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Plus size Dresses Date Night

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  • Plus Size Knit Dress Plus Size Shirtdress Plus Size Midaxi DressTextured Knit Midaxi Shirtdress

    Textured Knit Midaxi Shirtdress - Fandango Pink

    Sun-kissed days call for this textured-knit midaxi shirtdress. Lightweight and effortlessly stylish, it features a classic button-down front and sash ties at the waist for a flattering fit.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Fandango Pink
      • 93
    • BlueBird
  • Plus Size Spring Dress Plus Size Dresses Plus Size Fit Flare DressWindowpane Paneled A Line Dress

    Windowpane Paneled A Line Dress - White

    Freshen up your spring wardrobe with this stretch-crepe dress, designed with airy windowpane mesh sleeve panels for a light, breezy feel. The A-line skirt adds soft movement, making it perfect for everything from daytime outings to evening plans. Just add your favorite heels or...
    $69.50
    $0.00
    $69.50
      83
    • White
  • Stretch-mesh gown with sequin embellishments and mermaid hemline. Partially lined in stretch-knit. Concealed zip fastening along back.Sequin Detailed Mesh Mermaid Gown

    Sequin Detailed Mesh Mermaid Gown - Blush

    As sequins dance along the mesh, this glorious gown is a spectacular feat to don at your next formal event designed with a magnificent mermaid hemline. 
    $89.50
    $89.50
    Online Exclusive
      13
    • Blush
      • 153
    • Black
  • New
    Plus Size Tropical Print ShirtdressTropical Print Shirtdress

    Tropical Print Shirtdress - MOSS

    Serving island energy with a side of slay. This tropical print shirtdress hugs you in all the right places, blending vacay vibes with boss-level confidence. Soft, stretchy, and buttoned-up (but only as much as you want), it’s the kind of dress that turns any...
    $69.50
    $0.00
    $69.50
    Online Exclusive
      43
    • MOSS
  • Plus Size Spring Dress Plus Size Floral Print Summer Dress Belted Floral Print Midaxi Dress

    Belted Floral Print Midaxi Dress - Multi

    Embrace sunny days in this floral print woven midaxi dress. The crystal-embellished belt adds shimmer while the handkerchief-style a-line skirt flows effortlessly with every step.
    $69.50
    $0.00
    $69.50
      53
    • Multi
  • Plus Size Knit Dress Plus Size Maxi Dress Plus Size Casual DressesRuched Knit Maxi Dress

    Ruched Knit Maxi Dress - Black

    This maxi bodycon dress was made to flatter, hug & turn up the heat up a notch. With sultry ruching at the shoulders and sides, it contours in all the right places, while the back split adds just the right amount of drama. Soft,...
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Black
      • 93
    • Frozen Fjord
  • Plus Size Slip Dress Sexy Plus Size Denim Dress Tank Dress SetTextured Denim Tank Dress

    Textured Denim Tank Dress - Dk Rinse

    This textured stretch-denim tank dress? Pure fire. With a bodycon fit that hugs you in all the right places, it's the perfect mix of edge and style. Whether you're hitting the town or making a statement, this dress knows how to turn heads. Just...
    $59.50
    $0.00
    $59.50
    Online Exclusive
      23
    • Dk Rinse
  • New
    Plus Size floral print shirt dress plus size summer dressesRuched Floral Print Shirtdress

    Ruched Floral Print Shirtdress - Denim Blue

    A little structure, a little stretch, and a whole lot of style. This floral print stretch-knit shirtdress brings a fresh take on a classic, with ruched detailing that flatters every curve. Soft, comfy, and ready for anything—button it up for a polished vibe or...
    $69.50
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    $69.50
      13
    • Denim Blue
  • Plus Size Denim Shirtdress Plus Size Shirt Dress Metallic Jean DressSequined Denim Paneled Shirtdress

    Sequined Denim Paneled Shirtdress - Black

    This isn't your average shirtdress. Stretchy denim meets high-shine attitude with metallic-coated panels & sequins that bring the glow. Faux bust pockets keep it sleek, while the curve-loving fit makes sure all eyes stay on you. Button it up or wear it loose—either way,...
    $74.50
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    $74.50
    Online Exclusive
      33
    • Black
  • Plus Size Organza Paneled Tie Neck DressOrganza Paneled Tie Neck Dress

    Organza Paneled Tie Neck Dress - White

    Graceful & refined, this stretch-knit dress is adorned with delicate organza neckties and sheer sleeve panels for a touch of ethereal charm. The flowing A-line skirt completes the look with timeless elegance.
    $69.50
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    $69.50
      23
    • White
  • New
    Plus Size Ribbed Midi Bodycon DressRibbed Midi Bodycon Dress

    Ribbed Midi Bodycon Dress - Black

    This ribbed-knit midi bodycon dress hugs your curves in all the right ways, offering a flawless fit from top to bottom. With a simple slip-on style, it’s the perfect no-fuss piece for days when you want to look effortlessly fabulous.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Black
      • 93
    • Red Orange
  • Plus Size Belted Floral Faux Wrap DressBelted Floral Faux Wrap Dress

    Belted Floral Faux Wrap Dress - Denim Blue

    This denim-print maxi dress is a game changer. With a faux wrap neck & a floral print dancing at the hem, it's all about flirty sassiness. The side slits give you room to move, while the two side pockets keep things practical and chic....
    $74.50
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    $74.50
      33
    • Denim Blue
  • Leopard Paneled T Shirt DressLeopard Paneled T Shirt Dress

    Leopard Paneled T Shirt Dress - Black

    Casual with a dose of fierceness, this stretch-knit t-shirt dress is all about easy movement and bold attitude. Sleek, soft, and made to flatter, it turns up the edge with leopard print panels that add just the right amount of untamed energy. 
    $69.50
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    $69.50
      13
    • Black
      • 93
    • Caramel Cafe
  • Plus Size Knit Dress Plus Size Spring Dress Plus Size Fit Flare DressTextured Knit A Line Dress

    Textured Knit A Line Dress - Nasturtium

    This textured-knit dress brings a chic pucker effect to a classic A-line silhouette, blending style and comfort effortlessly. A little structure, a lot of movement—it's the perfect piece to dress up or down.
    $64.50
    $0.00
    $64.50
      13
    • Nasturtium
      • 93
    • Fandango Pink
  • Chain Link V Neck Midi DressChain Link V Neck Midi Dress

    Chain Link V Neck Midi Dress - Nugget Gold

    Make a bold impression with this chain-link print maxi dress, designed in a textured knit that flatters and flows. The V-neckline adds a touch of allure, while the ruched detailing along the front creates a striking silhouette.
    $69.50
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    $69.50
      33
    • Nugget Gold
  • Plus Size Dress Plus Size Spring Dresses Plus Size Fit Flare DressWindowpane Sleeved A Line Dress

    Windowpane Sleeved A Line Dress - Black

    Freshen up your spring wardrobe with this stretch-crepe dress, designed with airy windowpane mesh sleeve panels for a light, breezy feel. The A-line skirt adds soft movement, making it perfect for everything from daytime outings to evening plans. Just add your favorite heels or...
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black
  • Plus Size Leopard Shirtdress Plus Size Twill Dress Denim DressLeopard Cotton Twill Shirtdress

    Leopard Cotton Twill Shirtdress - Black Animal

    This leopard print cotton-twill styles mixes the classis look of a shirtdress with untamed attitude!!! the design features elasticized sleeve cuffs & a cinched waistband for the perfect fit. Side slit pockets keep it cool and casual, while the A-line hemline brings a touch...
    $69.50
    $0.00
    $69.50
      13
    • Black Animal
  • New
    Plus Size retro square print dress mesh dress plus size sheath dressSquare Print Mesh Sheath Dress

    Square Print Mesh Sheath Dress - Multi

    Geometric glam with a sleek edge. This stretch-mesh midaxi sheath dress hugs in all the right places, featuring a bold square print that channels retro energy. Lightweight and breathable with just the right amount of stretch, it moves with you from day to night.
    $69.50
    $0.00
    $69.50
      13
    • Multi
  • New
    Plus Size denim dress two tone colorblock chambray dress midaxi dressTwo Tone Chambray Midaxi Dress

    Two Tone Chambray Midaxi Dress - Denim

    Easygoing style meets standout design in this two-tone chambray midaxi dress. The ruched front detail creates a flattering fit, while sash ties at the waist let you customize your shape. Finished with a dipped back hemline for a flowy touch, it’s the perfect mix...
    $69.50
    $0.00
    $69.50
      13
    • Denim
  • New
    Plus Size Retro Joggers Jumpsuit Plus Size Party JumpsuitsAbstract Print Joggers Jumpsuit

    Abstract Print Joggers Jumpsuit - Multi

    Slip into the groove in our jumpsuit & let the good vibes roll. Psychedelic swirls add colorful fun to the stretchy, body-hugging knit while ruched ankle cuffs add a retro appeal. The faux wrap back offers a "just-threw-this-on" magic to complete the look. 
    $69.50
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    $69.50
    Online Exclusive
      13
    • Multi
  • Plus Size Knit Tank Dress Plus Size Casual Dress Matching SetTextured Tank Dress

    Textured Tank Dress - Black

    Our textured-knit tank dress is all chic, laidback style. Pair it with the matching duster for a two-piece set that serves cozy, put-together vibes.
    $54.50
    $0.00
    $54.50
    Online Exclusive
      83
    • Black
  • Plus Size Organza Paneled A Line DressOrganza Paneled A Line Dress

    Organza Paneled A Line Dress - Black

    Graceful & refined, this stretch-knit dress is adorned with delicate organza neckties and sheer sleeve panels for a touch of ethereal charm. The flowing A-line skirt completes the look with timeless elegance.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black
  • Plus Size maxi wrap dress plus size wrap dress knit dressFaux Wrap Stretch Knit Maxi Dress

    Faux Wrap Stretch Knit Maxi Dress - Black

    Refine your wardrobe with this stretch-knit maxi dress, designed with a sophisticated faux wrap neckline and delicate ruching at the side for a flattering silhouette. The slip-on style ensures ease and elegance, making it a timeless choice for any occasion.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black
  • Plus Size Bodycon Dress Plus Size Knit DressAbstract Print Midi Bodycon Dress

    Abstract Print Midi Bodycon Dress - Multi

    Bring the attitude in this abstract print stretch-knit midi dress. With a curve-hugging bodycon fit, a sultry V-neckline, figure-flattering ruching & a flirty front split, it’s serving drama in all the right places. Just add your favorite heels and get ready to steal the...
    $64.50
    $0.00
    $64.50
      13
    • Multi
  • Bell Sleeve Sheath DressBell Sleeve Sheath Dress

    Bell Sleeve Sheath Dress - Egret

    This stretch-crepe sheath dress is the perfect white dres. The sleek, figure-flattering fit hugs your curves in all the right places, while the dramatic bell sleeve cuffs add a bold, fashion-forward touch.
    $64.50
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    $64.50
      13
    • Egret
  • Plus Size Slip Dress Sexy Plus Size Denim Dress Midi DressesCowl Neck Denim Slip Dress

    Cowl Neck Denim Slip Dress - Denim

    Featuring a sultry cowl neckline and a figure-hugging fit, this textured-denim slip dress is the perfect balance of casual & chic. Pair it with heels for a night out or layer with a tee for an off-duty vibe. Can be worn as a two-piece...
    $59.50
    $0.00
    $59.50
    Online Exclusive
      13
    • Denim
  • New
    Plus Size scarf print maxi dress plus size wrap dress plus size sundressScarf Print Maxi Dress

    Scarf Print Maxi Dress - Surf The Web

    Make a statement in this blue and white scarf print crepe maxi dress. The faux wrap neckline and bell sleeves add flowy elegance, while the elasticized waistband creates a flattering, comfortable fit. With a slip-on style that’s both easy and stylish, this dress is...
    $74.50
    $0.00
    $74.50
    Online Exclusive
      13
    • Surf The Web

Recently Viewed Products

Make a Lasting Impression With The Perfect Date Night Dress

Date night calls for a stand-out look, and Ashley Stewart carries plus-size dresses in a variety of styles to help make your next date night one to remember. Whether it’s a planned date or a surprise, it’s always helpful to have a great date night dress at the ready. For formal occasions, maxi dresses offer a long and elegant look and can be accessorized for any event. If you’re thinking a date on the move is the go-to, midi dresses offer both the flexibility to be casual, but they are also perfect year-round. Get the date night dress that suits you with long sleeve, short sleeve, and sleeveless dress styles. Dance the night away in eye-catching designs with embellishments, ruffles, lace or cutouts. There’s a pretty, flattering dress waiting for you to add to your date night outfits. Shop our trending plus size party dresses in comfortable, bold, stylish plus size dress styles.

Shop Plus Size Clothing Online or In-Store

Find the perfect dress for your next date night online, or find an Ashley Stewart location near you.