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Plus size Dresses Date Night

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  • New
    Printed Faux Wrap Maxi DressPrinted Faux Wrap Maxi Dress

    Available in Lengths

    Printed Faux Wrap Maxi Dress - Multi

    Twirl in swirls of color as you sashay your way through the day in our printed maxi with a faux wrap bodice and a-line skirt.
    $69.50
    $0.00
    $69.50
      73
    • Multi
  • New
    Tulle Paneled Denim Maxi DressTulle Paneled Denim Maxi Dress

    Tulle Paneled Denim Maxi Dress - Dk Rinse

    Denim maxi dress with a layered luxe surprise. Denim sets the stage before a tiered tulle skirt is an unexpected contrast mixing streetstyle and glamour.
    $79.50
    $0.00
    $79.50
      13
    • Dk Rinse
  • New
    Tie Front Floral Print DressTie Front Floral Print Dress

    Tie Front Floral Print Dress - Seafoam

    A ruched bodice pulls everything with a touch of intention for a soft, delicate feel. At the bust, a delicate keyhole with tie fastenings makes for intrigue as you dilly and dally through the summer.
    $49.50
    $0.00
    $49.50
    Online Exclusive
      33
    • Seafoam
      • 43
    • Sodalite
  • New
    Plus Size Bandeau Jumpsuit Leaf Print Summer Strapless JumpsuitStrapless Leaf Print Jumpsuit

    Strapless Leaf Print Jumpsuit - Victoria Blue

    Strapless & covered in a bold leaf print, this woven wide-leg jumpsuit stands out with a wide-leg silhouette and a layered bust overlay for dimension.
    $59.50
    $0.00
    $59.50
      43
    • Victoria Blue
  • New
    Keyhole Floral Print Midi DressKeyhole Floral Print Midi Dress

    Keyhole Floral Print Midi Dress - Papaya

    Retro blooms & citrus hues bring a little 70s daydream to this flowy georgette midi. A flirty keyhole detail and easy elastic waist keep it light, effortless. and ready for fun-filled plans.
    $49.50
    $0.00
    $49.50
      13
    • Papaya
  • New
    Ruffled Watercolor DressRuffled Watercolor Dress

    Ruffled Watercolor Dress - Multi

    Soft watercolor print on shantung gives this dress an artful feel complete with ruffle trims and sash ties that define the waist. The flounced hem brings a light, swaying finish as you move.
    $69.50
    $0.00
    $69.50
      53
    • Multi
  • New
    Plus Size Maxi Dress Plus Size Floral Dress Flowers Summer DressChain Trimmed Floral Maxi Dress

    Chain Trimmed Floral Maxi Dress - Primrose Yellow

    Liquid satin & bold florals set the stage for this spring maxi dress. Chain shoulder straps adds shine and the perfect built-in jewels with a flounced hem that bounces when you step.
    $74.50
    $0.00
    $74.50
      43
    • Primrose Yellow
  • Plus Size Dress A Line Little Black Dress Fit Flare Dress Knit DressTextured Knit A Line Dress

    Textured Knit A Line Dress - Black

    This textured-knit dress features a sexy cutout with a sleek bar embellishment plus side slit pockets for that effortless cool factor. Finished with an A-line skirt that moves with you, it’s the perfect mix of structure and style.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Black
  • New
    Plus Size Maxi Dress Floral Print Dress Flowers Summer DressFloral Chain Trimmed Maxi Dress

    Floral Chain Trimmed Maxi Dress - Multi

    Blooming florals make this satin maxi feel made for long, warm days. Chain shoulder straps add a hint of shine with a silhouette that keeps things easy and fluid.
    $69.50
    $0.00
    $69.50
      33
    • Multi
  • Plus Size Checked Blue Textured Knit Cardigan Three Piece Matching SetChecked Textured Knit Cardigan

    Matching Set

    Checked Textured Knit Cardigan - POWDER BLUE

    Light layers, spring style. This checked textured-knit cardigan finishes any look and pairs with the matching tank and skirt for an easy three-piece set.
    $59.50
    $0.00
    $59.50
      13
    • POWDER BLUE
  • New
    Plus Size Maxi Dress Plus Size Striped Dress Rainbow Summer DressChain Trimmed Striped Maxi Dress

    Available in Lengths

    Chain Trimmed Striped Maxi Dress - Multi

    Show off you love for fashion in our satin maxi dress made with chain shoulder straps.
    $69.50
    $0.00
    $69.50
      13
    • Multi
  • New
    Plus Size Lemon Cotton Sun Dress Maxi Off The Shoulder Summer DressOff The Shoulder Lemon Print Dress

    Off The Shoulder Lemon Print Dress - Victoria Blue

    Bare shoulders & a juicy lemon print lead the way on this off-the-shoulder maxi. A shirred bustline hugs close, sash ties define the waist and a flounced hem keeps things looking freshly squeezed.
    $69.50
    $0.00
    $69.50
      33
    • Victoria Blue
  • Plus Size Textured Cape Sheath Dress Spring Summer Knit Shift DressTextured Cape Sheath Dress

    Textured Cape Sheath Dress - Calypso Coral

    Bursting with spring energy, this textured sheath dress features a V-neck, a back cutout and an attached cape that's chic & exciting.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Calypso Coral
      • 173
    • White
      • 253
    • Lemon Drop
  • Birthday Queen Sequin DressBirthday Queen Sequin Dress

    Birthday Queen Sequin Dress - White

    Your birthday, your rules. This sequin mesh dress features pink sequins that read “Birthday Queen” & shimmering iridescent iterations that makes every move feel electric.
    $79.50
    $0.00
    $79.50
    Online Exclusive
      13
    • White
  • New
    Chain Trimmed Scroll Print DressChain Trimmed Scroll Print Dress

    Available in Lengths

    Chain Trimmed Scroll Print Dress - LT DENIM

    Infused with jewels, our luxurious maxi dress is a mint-colored dream with a scroll print inspired by ancient beauty & bedazzled with chain-link straps.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      23
    • LT DENIM
  • New
    Off The Shoulder Leaf Print DressOff The Shoulder Leaf Print Dress

    Off The Shoulder Leaf Print Dress - Victoria Blue

    Fresh air, bare shoulders & a little extravaganza! This off-the-shoulder leaf print dress is light & breathable in a cotton-blend with puff sleeves that billow. It’s the kind of piece that turns a quick outing into a whole scene.
    $69.50
    $0.00
    $69.50
      13
    • Victoria Blue
  • Textured Denim Babydoll DressTextured Denim Babydoll Dress

    Textured Denim Babydoll Dress - Denim

    Sweet with a taste of 'tude. This textured-denim babydoll dress features a striped-trim V neck, soft ruffled sleeves & a flounced hem with just the right bounce.
    $69.50
    $0.00
    $69.50
      13
    • Denim
  • Plus Size Midaxi Dress Plus Size Formal Cape Gown Luxe DressOff The Shoulder Cape Dress

    Off The Shoulder Cape Dress - Amazon

    This off-the-shoulder midaxi dress is striking and elegant. The foldover neckline highlights the shoulders revealing a collarbone-baring look. A sheer mesh cape drapes from the back creating dramatic movement.
    $89.50
    $0.00
    $89.50
    Online Exclusive
      13
    • Amazon
      • 313
    • Black
      • 453
    • Bridal Rose
  • Plus Size Tropical Print Split Drama Sleeve Party Summer Maxi DressSplit Sleeve Tropical Print Dress

    Split Sleeve Tropical Print Dress - Persimmon Orange

    A little paradise with pops of bodacious deliciousness. This tropical print maxi dress features a flattering faux wrap neck, dramatic crepe sleeve panels with splits of sexy and a bonus front split.
    $69.50
    $0.00
    $69.50
      33
    • Persimmon Orange
  • Strapless Bow Embellished JumpsuitTall Strapless Bow Embellished Jumpsuit

    Available in Lengths

    Tall Strapless Bow Embellished Jumpsuit - Black

    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
    • Black
      • 93
    • Pansy
  • Plus Size Floral Swing Dress Flower Print Neck Ties Summer DressTie Neck Floral Print Dress

    Tie Neck Floral Print Dress - Multi

    Fresh florals and an airy silhouette make this dress an easy summer pick. Neckties at the keyhole add a sweet detail you can style your way, from loose and relaxed to softly tied.
    $69.50
    $0.00
    $69.50
      13
    • Multi
  • New
    Plus Size Bandeau Jumpsuit Leaf Print Summer Strapless JumpsuitTall Strapless Leaf Print Jumpsuit

    Tall Strapless Leaf Print Jumpsuit - Victoria Blue

    Strapless & covered in a bold leaf print, this woven wide-leg jumpsuit stands out with a wide-leg silhouette and a layered bust overlay for dimension.
    $59.50
    $0.00
    $59.50
    Online Exclusive
      63
    • Victoria Blue
  • Embellished Cutout Bodycon DressEmbellished Cutout Bodycon Dress

    Embellished Cutout Bodycon Dress - Caribbean Sea

    You don't just enter the room, you own it. Our curve-hugging maxi drapes like a second skin, finished with sculptural wood and marble rings that kiss the shoulders. The hem is designed in fringe made from daring circle cutouts move with every step, every...
    $74.50
    $0.00
    $74.50
      33
    • Caribbean Sea
  • Plus Size Checked Blue Textured Knit Midi Skirt Three Piece SetChecked Textured Midi Skirt

    Matching Set

    Checked Textured Midi Skirt - POWDER BLUE

    Our soft midi has the perfect easy drape. This checked textured-knit skirt can be worn with your fave separates or pair with the matching tank & cardigan for a complete three-piece set.
    $49.50
    $0.00
    $49.50
      53
    • POWDER BLUE
  • Fringed Cutout JumpsuitFringed Cutout Jumpsuit

    Fringed Cutout Jumpsuit - Green

    One piece, full impact. This wide-leg jumpsuit brings a high neckline and a fringed cutout overlay that shows up & shows out!
    $79.50
    $0.00
    $79.50
    Online Exclusive
      33
    • Green
  • Plus Size Maxi Dress Plus Size Floral Dress Flowers Summer DressTall Chain Trimmed Floral Maxi Dress

    Available in Lengths

    Tall Chain Trimmed Floral Maxi Dress - Primrose Yellow

    Liquid satin & bold florals set the stage for this spring maxi dress. Chain shoulder straps adds shine and the perfect built-in jewels with a flounced hem that bounces when you step.
    $74.50
    $0.00
    $74.50
    Online Exclusive
      53
    • Primrose Yellow
  • New
    Printed Off The Shoulder DressTall Printed Off The Shoulder Dress

    Available in Lengths

    Tall Printed Off The Shoulder Dress - Multi

    Like a scene out of a romantic dream, you are a vision of beauty & sultriness dripped in our off-the-shoulder maxi with a bit of built-in flirtation thanks to the flounce overlay & bodycon fit.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Multi
  • New
    Cold Shoulder Striped DressCold Shoulder Striped Dress

    Cold Shoulder Striped Dress - Multi

    A little extra in the best possible way. Glossy striped satin, chain shoulder straps and cold-shoulder cutouts are extravaganza in style form as the ruffled trims and flounced hem that wake your eyes up to playful chicness.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Multi

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.