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Plus size Dresses Date Night

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  • New
    Plus Size A Line Dress Plus Size Fit Flare Knit Semi Formal DressSplit Sleeved Scroll Print Dress

    Split Sleeved Scroll Print Dress - Foxglove

    This scroll print textured-knit dress feels gentle and expressive. An A-line skirt creates a flattering shape, paired with elasticized cuffs and subtle cutouts at the bust and sleeves.
    $69.50
    $0.00
    $69.50
      13
    • Foxglove
  • New
    Plisse Printed Maxi DressPlisse Printed Maxi Dress

    Plisse Printed Maxi Dress - Foxglove

    Printed plissé satin sets the mood on this flowing maxi dress. Bell sleeves add a soft, sweeping finish, creating a look that feels poetic, graceful, and made for lingering moments.
    $69.50
    $0.00
    $69.50
      13
    • Foxglove
  • New
    Embellished Sweater DressEmbellished Sweater Dress

    Embellished Sweater Dress - Pink Yarrow

    Sweater dress in T-shirt form, this cute & casual brushed-knit design is elevated by crystals that sparkle like stars along the bodice for a sprinkle a glam.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      33
    • Pink Yarrow
      • 103
    • Egret
  • New
    Plus Size A Line Dress Diamond Fit Flare Knit Semi Formal DressDiamond Print A Line Dress

    Diamond Print A Line Dress - Black Combo

    A diamond print gives this textured-knit dress a soft graphic feel. The A-line skirt floats easily finished with flutter sleeves and a demure cutout.
    $64.50
    $0.00
    $64.50
      23
    • Black Combo
  • New
    Flounced Floral Maxi DressFlounced Floral Maxi Dress

    Flounced Floral Maxi Dress - Black Combo

    Soft florals bloom across this textured-knit maxi dress framed by a square neckline that highlights the collarbone. The flounced hem swirls with gentle charm, giving the whole look a touch of dreamy sweetness.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black Combo
  • New
    Textured Denim Sheath DressTextured Denim Sheath Dress

    Textured Denim Sheath Dress - Dk Rinse

    Tasty texture makes our denim sheath a sexy sight for your eyes as bell sleeves and a V-neck turn every glance into a double take.
    $69.50
    $0.00
    $69.50
      13
    • Dk Rinse
  • New
    Front Split Maxi DressFront Split Maxi Dress

    Front Split Maxi Dress - Black White

    A sleek scuba maxi with a plunging V-neck and contrast trims frames every curve like your name is Mona Lisa finished by a front split for added sexy drama.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Black White
      • 93
    • Orange.com
  • New
    Status Print Maxi DressStatus Print V Neck Maxi Dress

    Available in Lengths

    Status Print V Neck Maxi Dress - PETUNIA

    Command the room. This status print maxi dress brings drama with a deep V-neck, knotted front & daring split. Oversized internal shoulder pads give a bold, structured finish that’s pure statement. Available in regular and tall lengths.  
    $74.50
    $0.00
    $74.50
    Online Exclusive
      33
    • PETUNIA
  • New
    Plus Size Bell Sleeved Geo Sheath DressBell Sleeved Geo Sheath Dress

    Bell Sleeved Geo Sheath Dress - Multi

    Color collides on our textured dress designed in a classy (& a bit sassy) sheath silhouette given star treatment with billowing bell sleeves.
    $69.50
    $0.00
    $69.50
      13
    • Multi
  • New
    Swirl Print Mermaid Maxi DressSwirl Print Mermaid Maxi Dress

    Available in Lengths

    Swirl Print Mermaid Maxi Dress - Amazon

    Sexy & a little flirty, this swirl print textured maxi featuring teardrop-shaped cutouts all balanced by a mermaid hem. Available in regular and tall lengths.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      23
    • Amazon
  • New
    Paneled Zip Detailed Sheath DressPaneled Zip Detailed Sheath Dress

    Paneled Zip Detailed Sheath Dress - Navy Peony

    Sleek stretch-crepe is given contrast with a bold faux leather panel in this sheath dress built to play. An adjustable zip at the hem lets you dial up the daring.
    $69.50
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    $69.50
      13
    • Navy Peony
      • 93
    • Iced Coffee
  • New
    Ruffled Maxi DressRuffled Maxi Dress

    Ruffled Maxi Dress - Amazon

    The ruffle trim sweeps softly along our textured maxi dress, finished with a side split that gives it a quietly sultry swing.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Amazon
      • 93
    • Black
  • New
    Printed Paneled A Line DressPrinted Paneled A Line Dress

    Printed Paneled A Line Dress - Black Combo

    Printed panels and a faux wrap give this stretch-crepe midi dress personality. Sash-ties snatches the waist with the sharkbite hem on the A-line skirt adds unexpected chicness with every step.
    $69.50
    $0.00
    $69.50
      13
    • Black Combo
  • New
    Plus Size Two Tone Tie Neck DressTwo Tone Tie Neck Dress

    Two Tone Tie Neck Dress - Black

    Monday to Sunday, this two-tone dress is a slay! Neckties are coquette-coded against a mindful cutout and sheath fit.
    $64.50
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    $64.50
    Online Exclusive
      13
    • Black
  • New
    Studded Faux Leather Paneled DressStudded Faux Leather Paneled Dress

    Studded Faux Leather Paneled Dress - Black

    Faux leather panels and studs meet a stretchy crepe fit in this dress that commands attention. The A-line skirt flirts in movement, making every step feel confident and unforgettable.
    $74.50
    $0.00
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    Online Exclusive
      13
    • Black
  • New
    Two Tone Maxi A Line DressTwo Tone Maxi A Line Dress

    Two Tone Maxi A Line Dress - Black White

    Classic white is struck by a bold blast of black on our maxi dress balancing contrast with flow. The A-line skirt moves gently, paired with slit pockets at the sides for everyday wear.
    $69.50
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    $69.50
      13
    • Black White
  • New
    Plus Size link print wrap dress black maxi wrap dress knit dressChain Link Print Faux Wrap Dress

    Available in Lengths

    Chain Link Print Faux Wrap Dress - Black Combo

    The chain link print gives this stretch-knit maxi dress instant energy. A faux wrap frames the upper body with side ruching sculpts the waist and adds subtle sexiness to the silhouette.
    $69.50
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    $69.50
      13
    • Black Combo
  • New
    Two Tone A Line Maxi DressTall Two Tone A Line Maxi Dress

    Available in Lengths

    Tall Two Tone A Line Maxi Dress - Black White

    A black textured maxi dances with contrast as a white paneled a-line skirt twirls against a balanced boat neck. Available in regular and tall lengths.
    $74.50
    $0.00
    $74.50
    Online Exclusive
      33
    • Black White
  • New
    Abstract Print Bodycon DressAbstract Print Bodycon Dress

    Abstract Print Bodycon Dress - Multi

    An electric abstract print is splattered across the scuba of this bodycon that knows how flatter your curves. The square neckline frames you just right while the hugging fit keeps the energy high from the moment you walk in. It’s the kind of dress...
    $69.50
    $0.00
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    Online Exclusive
      13
    • Multi
  • New
    Plus Size Diamonds And Pearls Bodycon DressDiamonds And Pearls Bodycon Dress

    Diamonds And Pearls Bodycon Dress - Black

    We can't give you diamonds & pearls but hopefully a hot-fire bodycon dress will suit your high fashion taste. This sexy stretch-knit dress is imprinted with a diamonds, pearls & denim design—a clever reworking of a classic denim dress.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Black
  • New
    Plus Size Balloon Sleeved Matelasse DressBalloon Sleeved Matelasse Dress

    Balloon Sleeved Matelasse Dress - Lychee

    Holiday dressing made fun. This matelassé beauty stuns with pleated balloon sleeves, elasticized cuffs and an A-line skirt that’s made to move through the season.
    $74.50
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    $74.50
      43
    • Lychee
  • Plus Size A Line Greek Key DressA Line Greek Key Dress

    A Line Greek Key Dress - EQUESTRIAN RED

    Classic with a pinch of spice, this Greek key dress slips on easy with an A-line skirt that swings with style.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      23
    • EQUESTRIAN RED
  • New
    Status Print Maxi DressTall Status Print Maxi Dress

    Available in Lengths

    Tall Status Print Maxi Dress - PETUNIA

    Command the room. This status print maxi dress brings drama with a deep V-neck, knotted front & daring split. Oversized internal shoulder pads give a bold, structured finish that’s pure statement. Available in regular and tall lengths.
    $74.50
    $0.00
    $74.50
    Online Exclusive
      13
    • PETUNIA
  • New
    Tall Cowl Neck Denim Maxi DressTall Cowl Neck Denim Maxi Dress

    Available in Lengths

    Tall Cowl Neck Denim Maxi Dress - Dk Rinse

    Denim is constructed into a sultry cowl neck for a look that feels confident and sexy. The textured finish adds depth to the long, clean line. Available in regular and tall lengths.
    $69.50
    $69.50
    Online Exclusive
      13
    • Dk Rinse
  • New
    Plus Size Geo Print Square Neck Maxi DressGeo Print Square Neck Maxi Dress

    Available in Lengths

    Geo Print Square Neck Maxi Dress - Lush Meadow

    Our geo print maxi dress is perfect for moments that call for poise and presence. The square neck frames the look with clean structure with a flounced hem that brings soft movement to the long silhouette creating sweeping drama from top to bottom.
    $69.50
    $69.50
    Online Exclusive
      13
    • Lush Meadow
  • New
    Floral Faux Wrap Maxi DressTall Floral Faux Wrap Maxi Dress

    Available in Lengths

    Tall Floral Faux Wrap Maxi Dress - Black Combo

    This floral maxi drifts into daydream territory with a gently crossed neckline & an a-line skirt. Soft, stretchy and full of quiet romance, it’s the dress you reach for when you want your look to feel like a love note.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black Combo

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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.