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.

  • Garden Chic Floral Chiffon Midi Dress

    Enchanting and chic, this floral chiffon midi dress is perfect for a garden wedding. It features a sleeveless sweetheart neckline with a bust outline, adjustable spaghetti straps, a high waist seam, a smocked back panel with a zipper closure, a midi-length hem with a high front slit, and a flowy A-line silhouette. The airy chiffon fabric features a romantic blooming floral print alongside a dainty flower pattern. Style with clear block heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust and outline
    • Adjustable spaghetti straps
    • High waist seam, stretchy smocked back, zipper and hook-eye closure
    • Midi-length hem
    • Front slit, A-line silhouette
    • Floral print, chiffon fabric, smooth stretchy knit lining
    • Style runs small

    Style Number/Barcode: 05101-2212

    Category Name: Country Wedding Guest Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Upbeat Glam Rhinestone Denim Cowboy Boots

    Add some glam to your country-inspired look in these rhinestone denim cowboy boots - a sparkling stunner for festivals, concerts, or bachelorettes! These chic boots feature a pointed-toe design and inner zipper closure for a comfortable fit. The stacked block heel adds height, while the rhinestone embellished under-the-knee shaft adds a touch of glitz to the denim material. Complete the look with the matching cowboy hat!

    Shop Matching Hat: Upbeat Glam Rhinestone Denim Cowboy Hat

    Fit & Features

    • 3" Stacked block heel
    • 7.5" Leg opening and a 12.5" shaft height
    • Denim material with rhinestone embellishments
    • Pointed-toe
    • Inner zipper closure
    • Under-the-knee shaft
    • Runs true to size

    Style Number/Barcode: 07402-0976

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unforgettable Chic Ruched Mesh Midi Dress

    This chic curve-hugging midi dress will leave an unforgettable impression! The knee-length dress features a sleeveless sweetheart neckline with padded cups, adjustable spaghetti straps, a corset-designed bodice for a snatched waist, ruched detailing, a midi-length asymmetric hem creating a thigh-high slit, and a bodycon silhouette. The sheer mesh fabric includes a full knit lining. Style with rhinestone fringe earrings and platform heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded cups
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Corset-designed bodice, flexible boning inserts, high waist seam
    • Ruching, midi-length asymmetric hem, high slit
    • Bodycon silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-3266

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sharon Formal Floral Chiffon A-Line Dress

    Special Occasion

    What's a spring wedding or summertime soiree without florals? The Sharon formal floral dress is a breath of fresh air this season! She features sweet short puff sleeves, a square neckline with a padded bust, a tie-front keyhole cutout, and a fitted bodice that leads to her flowy A-line silhouette with a wrap-front design creating a high front slit along the floor-length hem. The formal dress is composed of an airy chiffon woven fabric with a gorgeous floral bouquet print. Complete the look with flower earrings and heels.

    Fit & Features

    • Short puff sleeves, elastic cinched hems
    • Square neckline, padded bust, tie-front keyhole cutout
    • Back zipper, hook and eye closure
    • Fitted bodice, high waist seam
    • A-line silhouette, wrap-front design, high slit, floor-length hem
    • Floral print, airy chiffon woven fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-3718

    Category Name: Country Wedding Guest Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Garden Floral Velvet Midi Dress

    Cultivate an enchanting look in this floral velvet midi dress for a garden party! Crafted with a smooth woven fabric with an intricate floral flocked velvet design, this mid-length dress will turn heads and spark up all the compliments. It features a sleeveless V-neckline, spaghetti straps, a form-hugging silhouette to flaunt your gorgeous figure, and a flirtatious high-low ruffled hem. Complete the look in rhinestone embellished heels and earrings!

    Fit & Features

    • Floral flocked velvet pattern
    • Woven fabric with minimal stretch
    • V-neckline
    • Spaghetti straps
    • Ruffled high-low hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-1997

    Category Name: Country Wedding Guest Dresses

    Price: $6.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fabulous Star Rhinestone Metallic Western Booties

    Shine like a fabulous star in these metallic western booties at festivals, concerts, and bachelorettes! Shimmering rhinestone embellishes these boots featuring a trendy pointed-toe, comfortable block heels, a western-inspired design, and an inner zipper closure to secure the style. Complete the look in a fun cowboy hat!

    Fit & Features

    • 3.5" Block Heel
    • Pointed toe
    • Inner zipper closure
    • Rhinestone embellished metallic material
    • Runs true to size

    Style Number/Barcode: 07403-1764

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Mart Chiffon Skater Dress

    Always look like you've just come from somewhere with flowers! This breezy ditsy floral skater dress embodies every girl's favorite thing about spring. It features sheer 3/4 length sleeves with elastic cuffs, a sweetheart neck with a bust tie and keyhole, a smocked back, and a flowy fit and flare short-length hem. Complete the look in platform wedges.

    Fit & Features

    • Sheer 3/4 length sleeves, elastic cuffs
    • Sweetheart neck, bust tie, and keyhole
    • Smocked back
    • Skater silhouette, short-length hem
    • Ditsy floral print
    • Chiffon fabric with lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2161

    Category Name: Country Wedding Guest Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Sunshine Linen Tie-Back Midi Dress

    For the sun-soaked days ahead, this linen midi dress will make a cute companion! It features a sleeveless square neck, adjustable spaghetti straps, a flirty tie-back closure, and a flowy ruffled hem. Style with trendy sandals and sunglasses.

    Fit & Features

    • Sleeveless square neck
    • Adjustable spaghetti straps
    • Tie-back closure
    • Flowy ruffled midi hem
    • Airy linen fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 05102-5012

    Category Name: Country Wedding Guest Dresses

    Price: $5.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dreamiest Summer Smocked Floral Chiffon Midi Dress

    Have the dreamiest summer romance in this floral chiffon midi dress perfect for dates and parties! This dress features a square neckline, adjustable spaghetti straps, and a stretchy smocked bodycon silhouette for a comfortable and flattering fit. The tiered ruffled midi-length hem adds a touch of femininity, while the floral print on chiffon fabric gives the prettiest look. Style this floral dress with earrings and block heels.

    Fit & Features

    • Floral print, chiffon fabric
    • Adjustable spaghetti straps
    • Square neckline
    • Stretchy smocked bodycon silhouette
    • Ruffled hem
    • Runs true to size

    Style Number/Barcode: 05101-2985

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet As Can Be Lace Midi Dress

    Look and feel sweet as can be in this lace midi dress for a chance at romance! Features adorable short puff sleeves, a sweetheart neckline, a form-hugging silhouette, a flirty front slit, and a slight flare hem. Style with heeled sandals for a cute look for day dates and brunch!

    Fit & Features

    • Short puff sleeves
    • Sweetheart neckline
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Front slit, slight flare midi-length hem
    • Lace fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2020

    Category Name: Country Wedding Guest Dresses

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lennyn Off-The-Shoulder A-Line Tulle Formal Dress

    Special Occasion

    Airy tulle creates the romantic Lennyn formal dress with beautiful details perfect for bridesmaids, wedding guests, or fancy banquets! Capture an irresistible allure in her off-the-shoulder sweetheart neckline adorned with charming short-sleeve ruffle cuffs and a built-in padded underwire bra top for support and shaping. The dreamy A-line silhouette makes twirling a must while the high front slit along the floor-length hem gives you plenty of movement out on the dance floor! Complete the look with dainty earrings and block heels. 

    Fit & Features

    • Tulle fabric lined with smooth stretchy knit
    • Built-in padded underwire bra top
    • Back zipper and hook-eye closure
    • High front slit
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05002-7976

    Category Name: Country Wedding Guest Dresses

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Harmony Chiffon Midi Dress

    Your sweet style personality goes in harmony with this chiffon midi dress perfect for any upcoming weddings and parties! The knee-length dress features short puff sleeves, a sweetheart neckline, princess seams, and a front flirty slit along the A-line silhouette. Pair with a chic ring set and heels.

    Fit & Features

    • Short puff sleeves
    • Sweetheart neck
    • Princess seams, front slit, back zipper and hook-eye closure
    • A-line silhouette
    • Midi-length hem
    • Airy chiffon fabric, knit lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1850

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just Spotted Leopard Lace-Up Midi Dress

    Just spotted, you in this effortlessly fierce leopard print midi dress! It features a sleeveless V-neckline with a twisted bust accent, spaghetti straps that lace up in the back, and a flattering A-line silhouette with a flowy hem. Complete the look with a sleek choker for lunch with friends!

    Fit & Features

    • Sleeveless V-neckline, twisted bust accent
    • Spaghetti straps, lace-up back
    • A-line silhouette
    • Flowy midi-length hem
    • Leopard print, breezy woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4976

    Category Name: Country Wedding Guest Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • When Life Gives You Lemons Sweetheart A-Line Midi Dress

    This A-line midi dress is all you need to serve a sweet and sassy look this summer! With a flattering sweetheart neckline and puff sleeves, this A-line dress also features a built-in padded underwire bust and playful lemon print. The front slit and midi-length will have you twirling in style all day long! Complete the look in wedge sandals.

    Fit & Features

    • Lemon print, eyelet fabric, woven lining, no stretch
    • Sweetheart neckline
    • Built-in padded underwire bust
    • Back zipper and hook-eye closure
    • Front slit
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3295

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistibly Sweet V-Neck Floral Chiffon Maxi Dress

    You'll be irresistibly sweet in this floral chiffon maxi dress at showers, graduations, or semi-formal events! The V-neckline and spaghetti strap tie accentuate your frame while the flowy maxi silhouette adds a touch of elegance. With a front slit and floor-length hem, this dress is perfect for any occasion. Complete the look in espadrille wedges.

    Fit & Features

    • Floral print, chiffon fabric lined with woven fabric
    • V-neckline
    • Spaghetti strap ties
    • Front slit
    • Flowy maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3301

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life's A Breeze Floral Cutout Midi Dress

    This floral cutout maxi dress makes getting ready a breeze! It features short puff sleeves, a ruched sweetheart bodice with a flirty waist cutout that leads to a flowy, maxi silhouette with a slit accent. Composed of a chiffon-lined fabric with no stretch. Style with a trendy mini tote.

    Fit & Features

    • Short puff sleeves
    • Ruched sweetheart bust
    • Waist cutout, smocked back
    • Maxi silhouette with slit accent
    • Floral pattern
    • Chiffon fabric, inner lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-3193

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unforgetable Moments Strapless Maxi Dress

    Unforgettable moments are to be made in this flawless knit maxi dress featuring a strapless neckline, a lightly padded bust with a cowl draping, a high side slit, and side ruched seams that accentuate your curves along the bodycon silhouette. Complete the look in this maxi-length dress with rhinestone stiletto heels for a glam style!

    Fit & Features

    • Strapless neckline
    • Lightly padded bust, cowl draping
    • High side slit
    • Side ruched seams, bodycon silhouette
    • Maxi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2518

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Delightful And Sweet Cowl Neck Floral Maxi Dress

    Create delightful memories looking sweet in this floral maxi dress at garden parties to brunch! With spaghetti straps and a playful cowl neckline, this dress effortlessly hugs your form and features a flowy maxi-length hem for a touch of chic. Complete the look with hoop earrings and sandals.

    Fit & Features

    • Floral print, smooth knit fabric, moderate stretch
    • Cowl neckline
    • Spaghetti straps
    • Form-hugging, maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3184

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Danika Formal Chiffon Floral A-Line Dress

    Special Occasion

    A gorgeous garden floral print on flowy chiffon leans into effortless elegance on the Danika formal dress - a must-have for outdoor weddings, graduation parties, and dressy baby showers! She features a sleeveless square neckline with a flirty bust tie, adjustable spaghetti straps, and a high-waist seam leading to her flattering A-line silhouette and floor-sweeping hem. The formal dress is composed of an airy sheer chiffon fabric with a lovely garden floral print and includes a full-length lining. Complete the look with this long dress with dainty butterfly earrings.

    Fit & Features

    • Sleeveless square neckline, adjustable spaghetti straps
    • Bust tie accent
    • Elasticized high waist seam
    • A-line silhouette, floor-length hem
    • Garden floral print
    • Airy sheer chiffon fabric, full-length knit lining, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-6808

    Category Name: Country Wedding Guest Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheryl Formal Floral Chiffon Ruffle Dress

    Special Occasion

    Get swept away into the dreamy romance of the Sherly formal dress showcasing a vibrant floral pattern perfect for outdoor weddings, garden parties, and formal soirees! She features a sleeveless sweetheart neckline with a padded bust, ruched elastic straps, and a ruffle-tiered A-line silhouette with a front slit and long hem. The special occasion dress is composed of an airy chiffon fabric with a stunning floral print and a smooth woven lining with no stretch. Complete the look with a beaded clutch and lace-up heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Ruched elastic straps, back zipper and hook-eye closure
    • Ruffled, tiered A-line silhouette
    • Front slit, long hem
    • Vibrant floral print, airy chiffon fabric, smooth woven lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7124

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

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

    Create a truly beautiful look for spring and summer weddings in this floral chiffon midi dress! The airy chiffon fabric showcases a blooming floral print and includes a stretchy knit lining for coverage. The tea-length dress is shaped with a sleeveless square neckline and adjustable spaghetti straps for a perfect customized fit. Smocking at the back provides added stretch and features a secure zipper closure. The fitted high waist seam flows out to a classic A-line silhouette with a front slit for extra movement. Style this pretty midi dress with sleek hoops and block heels.

    Fit & Features

    • Sheer chiffon fabric with stretchy knit lining, floral print
    • Sleeveless square neckline, no-slip strip, adjustable spaghetti straps
    • Stretchy smocked back, zipper with hook and eye closure
    • High waist seam, front slit
    • A-line silhouette
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-2356

    Category Name: Country Wedding Guest Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiate Romantic Vibes Strapless Floral Chiffon Maxi Dress

    Radiate romantic vibes in this strapless floral chiffon maxi dress at garden parties or showers! The long ruffled silhouette adds flow and movement while the floral chiffon fabric adds a touch of femininity. Perfect for any occasion, this dress will make you stand out with its playful and flirty style! Complete the look with teardrop earrings.

    Fit & Features

    • Floral printed chiffon fabric with stretchy knit lining
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Ruffled flowy silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3044

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flutter Away Layered Skater Dress

    Flutter away in a twirl-worthy skater dress! The dress features a sleeveless wrap V-neckline, adjustable spaghetti straps, and a tiered skater silhouette. The dress is composed of a lined chiffon fabric that offers a relaxed fit with a minimal stretch. Complete look with mules and dainty rings.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Adjustable spaghetti straps
    • Back zipper, hook and eye closure
    • Tiered skater skirt
    • Chiffon fabric, knit lining, minimal stretch
    • Fit and flare silhouette
    • Runs true to size

    Style Number/Barcode: 05101-1458

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Next Level Lace-Up Slit Maxi Dress

    A next-level maxi dress to elevate your look for upcoming parties or date nights! It features a sleeveless square neckline, spaghetti straps that form the lace-up back with tie closure, a side ruched seam to show off your figure, a bodycon silhouette, and a sexy side slit on smooth knit stretchy fabric. Complete the look with fringe rhinestone earrings for a touch of glamour!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Lace-up back, tie closure
    • Side ruched seam, bodycon silhouette
    • High side slit, maxi-length hem
    • Smooth knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 05102-5147

    Category Name: Country Wedding Guest Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale