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Plus size Dresses Date Night

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  • New
    Cold Shoulder Polka Dot DressCold Shoulder Polka Dot Dress

    Cold Shoulder Polka Dot Dress - Apricot Gelato

    Flow into spring in this cold-shoulder maxi dress featuring playful polka dot texture, a draped neckline and a dainty mermaid hem.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Apricot Gelato
      • 173
    • Black White
  • New
    Tropical Off The Shoulder DressTall Tropical Off The Shoulder Dress

    Available in Lengths

    Tall Tropical Off The Shoulder Dress - Black Combo

    Island allure, this off-the-shoulder tropical print maxi dress features ruched detailing along and a subtle split along the sides creating a sexy fitted cut that feels vibrant and feminine.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black Combo
  • New
    Floral Print Mesh Midaxi DressFloral Print Mesh Midaxi Dress

    Floral Print Mesh Midaxi Dress - Dark Denim

    Step into a garden of style with this floral mesh midaxi dress, where the bodycon fit is a perfectly luxe, date-ready design.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Dark Denim
  • New
    Split Sleeved A Line Maxi DressSplit Sleeved A Line Maxi Dress

    Split Sleeved A Line Maxi Dress - Black

    This maxi dress features a faux wrap bodice, airy split sleeves and sash ties that shape the silhouette before flowing into an easy A-line skirt.
    $74.50
    $0.00
    $74.50
    Online Exclusive
      13
    • Black
  • New
    Cutout Fringed Midi ShirtdressCutout Fringed Midi Shirtdress

    Cutout Fringed Midi Shirtdress - Turtledove

    Command attention in this cutout woven midi shirtdress, cinched with sash-ties for a confident, defined fit. Fringed trims sashays with every step — sharp, daring & fully in control.
    $99.50
    $0.00
    $99.50
    Online Exclusive
      13
    • Turtledove
      • 193
    • POWDER BLUE
  • New
    Textured Tie Front DressTextured Tie Front Dress

    Textured Tie Front Dress - Fuchsia

    This textured dress features a V-neck & ties that define the waist to create a feel that's relaxed yet put-together from day to night.
    $54.50
    $54.50
    Online Exclusive
      13
    • Fuchsia
      • 73
    • Black
      • 133
    • Royal Blue
  • New
    Plus Size Strapless Summer Wide Leg Purple JumpsuitStrapless Bow Embellished Jumpsuit

    Strapless Bow Embellished Jumpsuit - Pansy

    All tied up in style. This strapless jumpsuit features a bow-embellished bodice and a wide-leg silhouette cleverly designed to mimic a perfectly coordinated top-and-pants set.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Pansy
      • 103
    • Black
  • New
    Cold Shoulder Floral Maxi DressCold Shoulder Floral Maxi Dress

    Cold Shoulder Floral Maxi Dress - Black Combo

    A shoulder-baring cutout is matched with a sweeping maxi length for effortless impact. Designed in a soft knit with an allover floral print, it skims the body while keeping movement easy and fluid.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      33
    • Black Combo
  • New
    Floral Faux Wrap JumpsuitFloral Faux Wrap Jumpsuit

    Floral Faux Wrap Jumpsuit - Egret

    $59.50
    $59.50
      13
    • Egret
      • 63
    • Black Combo
  • New
    Plus Size Sleeveless Yellow Summer Flower Flounced Maxi DressFlounced Textured Floral Dress

    Flounced Textured Floral Dress - Black Combo

    Capture the season’s energy in this floral textured-knit maxi dress detailed with a flounce hem that dances through the breeze.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black Combo
  • New
    Cape Effect Striped Midaxi DressCape Effect Striped Midaxi Dress

    Cape Effect Striped Midaxi Dress - Multi

    Our striped midaxi dress is layered with a crepe overlay that cascades into a cape for an elegant design.
    $69.50
    $69.50
      13
    • Multi
  • New
    Ribbed Leopard Faux Wrap DressRibbed Leopard Faux Wrap Dress

    Ribbed Leopard Faux Wrap Dress - Black Animal

    Fierce is refined. This ribbed-jersey leopard print dress features a faux wrap silhouette that flatters the figure while exuding effortless sophistication.
    $59.50
    $59.50
    Online Exclusive
      13
    • Black Animal
  • New
    Bow Embellished Cutout DressBow Embellished Cutout Dress

    Bow Embellished Cutout Dress - Black White

    Stretch-crepe that hugs in all the right places, this flirty spring dress turns up the flirt with a bow-kissed cutout and a swishy flounce that moves like it has a secret. Soft structure, sultry shape and just enough tease to make every entrance unforgettable.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Black White
      • 93
    • Confetti
  • New
    Bubble Sleeved Maxi DressBubble Sleeved Maxi Dress

    Bubble Sleeved Maxi Dress - Victoria Blue

    Made for summer days and warm-weather fun, this maxi dress feels light and carefree. The gathered bodice adds soft texture and shape flowing into an easy A-line skirt with graceful movement. A shirred back panel offers a flexible, flattering fit that keeps things comfortable...
    $69.50
    $0.00
    $69.50
      13
    • Victoria Blue
      • 93
    • Amazon
  • New
    Embroidered Sleeve A Line DressEmbroidered Sleeve A Line Dress

    Embroidered Sleeve A Line Dress - Black

    Smooth stretch-crepe creates a soft romance feel in this polished silhouette. A clean square neckline frames the décolletage as floral-embroidered mesh sleeves add a sheer touch of charm. Finished with a flattering A-line skirt that moves with ease, it’s the perfect balance of structure...
    $79.50
    $0.00
    $79.50
    Online Exclusive
      13
    • Black
  • New
    Crystal Accented Sneaker DressCrystal Accented Sneaker Dress

    Crystal Accented Sneaker Dress - Black

    Elevate your casual looks with this stretch-knit sneaker dress crafted from soft fabric. A  drawstring waist creates a relaxed yet flattering fit with sparkling crystal details that add a dose of glam to a laid-back look.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black
  • New
    Strapless Rose Print JumpsuitStrapless Rose Print Jumpsuit

    Strapless Rose Print Jumpsuit - Black Combo

    Sexy chic is an instant must so our strapless rose print jumpsuit is peak perfection as it hugs the bust, cinches at the waist with playful sash ties and blooms into wide legs.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black Combo
  • New
    Heart Striped Bodycon DressHeart Striped Bodycon Dress

    Heart Striped Bodycon Dress - Black White

    A bodycon that knows exactly what it’s doing. Rendered in a stretch-knit with a heart and stripe mix, it shapes a clean silhouette finished with a mock neck for a polished edge. Confident, eye-catching and made for after-hours plans.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Black White
  • New
    Bubble Sleeved A Line DressTall Bubble Sleeved Maxi Dress

    Available in Lengths

    Tall Bubble Sleeved Maxi Dress - Black

    Made for summer days and warm-weather fun, this maxi dress feels light and carefree. The gathered bodice adds soft texture and shape flowing into an easy A-line skirt with graceful movement. A shirred back panel offers a flexible, flattering fit that keeps things comfortable...
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black
      • 93
    • Amazon
      • 173
    • Victoria Blue
  • New
    Floral Print Wrap DressFloral Print Wrap Dress

    Floral Print Wrap Dress - Maize

    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Maize
  • New
    Bubble Sleeved A Line DressBubble Sleeved A Line Dress

    Bubble Sleeved A Line Dress - Black

    Made for summer days and warm-weather fun, this maxi dress feels light and carefree. The gathered bodice adds soft texture and shape flowing into an easy A-line skirt with graceful movement. A shirred back panel offers a flexible, flattering fit that keeps things comfortable...
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black
  • New
    Puff Sleeved Floral Sheath DressPuff Sleeved Floral Sheath Dress

    Puff Sleeved Floral Sheath Dress - Black Combo

    Voluminous flowers are imprinted on 3d textured knit that brings dimension to this sheath dress. Puff sleeves turn up the volume & shape creating a flattering, streamlined shape that feels fresh and expressive.
    $64.50
    $0.00
    $64.50
      13
    • Black Combo
  • New
    Hammered Satin Joggers JumpsuitHammered Satin Joggers Jumpsuit

    Hammered Satin Joggers Jumpsuit - Blue

    Glossy hammered satin sets the mood in this jogger-style jumpsuit that knows exactly what it’s doing. Button tabs at the sleeves invite a subtle reveal as sash ties pull the waist in close before falling into playful elasticized ankle cuffs. Smooth, sultry and a...
    $74.50
    $0.00
    $74.50
      13
    • Blue
      • 113
    • Copper
  • New
    Bell Sleeved Scroll Print DressBell Sleeved Scroll Print Dress

    Bell Sleeved Scroll Print Dress - Amazon

    $69.50
    $0.00
    $69.50
      13
    • Amazon
  • New
    Embellished Gathered Maxi DressEmbellished Gathered Maxi Dress

    Embellished Gathered Maxi Dress - Sodalite

    $74.50
    $0.00
    $74.50
      33
    • Sodalite
      • 233
    • Potting Soil
  • New
    Plus Size Colorful Watercolor Maxi Dress Fit Flare DressPlus Size Colorful Watercolor Maxi Dress Fit Flare Dress

    Available in Lengths

    Tall Watercolor Faux Wrap Maxi Dress - Multi

    Soft color, ladylike shape. This watercolor print maxi dress features a faux wrap bodice, waist ties and an A-line skirt that creates a flattering, easy silhouette.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      23
    • Multi
  • New
    Cold Shoulder Floral Maxi DressTall Cold Shoulder Floral Maxi Dress

    Available in Lengths

    Tall Cold Shoulder Floral Maxi Dress - Black Combo

    A shoulder-baring cutout is matched with a sweeping maxi length for effortless impact. Designed in a soft knit with an allover floral print, it skims the body while keeping movement easy and fluid.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black Combo
  • New
    Belted Floral Midaxi ShirtdressBelted Floral Midaxi Shirtdress

    Belted Floral Midaxi Shirtdress - Confetti

    Step into the season in this pink floral print midaxi shirtdress. A crystal-embellished buckle belt highlights the waist with the sharkbite hem for soft movement with every step. Fresh, bright and ready for all things spring.
    $69.50
    $0.00
    $69.50
      13
    • Confetti
  • New
    Rose Print Faux Wrap DressRose Print Faux Wrap Dress

    Rose Print Faux Wrap Dress - Black Combo

    Romance illuminated. This rose print jersey dress features a faux wrap body that drapes gracefully, offering a flattering fit with understated elegance.
    $59.50
    $59.50
    Online Exclusive
      13
    • Black Combo
  • New
    Denim Peplum JumpsuitDenim Peplum Jumpsuit

    Available in Lengths

    Denim Peplum Jumpsuit - Indigo

    $69.50
    $0.00
    $69.50
    Online Exclusive
      43
    • Indigo

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.