-size, green short-sleeve V-neck dress with a white floral print and fabric tie belt, shown on a plain background. A woman models the Draper James Gigi Wrap Dress, a green, floral-print short-sleeve V-neck wrap dress with a tie waist, standing against a plain white background.
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    Gigi Wrap Dress
    $198.00 From $59.00
    Available in 2 colors
    Magnolia Toile
    Brown
    Final sale
    Extra 40% off with code PLUS40
  • Maxine Knit Dress Maxine Knit Dress Maxine Knit Dress Maxine Knit Dress
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    Maxine Knit Dress
    $158.00 $49.00
    Final sale
    Extra 40% off with code PLUS40
  • Marie Midi Dress Marie Midi Dress Marie Midi Dress Marie Midi Dress Marie Midi Dress Marie Midi Dress
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    Marie Midi Dress
    $178.00 $49.00
    Available in 1 colors
    Daisy Vine
    Final sale
    Almost Gone
    Extra 40% off with code PLUS40
  • Riley Midi Shirtdress Riley Midi Shirtdress Riley Midi Shirtdress The Riley Midi Shirtdress by Draper James is a sleeveless, collared light blue and white gingham dress with front buttons and a matching tied belt—perfect for summer. Shown laid flat on a white background. The Riley Midi Shirtdress by Draper James features light blue and white checks with a subtle dotted pattern, ideal for a breezy summer look or casual style. A woman wears the Draper James Riley Midi Shirtdress, a sleeveless light blue and white gingham dress with a waist tie, paired with white flats.
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    Riley Midi Shirtdress
    $168.00 From $39.00
    Final sale
    Almost Gone
    Extra 40% off with code PLUS40
  • Juno Sleeveless Utility Dress in Belle Meade Black Juno Sleeveless Utility Dress in Belle Meade Black Juno Sleeveless Utility Dress in Belle Meade Black Juno Sleeveless Utility Dress in Belle Meade Black
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    Juno Sleeveless Utility Dress in Belle Meade Black
    $178.00 $142.00
    Available in 2 colors
    Contrast Black
    Red
    Final sale
    Extra 40% off with code PLUS40
  • Beverly Midi Dress in Wallpaper Floral Beverly Midi Dress in Wallpaper Floral Beverly Midi Dress in Wallpaper Floral Beverly Midi Dress in Wallpaper Floral
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    Beverly Midi Dress in Wallpaper Floral
    $178.00 $134.00
    Final sale
    Extra 40% off with code PLUS40
  • Maybelle Belted Midi Dress in Evergreen Tartan Maybelle Belted Midi Dress in Evergreen Tartan Maybelle Belted Midi Dress in Evergreen Tartan Maybelle Belted Midi Dress in Evergreen Tartan Maybelle Belted Midi Dress in Evergreen Tartan
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    Maybelle Belted Midi Dress in Evergreen Tartan
    $258.00 $206.00
    Available in 2 colors
    Evergreen Tartan
    Foil Dot
    Final sale
    Extra 40% off with code PLUS40
  • Juno Sleeveless Utility Dress in Red Juno Sleeveless Utility Dress in Red Juno Sleeveless Utility Dress in Red Juno Sleeveless Utility Dress in Red Juno Sleeveless Utility Dress in Red
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    Juno Sleeveless Utility Dress in Red
    $178.00 $142.00
    Available in 2 colors
    Contrast Black
    Red
    Final sale
    Extra 40% off with code PLUS40
  • Delia Midi Dress in Jacquard Delia Midi Dress in Jacquard Delia Midi Dress in Jacquard Delia Midi Dress in Jacquard Delia Midi Dress in Jacquard
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    Delia Midi Dress in Jacquard
    $198.00 $158.00
    Final sale
    Extra 40% off with code PLUS40
  • Maisy Midi Dress in Gingerbread Maisy Midi Dress in Gingerbread Maisy Midi Dress in Gingerbread Maisy Midi Dress in Gingerbread Maisy Midi Dress in Gingerbread
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    Maisy Midi Dress in Gingerbread
    $198.00 $158.00
    Available in 2 colors
    Brown
    Black Multi
    Final sale
    Extra 40% off with code PLUS40
  • Maisy Midi Dress in Moonlit Blooms Maisy Midi Dress in Moonlit Blooms Maisy Midi Dress in Moonlit Blooms Maisy Midi Dress in Moonlit Blooms Maisy Midi Dress in Moonlit Blooms
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    Maisy Midi Dress in Moonlit Blooms
    $248.00 $198.00
    Available in 2 colors
    Brown
    Black Multi
    Final sale
    Extra 40% off with code PLUS40
  • Carrie Midi Dress in Pink Seersucker Carrie Midi Dress in Pink Seersucker Carrie Midi Dress in Pink Seersucker Carrie Midi Dress in Pink Seersucker Carrie Midi Dress in Pink Seersucker Carrie Midi Dress in Pink Seersucker
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    Carrie Midi Dress in Pink Seersucker
    $188.00 $112.00
    Available in 4 colors
    Lemon Blossom
    White Field Poppy
    Raspberry Pink
    Pink Seersucker Stripe
    Final sale
    Extra 40% off with code PLUS40
  • A woman faces away, wearing the Draper James Hollie Midi Dress in Floating Floral—a blue, ankle-length cotton-linen dress with red and white floral patterns—and brown heeled sandals against a plain white background. A woman models the Draper James Hollie Midi Dress in Floating Floral—a light blue, red, and white cotton-linen dress with short sleeves—paired with tan high-heeled sandals, standing against a plain white background. A woman faces away, wearing the Draper James Hollie Midi Dress in Floating Floral—a blue, red, and white cotton-linen dress with short sleeves—paired with brown platform sandals against a plain white background. Meet the Draper James Hollie Midi Dress in Floating Floral—a short-sleeve, ankle-length blue cotton-linen dress with a red and white floral print and fitted waist. Close-up of the Draper James Hollie Midi Dress in Floating Floral, featuring blue cotton-linen fabric with red and white florals and gathered elasticized stitching. A woman stands against a white background wearing the Draper James Hollie Midi Dress in Floating Floral, a blue, red, and white cotton-linen dress with short sleeves, paired with tan sandals.
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    Hollie Midi Dress in Floating Floral
    $188.00 $112.00
    Available in 7 colors
    Red
    Lemon Blossom
    Spring Coneflowers
    Rainbow Ric Rac
    Floating Floral
    Nassau Navy
    Evergreen
    Final sale
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    Berkeley Smocked Waist Midi Dress in Green
    $168.00 $100.00
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    Evangeline Midi Shirtdress in Abstract Dahlia
    $178.00 $107.00
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