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Plus size Dresses Date Night

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  • New
    Plus Size V Neck Ribbed Tank DressV Neck Ribbed Tank Dress

    V Neck Ribbed Tank Dress - Exuberance

    This ribbed-knit tank dress keeps it sleek with a curved V-neckline and a body-skimming fit that flexes with every step.
    $39.50
    $0.00
    $39.50
      13
    • Exuberance
      • 93
    • Fandango Pink
  • New
    Plus Size Appliqued Maxi DressAppliqued Maxi Dress

    Appliqued Maxi Dress - Orange

    Light as air and made to float through the day, this georgette maxi dress brings effortless drama with its flowing silhouette and delicate appliqués. A V-neckline adds a hint of allure perfect for weddings, weekends or anywhere you want to make an entrance.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Orange
      • 63
    • White
      • 113
    • LIME PUNCH
  • Plus Size Strapless Denim Bodycon DressStrapless Denim Bodycon Dress

    Strapless Denim Bodycon Dress - Black

    This strapless stretch-denim maxi dress is made to turn heads with a curve-hugging fit, frayed trims & a thigh-high front split that does all the flirting for you. Just add heels and a little attitude.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Black
      • 133
    • Medium Blue
  • Plus Size Lurex™ Hi Low Mermaid GownLurex™ Hi Low Mermaid Gown

    Lurex™ Hi Low Mermaid Gown - Pink

    Be bold & adventurous adorned in our glorious glittering gown. A hi-low mermaid hem is a whimsical feature to the design that is crafted from shimmery Lurex™ woven into luxe stretch-knit allowing your curves to be on display as you brilliantly slay.
    $89.50
    $0.00
    $89.50
    Online Exclusive
      13
    • Pink
      • 93
    • Gold
  • New
    Plus Size Lace Up Denim JumpsuitLace Up Denim Jumpsuit

    Available in Lengths

    Lace Up Denim Jumpsuit - White

    All about the angles. This wide-leg jumpsuit is cut from stretch denim for a sculpted fit through the top with a below-the-bust cutout that sharpens the silhouette. Fixed lace-up sides bring structured detail, while the clean, elongated legs keep things sleek. 
    $79.50
    $0.00
    $79.50
    Online Exclusive
      133
    • White
  • New
    Fringed Crochet Tank DressFringed Crochet Tank Dress

    Fringed Crochet Tank Dress - Fandango Pink

    This crochet-knit tank dress is made for fun-filled days & dance-all-night plans. Fully lined with soft stretch-knit (because comfort is key) and finished with knotted fringe that follow your vibe. Slip it on & let the boho summer magic happen.
    $74.50
    $0.00
    $74.50
    Online Exclusive
      13
    • Fandango Pink
      • 63
    • Lime Green
  • New
    Plus Size Eyelet Cotton Puff Sleeved DressEyelet Cotton Puff Sleeved Dress

    Eyelet Cotton Puff Sleeved Dress - White

    Light, lovely, and made for sunny days. This eyelet cotton dress features soft elasticized cuffs and a sash-tied waist for just the right cinch.
    $69.50
    $0.00
    $69.50
      13
    • White
      • 93
    • Aura Orange
  • New
    Cold Shoulder Leopard Maxi DressCold Shoulder Leopard Maxi Dress

    Cold Shoulder Leopard Maxi Dress - Black Animal

    This stretch-knit maxi goes all in with an ombré leopard print, a sexy V-neckline and cold-shoulder cutouts that bring the heat.
    $69.50
    $0.00
    $69.50
      23
    • Black Animal
  • Plus Size Metallic Print DressMetallic Print Dress

    Metallic Print Dress - White

    Shimmer meets everyday comfort in this metallic print woven dress. The linen-like fabric keeps things light, while side slit pockets add a laid-back feel. Just slip it on and shine your way through the day.
    $74.50
    $0.00
    $74.50
      13
    • White
      • 93
    • Black
  • New
    Plus Size Metallic Print Midaxi DressPlus Size Metallic Print Midaxi Dress

    Metallic Print Midaxi Dress - Black

    This metallic print cotton midaxi dress flirts it up with ruffled sleeves, side pockets, and a sash-tied waist made for twirling.
    $74.50
    $0.00
    $74.50
    Online Exclusive
      23
    • Black
  • New
    Plus Size V Neck Tank DressPlus Size V Neck Tank Dress

    V Neck Tank Dress - Black

    This ribbed-knit tank dress keeps it sleek with a curved V-neckline and a body-skimming fit that flexes with every step.
    $39.50
    $0.00
    $39.50
      13
    • Black
  • Plus Size Paneled Polka Dot JumpsuitPaneled Polka Dot Jumpsuit

    Available in Lengths

    Paneled Polka Dot Jumpsuit - Black White

    Polka dots, power moves, and a whole lot of attitude, this wide-leg jumpsuit is serving everything. The stretch-knit fit hugs in all the right places, while the sash-ties let you cinch it just how you like. 
    $69.50
    $0.00
    $69.50
    Online Exclusive
      43
    • Black White
  • Plus Size Floral Print Bodycon Maxi DressFloral Print Bodycon Maxi Dress

    Floral Print Bodycon Maxi Dress - Aura Orange

    Serve body as flowers burst at the seams (literally) along the close fit of our knit maxi dress.
    $69.50
    $0.00
    $69.50
      13
    • Aura Orange
  • New
    Plus Size Beaded Watercolor Sharkbite DressBeaded Watercolor Sharkbite Dress

    Beaded Watercolor Sharkbite Dress - MOSS

    Bring in the Summer adorned in this green midi dress splashed with an abstract watercolor print & finished with a bold cutout. Beaded accents dial up the detail as ruffled trims and a sharkbite hem keep things fun and unexpected.
    $69.50
    $0.00
    $69.50
      13
    • MOSS
  • Plus Size Paisley Faux Wrap Maxi DressPaisley Faux Wrap Maxi Dress

    Available in Lengths

    Paisley Faux Wrap Maxi Dress - Fandango Pink

    Swirls on swirls! This paisley print maxi dress is all about looking good and feeling even better. The stretchy knit fabric moves with you, while the faux wrap neckline is a flirty stylish add.
    $69.50
    $0.00
    $69.50
      13
    • Fandango Pink
  • Plus Size Off The Shoulder Printed Maxi DressOff The Shoulder Printed Maxi Dress

    Available in Lengths

    Off The Shoulder Printed Maxi Dress - Caramel Cafe

    All eyes on you. This off-the-shoulder maxi dress turns up the heat with a figure-hugging fit, ruched sides & a sexy side split. Finished in a bold print made from soft stretch-knit, this slip-on style is your RSVP-ready go-to.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      23
    • Caramel Cafe
  • Plus Size Polka Dot Shirt Dress Plus Size Spring Dress Organza DressPolka Dot Organza Shirtdress

    Polka Dot Organza Shirtdress - White Black

    Lighten up your look with this airy polka dot organza shirtdress. Sheer, floaty & perfect for Summer, the elasticized sleeve cuffs bring a soft blouson shape, while sash-ties cinch the waist just how you like. Comes with a detachable stretch-knit slip for just the...
    $79.50
    $0.00
    $79.50
    Online Exclusive
      33
    • White Black
  • New
    Plus Size Faux Wrap Hi Low DressFaux Wrap Hi Low Dress

    Faux Wrap Hi Low Dress - White

    Made for warm nights & soft glances, this stretch-crepe dress features a faux wrap, sash ties and a hi-low skirt that sways with every step. It’s flirty, feminine and full of feel-good energy.
    $69.50
    $0.00
    $69.50
      33
    • White
  • Plus Size Midi Dress Plus Size Semi Formal Dress Little White DressFlounced Tie Neck Midi Dress

    Flounced Tie Neck Midi Dress - White

    With dainty neckties & a flounced hem that sways just so, this midi dress brings a soft, romantic feel to every step. Whether you're wandering through a garden or sipping something sweet at a picnic, it’s made for moments that linger.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • White
  • Plus Size Layered Geo Print DressLayered Geo Print Dress

    Layered Geo Print Dress - Black Combo

    Layer on the fab in our geo print dress designed with a crepe vest-inspired overlay & bodycon fit.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black Combo
  • Plus Size Seamed A Line DressSeamed A Line Dress

    Seamed A Line Dress - Black White

    This a-line dress features a flattering V-neckline and ricrac trim detailing that adds a unique touch. With seam accents to enhance its structure, this dress offers both style and comfort, perfect for a variety of occasions.
    $69.50
    $0.00
    $69.50
      13
    • Black White
  • Plus Size Belted Denim Wide Leg JumpsuitBelted Denim Wide Leg Jumpsuit

    Belted Denim Wide Leg Jumpsuit - Black White

    This stretch-denim jumpsuit does all the talking with a tailored vest-style bodice that means business & wide legs that know how to walk into a room. The sash-tie waist lets you cinch it how you want, when you want.
    $79.50
    $0.00
    $79.50
    Online Exclusive
      13
    • Black White
  • New
    Scroll Print Cotton DressScroll Print Cotton Dress

    Scroll Print Cotton Dress - Black White

    Keep it cute while you scroll. This cotton midaxi dress serves easy charm with adjustable straps, a scroll-print bust panel & side slit pockets that mean business. A shirred back keeps the fit comfy, so you’re set from coffee runs to sunset strolls.
    $69.50
    $0.00
    $69.50
      13
    • Black White
  • New
    Plus Size Printed Cotton Halter DressPrinted Cotton Halter Dress

    Printed Cotton Halter Dress - Peacoat

    Breezy and breathable, this printed cotton maxi is made for warm-weather days. It features a V-neckline, tie-fastening halter straps and a softly structured A-line skirt that keeps its shape without feeling stiff.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Peacoat
  • New
    Plus Size Metallic Print Babydoll DressMetallic Print Babydoll Dress

    Metallic Print Babydoll Dress - Black

    Shine without trying in this metallic print babydoll dress crafted from crisp poplin. The V-neckline & bell sleeve cuffs bring standout detail as the A-line skirt keeps the silhouette flirty.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black
  • Plus Size Chain Trimmed Abstract Maxi DressChain Trimmed Abstract Maxi Dress

    Available in Lengths

    Chain Trimmed Abstract Maxi Dress - Multi

    Go with the flow in this abstract print satin maxi dress. Finished with sleek chain shoulder straps and a flounced hem, it’s a slip-on-and-shine kind of moment—easy, eye-catching & totally ready to twirl.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      23
    • Multi
  • New
    Plus Size Metallic Print Cotton Midaxi DressPlus Size Metallic Print Cotton Midaxi Dress

    Metallic Print Cotton Midaxi Dress - White

    This metallic print cotton midaxi dress flirts it up with ruffled sleeves, side pockets, and a sash-tied waist made for twirling.
    $74.50
    $0.00
    $74.50
      13
    • White

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.