Country Wedding Guest Dresses

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Effortless Elegance: Country Wedding Guest Dresses

Whether you’re stepping into a garden wedding or raising a toast at a backyard reception, Windsor’s country wedding guest dresses blend breathable fabrics and flattering silhouettes for all-day comfort. Floral maxi and midi styles in lightweight chiffon and cotton blends move with you through sunlit ceremonies, while lace-trimmed details and tiered ruffles add cottage-chic charm. For casual backyard wedding guest dresses, opt for a flutter-sleeve cotton midi with soft floral prints that feels effortlessly at home in intimate gatherings.

For evening toasts under the string lights, choose sleek satin and crepe dresses in soft pastels or rich jewel tones. Strapless and flutter-sleeve designs keep you cool, and structured bodices provide support for dancing on grass or mingling at outdoor wedding guest dresses. Ready-to-wear pockets, adjustable straps, and lining ensure you look polished from the ceremony to the last call. Shopping for a look for a bohemian-style wedding? Get the inspo you need on the Windsor blog: Gorgeous Boho Wedding Guest Dresses.

Discover Windsor’s full collection of wedding guest dresses—from garden wedding guest dresses to outdoor wedding guest dresses—in-store, online, or in-app.

  • Darling Twirl Crepe Ruffle Skater Dress

    Delight with your darling twirls in this crepe skater dress perfect for family parties or brunch! It features adorable puff short sleeves, a V-neckline, and a ruffled layered short-length hem with a fit-and-flare silhouette. Complete the look in this skater dress with sleek hoop earrings.

    Fit & Features

    • Puff short sleeves
    • V-neckline
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Ruffled layered short-length hem
    • Crepe fabric, partial stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5064

    Category Name: Country Wedding Guest Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Energy Sleeveless A-Line Chiffon Midi Dress

    Bright vibrant and gorgeous energy to every shower or party in this sleeveless floral midi dress! The square neckline features a flirty V-wire cutout, while adjustable spaghetti straps provide a perfect fit. The A-line silhouette and front slit add movement and a flowy look. Style this floral dress with sandals.

    Fit & Features

    • Floral print, chiffon fabric, stretchy knit lining
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • V-wired cutout square neckline
    • A-line silhouette
    • Front slit
    • Runs true to size

    Style Number/Barcode: 05101-3031

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blooming Romance Floral Lace Midi Dress

    Let the romance bloom on date night in this alluring and chic floral lace midi dress. It features a sleeveless V-neckline, adjustable spaghetti straps, a bust seam outline with dainty scalloped lace, a midi-length hem with a thigh-high side slit, and a fitted A-line silhouette. Style this mid-length dress with duster earrings and clear heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, back zipper hook-eye closure
    • Bust seam outline, scalloped lace
    • Midi-length hem, high side slit, scalloped lace trim
    • Fitted A-line silhouette
    • Sheer floral lace fabric, full lining
    • Runs true to size

    Style Number/Barcode: 05101-2213

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leave A Little Glitter Cowl Neck Midi Dress

    Leave a little sparkle in this glitter midi dress leaving banquets or holiday soirees! The knee-length dress features a flattering cowl neckline, spaghetti straps, and a form-hugging fit on a luxurious glitter diamond-patterned fabric with a stretchy knit lining. Complete the look with statement earrings and a bolero.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging fit
    • Midi-length hem
    • Glitter diamond-pattern fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-3001

    Category Name: Country Wedding Guest Dresses

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Bling Rhinestone Faux Leather Cowboy Boots

    These iconic rhinestone faux leather cowboy boots will bring the bling with every step! Designed with a faux leather material, these below-the-knee boots are embellished with all-over rhinestones for a major glitzy vibe. The boots feature a stacked block heel, a pointed toe, a trendy scrunched design, and pull tabs for easy on-and-off styling. Complete your look for bachelorette or birthday parties with rhinestone hair clips!

    Fit & Features

    • 3" Stacked block heel
    • Below-the-knee height, pull tabs
    • Faux leather material
    • Rhinestones
    • Pointed toe
    • Scrunched design
    • Runs true to size

    Style Number/Barcode: 07403-1775

    Category Name: Country Wedding Guest Dresses

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Admiring Style Strapless Ruffle High Low Denim Dress

    Prepare for plenty of admiring stares when you're in this stylish denim strapless dress! This cute and casual dress features a sweetheart neckline and form-hugging fit, accentuating your curves in all the right places. The patchwork seam detailing adds a touch of unique style, while the high-low ruffled hem adds a playful and flirty element. Complete the look in platform shoes and sunnies!

    Fit & Features

    • Denim fabric, slight stretch
    • Strapless sweetheart neckline
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Ruffle high low hem
    • Runs true to size

    Style Number/Barcode: 05102-5574

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Give A Twirl Linen Skater Dress

    Have your twirl-worthy moment in this linen skater dress perfect for casual parties! It features three-quarter-length puff sleeves with ruffled hems, a square neckline, a babydoll-style seam, a flirty open-back with an elasticized lattice strap, and a short-length hem with a flared-out skater silhouette. Complete the look in this skater dress with strappy stiletto heels.

    Fit & Features

    • Three-quarter-length puff sleeves, ruffled elastic cinched hems
    • Square neckline
    • Babydoll style seam
    • Open-back, elasticized lattice strap
    • Short skater silhouette
    • Plaid linen fabric, lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4717

    Category Name: Country Wedding Guest Dresses

    Price: $5.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Flirty Strapless Sequin Glitter Denim Skater Dress

    Keep it flirty and adorable in this strapless sequin denim skater dress! Designed with a textured glitter denim fabric, it is accented with all-over sequin embroidery for a glitzy western vibe. The dress is shaped with a strapless sweetheart neckline with a sculpted bust for a lifted look, leading to a fitted corset bodice with boning for that snatched silhouette. The back features a smocked design for added stretch and a zipper closure for a secure fit. The angled high waist flows out to a short skater skirt with the cutest fit-and-flare silhouette. Complete the look with cowboy boots for a concert or heels for a party!

    Fit & Features

    • Textured glitter denim fabric with sequin embroidery, no stretch
    • Strapless sweetheart neckline, padded bust, no-slip strip
    • Corset bodice, boning, angled high waist
    • Smocked back, zipper with hook and eye closure
    • Short skater skirt
    • Fit-and-flare silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3137

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Appeal Puff Sleeve Eyelet Knit Skater Dress

    The sweet eyelet design and adorable details give this puff sleeve skater dress a charming appeal! Made with an airy sheer eyelet knit fabric with a partial knit lining, this short dress is perfect for your spring and summer weekend outings. It features a square neckline with chic ruching at the bust, sheer short puff sleeves with a dainty ruffled trim, a sheer corset-style bodice to create a cinched look, and a fit-and-flare skater silhouette for a flirty vibe. Complete your outfit with hoop earrings!

    Fit & Features

    • Sheer eyelet knit fabric, partial knit lining, plenty of stretch
    • Square neckline with ruched bust
    • Sheer short puff sleeves, ruffled trim, elastic cinched hems
    • Sheer corset-style bodice, stretchy high waist seam
    • Fit and flare skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5427

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Exceptional Bliss Lace-Up Floral Chiffon Maxi Dress

    Answer that invite in exceptional blissful style in this floral chiffon maxi dress perfect for showers, graduations, or vacations! With spaghetti straps, a lace-up back, and a flowy ruffled silhouette, this maxi dress is both comfortable and stylish. The stretchy smocked waist and maxi floor-length hem provide a flattering look for any occasion. Complete the look with dainty earrings.

    Fit & Features

    • Floral print, chiffon fabric lined with woven fabric
    • Spaghetti straps
    • Lace-up back
    • V-Neckline
    • Flowy ruffled maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3345

    Category Name: Country Wedding Guest Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cubic Zirconia 3-D Butterfly Studs

    Keep it fluttery and flirty with butterfly studs! The earrings feature a 3-D butterfly design that features cubic zirconia. Complete your look with a glam bodysuit and mini skirt. 

    Fit & Features

    • 3-D butterfly design
    • Cubic zirconia 
    • Post-back closures

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-0698

    Category Name: Country Wedding Guest Dresses

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Swept Off Your Feet Button Ruffle Maxi Dress

    Oh-so-breezy! Sweep the room off their feet when you enter in this maxi dress featuring a sleeveless V-neckline, adjustable spaghetti straps, button-down front closures, and a flowy ruffled hem with a skin-flaunting front slit. The dress is composed of a smooth woven fabric with a sewn-in knit stretchy lining. Complete the look in espadrille wedges for a trip to the coast!

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Button-down front closures
    • Front slit design
    • Flowy ruffled maxi-length hem
    • Smooth woven fabric, sewn-in knit stretchy lining
    • Runs true to size

    Style Number/Barcode: 05102-5061

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Botanical Beauty Lace Trim Floral Satin Midi Dress

    Looking like a botanical beauty has never been so flawless as having this floral satin midi dress in your arsenal! Perfect for showers, graduations, or elegant afternoon teas, this pretty dress is such a dream. With a sweetheart neckline and eyelash lace trim, this dress flatters your figure with adjustable spaghetti straps and padded bra cups. The front slit and midi-length hem add a touch of allure to the floral garden print, all in a luxurious satin fabric. Complete the look in strappy block heels.

    Fit & Features

    • Garden floral print, satin fabric, sewn-in knit lining
    • Adjustable spaghetti straps
    • Sweetheart neckline, eyelash lace trim
    • Back zipper and hook-eye closure
    • Padded bra cups
    • Front slit, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3216

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winged Goddess Butterfly Rhinestone Mules

    Give your feet goddess vibes in these faux leather mules perfect for glam brides or cocktail soirees! They feature a square toe, a strappy design with butterflies and rhinestone embellishments, and a low-block heel. Complete the look with a sparkly clutch purse.

    Fit & Features

    • Square toe
    • Strappy design
    • Butterflies with rhinestone embellishments
    • Low block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4204

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Illusion Strapless Artsy Printed Midi Dress

    Bring a chic illusion in this artsy printed midi dress for a trend-worthy look all evening! The artsy print and mesh fabric adds a touch of sophistication, while the lined design ensures comfort and coverage. Featuring a flattering strapless neckline, front slit, and bodycon silhouette, this dress will accentuate your curves. Complete the look in stiletto sandals for an evening downtown!

    Fit & Features

    • Artsy print, mesh-lined fabric
    • Strapless neckline
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3316

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Passport To Love Crepe A-Line Midi Dress

    Wherever you're headed to celebrate a milestone event, this crepe midi dress is your passport to loving how you'll look on a European getaway! The dress features a sleeveless sweetheart neckline, adjustable spaghetti straps, a padded bust, and a flattering A-line silhouette. Complete the look with fringe earrings.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Padded bust
    • Back zipper and hook-eye closure
    • A-line silhouette, midi-length 
    • Flowy crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2325

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timelessly Chic High Low Lace Dress

    Create a timelessly chic moment in a dress that brings those all-too-important details! This lovely dress makes a perfect bridal shower dress, paired with silver heels and a rhinestone bracelet to complete your look. The midi dress features a sleeveless V-neckline, adjustable spaghetti straps, an embroidered floral pattern, and a gorgeous high-low hem. The dress is composed of a lined lace fabric that offers a form-hugging fit with minimal stretch.

    Fit & Features

    • Sleeveless V-neckline
    • Adhesive bra recommended, adjustable spaghetti straps
    • Embroidered floral lace pattern 
    • High-low hem 
    • Lined lace fabric 
    • Back zipper closure
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1604

    Category Name: Country Wedding Guest Dresses

    Price: $26.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Challis Boho Slit Midi Skirt

    Show off some skin this spring! Create an effortless look in this casual midi skirt featuring a high-rise waist, back zipper closure, and a flirty front slit on challis boho print fabric. Complete the look in lace-up heels for a daytime outing.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Front slit
    • Midi-length hem
    • Challis boho-inspired print
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0149

    Category Name: Country Wedding Guest Dresses

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love And Floral Strapless Mesh Midi Dress

    This floral mesh midi dress will give the loveliest whimsy vibes for sunset cocktails or a celebration! Made from a mesh fabric boasting a gorgeous floral print, this dress is a real showstopper this season. It features a strapless neckline and a flattering ruched bodycon silhouette, and a midi-length hem perfect for showing off stiletto heels.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Strapless neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3321

    Category Name: Country Wedding Guest Dresses

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • You're Cute Chunky Platform Block Heels

    How cute are you stepping out in these faux leather block heels perfect for going out for a bachelorette or a formal event! They feature a square toe, a wide strap, a chunky platform sole, and an ankle strap with buckle closure. Complete the look with teardrop earrings.

    Fit & Features

    • Square toe, wide strap
    • Chunky platform sole
    • Ankle strap, buckle closure
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4141

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Breezy Beauty Ikat Surplice Top

    Breeze in looking like beauty in this chiffon top featuring peasant long sleeves, a surplice plunge neckline, and a lower back keyhole with tie closure. Complete the look in a basic cami top and midi skirt.

    Fit & Features

    • Peasant long sleeves
    • Surplice plunge neckline
    • Lower back keyhole, tie closure
    • Ikat print
    • Sheer chiffon fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1857

    Category Name: Country Wedding Guest Dresses

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nautical Charm Flower Huggies

    The perfect blend of nautical and charm! These huggie earrings feature rhinestone flower charms on a sleek metal half-hoop with an omega closure. Complete the look in a cute denim jacket for a day date.

    Fit & Features

    • Rhinestone flower charm
    • Sleek half-hoop 
    • Omega closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1453

    Category Name: Country Wedding Guest Dresses

    Price: $2.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Heavenly Cute Scoop Neck Chiffon Ruffled Midi Dress

    Inspire a heavenly cuteness in this chiffon ruffled midi dress perfect for showers or celebration parties! Crafted from an airy chiffon fabric showcasing a unique burnout pattern, this midi dress offers a flattering scoop neckline adorned with adjustable spaghetti straps and a flowy ruffled silhouette. Complete the look with chic heeled sandals and earrings.

    Fit & Features

    • Chiffon fabric, burnout pattern, stretchy knit lining
    • Scoop neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Flowy midi-length silhouette
    • Ruffled hem
    • Runs true to size

    Style Number/Barcode: 05101-3250

    Category Name: Country Wedding Guest Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Festival 'Fit Fringe Cropped Shacket

    Create a trendy festival 'fit that will garner all the compliments with this fringe cropped shacket! The shacket features a collared neckline, long sleeves with buttons to cuff, a complete button-down front, buttoned chest pockets, a cropped hem with a relaxed fit, and fab fringe detailing that runs from the back to the sleeves. Style with cowboy boots for a chic western vibe.

    Fit & Features

    • Collared neckline
    • Long sleeves, snap button accents
    • Snap button-down front, buttoned chest pockets
    • Cropped hem, relaxed fit
    • Fringe design
    • Faux suede fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1554

    Category Name: Country Wedding Guest Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale