Country Wedding Guest Dresses

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Product Recommendations

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.

  • Just Peachy Keen Off-The-Shoulder Midi Dress

    Look and feel peachy keen in this cute swiss dot midi dress perfect for strolls downtown or grabbing brunch! It features an off-the-shoulder neckline with adorable flutter short-sleeve cuffs, a stretchy smocked bodice, and a flowy hem with a front-slit accent. Complete the look in sleek hoop earrings and sandals.

    Fit & Features

    • Off-the-shoulder neckline
    • Flutter short-sleeve cuffs
    • Stretchy smocked bodice
    • Flowy midi-length hem, front slit accent
    • Swiss dot woven fabric, mini-length woven lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4953

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Rhinestone Western Booties

    Step out and sparkle in these glitzy embellished western booties! They feature an above-the-ankle design with a pointed toe, a low stacked block heel, and all-over rhinestone embellishments for a gorgeous shine. Style with a corset top and a faux leather skirt.

    Fit & Features

    • Above-the-ankle design
    • Pointed toe
    • Low stacked block heel
    • Rhinestone embellishments
    • Faux leather material
    • Western-inspired design
    • Runs true to size

    Style Number/Barcode: 07403-1642

    Category Name: Country Wedding Guest Dresses

    Price: $4.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Country Style Western Denim Booties

    Amp up your looks for festival season or every day with this trendy pair of western denim booties! They feature a mid-calf height with loops on each side for easy on-and-off styling, an inner zipper closure, a pointed toe, a comfortable stacked block heel, and cute western-inspired stitching with a side pocket detail. Style with a casual dress and hoop earrings!

    Fit & Features

    • Mid-calf height
    • Loop accents, inner zipper closure
    • Pointed toe
    • Stacked block heel
    • Denim fabric
    • Western-inspired stitching, side pocket detail
    • Runs true to size

    Style Number/Barcode: 07403-1636

    Category Name: Country Wedding Guest Dresses

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On The Verge Chiffon A-Line Midi Dress

    You'll be on the verge of a stylish breakthrough with the addition of this chiffon midi dress to your fashion closet! Effortless and breezy, this dress features a sleeveless v-neckline, halter spaghetti straps, a lace-up open back that lets you customize the fit, and an asymmetrical hem with a flirty slit. Complete the look with stiletto heels and a bracelet! 

    Fit & Features

    • Sleeveless v-neckline
    • Halter spaghetti straps
    • Lace-up open back
    • A-line silhouette
    • Asymmetrical midi-length hem, slit accent
    • Chiffon fabric, stretchy knit lining
    • Fits true to size

    Style Number/Barcode: 05102-4905

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spring Forward Chiffon Puff Sleeve Skater Dress

    Spring forward and add this adorable skater dress to your wardrobe! The short dress features a square neckline with ruching at the bust, short puff sleeves, an empire waist seam, an open back with a tie-back accent, and a short skater skirt with a flirty fit and flare silhouette. The airy chiffon fabric provides a lightweight feel. Style with strappy mules.

    Fit & Features

    • Square neckline, ruched bust
    • Short puff sleeves, elastic cinched hems
    • Empire waist seam
    • Open back, tie-back accent
    • Short skater skirt, fit and flare silhouette
    • Sheer chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2024

    Category Name: Country Wedding Guest Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • La Fleur Floral Mesh Midi Dress

    It's love at first sight in this floral midi dress perfect for day dates! It features a sleeveless square neck, spaghetti straps that lead to the lace-up, a bodycon silhouette, and an asymmetrical side slit cutout. The dress is composed of a floral print mesh fabric with a stretch knit lining. Complete the look in lace-up heels.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps, lace-up back
    • Bodycon silhouette
    • Asymmetrical side slit cutout
    • Midi-length hem
    • Floral print mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4913

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Sunshine Corset Midi Dress

    Stroll in wearing this floral midi dress to garden parties or bridal showers! Bring the sunshine in this adorable dress featuring a sleeveless sweetheart neck, tank-style straps, a ruched tie-front bust with underwire support, a corset-seam bodice, lace-up back detail, and a flowy A-line silhouette with a flirty hem slit. The dress is composed of a dainty floral bouquet print on airy woven fabric with a stretchy knit lining. Complete the look with sleek hoop earrings and wedges.

    Fit & Features

    • Sleeveless sweetheart neck, tank-style straps
    • Ruched tie-front bust with underwire
    • Back lace-up detail, side zipper and hook-eye closure
    • Corset-seam bodice, A-line silhouette
    • Front slit, midi-length hem
    • Dainty floral bouquet print, woven fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2199

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cue The Charm Floral Sleeveless Midi Dress

    Cue the charm this season in this effortless floral midi dress - a perfect option for wedding guests, rehearsal dinners, or cocktail hour! It features a sleeveless square neck, wide shoulder straps, a bodycon silhouette, and a back slit accent. The dress is composed of a blossoming floral pattern on mesh fabric with a stretchy knit lining. Complete the look with a chic bolero and pumps!

    Fit & Features

    • Sleeveless square neck, wide shoulder straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Back slit accent
    • Midi-length hem
    • Floral mesh fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2158

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Not Your First Rodeo Cowboy Boots

    Obviously, it's not your first rodeo! Add these faux leather cowboy boots to your collection. They feature a pointed toe, stacked block heel, western-inspired stitching, and pull tabs at the top for easy on-and-off styling. Complete the look in a statement panama hat.

    Fit & Features

    • Pointed-toe
    • Stacked block heel
    • Western-inspired stitching
    • Pull tabs at the top for easy on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1615

    Category Name: Country Wedding Guest Dresses

    Price: $21.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Budding Romance Floral Chiffon Skater Dress

    Create a dreamy spring date outfit in this adorable floral chiffon skater dress! It features a square neckline, ruching at the bust, a tie-front accent and keyhole cutout, short puff sleeves, a high waist seam, and a short skater skirt with a fit and flare silhouette. The airy chiffon fabric features an all-over dainty floral print pattern for the prettiest look. Style with espadrille sandals.

    Fit & Features

    • Square neckline, ruched bust, tie-front detail, keyhole cutout
    • Short puff sleeves, elastic cinched hems
    • Back zipper, hook and eye closure
    • High waist seam, short skater skirt, fit and flare silhouette
    • Dainty floral print
    • Chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1838

    Category Name: Country Wedding Guest Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Precious Blooms Floral Midi Dress

    You'll look so precious in these blooms! Enchant at the garden party in this floral midi dress featuring a sleeveless scoop neck, spaghetti straps, a ruched bust with a tie-front, a curve-hugging silhouette, and a flowy slit hem. The dress is composed of airy chiffon fabric with a stretchy knit lining and a dainty floral print. Complete the look in chic wedges.

    Fit & Features

    • Sleeveless scoop neck, spaghetti straps
    • Ruched bust with tie-front
    • Back zipper and hook-eye closure
    • Curve-hugging silhouette
    • Flowy midi-length hem, slit
    • Dainty floral print, chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-1993

    Category Name: Country Wedding Guest Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kacy Formal Satin Cutout Midi Dress

    Special Occasion

    Worthy of walks down the aisle for bridesmaids and hallways entering the reception! The Kacy formal dress features long bishop sleeves with button cuffs, a V-neckline, a bar and cutout accent along the bust, and a flowy silhouette with a midi-length hem and slit. The formal dress is composed of jacquard satin fabric with lining and no stretch. Style with sparkly heels and a clutch to complete the look!

    Fit & Features

    • Long bishop sleeves, button cuffs
    • V-neckline, bar, and cutout accent bust
    • Back zipper and hook-eye closure
    • Flowy silhouette, slit midi-length hem
    • Lined jacquard satin fabric, no stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1552

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Everlasting Pretty Floral Chiffon Skater Dress

    Freshen up your closet in this pretty floral chiffon dress for a blissful day date to jaunt through a garden party! It features sheer peasant long sleeves, a smocked and stretchy V-neck bodice, a fit and flare silhouette, and a flowy short-length hem. The dress is designed with a gorgeous floral pattern on airy chiffon with a stretchy knit lining. Complete the look with strappy platform heels.

    Fit & Features

    • Sheer peasant long sleeves
    • Smocked and stretchy V-neck bodice
    • Back zipper closure
    • Skater silhouette
    • Flowy short-length hem
    • Floral pattern, chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4977

    Category Name: Country Wedding Guest Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Found Love In Floral Lace Romper

    Love the way you look in this breezy floral romper for spring dates and events! It features a sleeveless V-neck, adjustable spaghetti straps that cross in the back, and a lace bodice with a sheer crochet waist leading to the flowy short hem. Complete the look in strappy platform heels.

    Fit & Features

    • Sleeveless V-neck
    • Adjustable spaghetti straps, cross-back design
    • Lace bodice with sewn-in knit lining, sheer crochet waist
    • Flowy short hem
    • Floral print, non-stretch chiffon fabric
    • Runs true to size

    Style Number/Barcode: 06303-0161

    Category Name: Country Wedding Guest Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty Deets Crepe Lace-Up Midi Dress

    This crepe midi dress has the pretty deets you're looking for! The dress features a sleeveless square neck, spaghetti straps, an open lace-up back with tie closure, a ruched bust, and a bodycon silhouette. Complete the look in chic flat sandals.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Open lace-up back, tie closure
    • Ruched bust
    • Bodycon silhouette
    • Midi-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4891

    Category Name: Country Wedding Guest Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortlessly Pretty Chiffon Midi Dress

    Showcase your effortless beauty in this airy, lightweight chiffon midi dress. It features a sweetheart neckline with a ruched bodice, long sheer peasant sleeves, a stretchy smocked back design, a fitted high waist seam, a midi-length hem with a high front slit, and a flowy, A-line silhouette. Style with clear mules for a weekend brunch date.

    Fit & Features

    • Sweetheart neckline, ruched bodice
    • Long sheer peasant sleeves, elastic cinched hems
    • Stretchy smocked back design
    • Fitted high waist seam
    • Midi-length hem, high front slit, A-line silhouette
    • Sheer chiffon fabric, partial knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4954

    Category Name: Country Wedding Guest Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spring Stroll Ditsy Floral Midi Dress

    Take a springtime stroll in this adorable ditsy floral midi dress! Featuring a square neckline, short puff sleeves, a midi-length hem with a front slit, and a flowy A-line silhouette, this dress is perfect for weekend plans. The ditsy floral printed woven fabric includes a short knit lining. Style with sandals for a date with your special someone.

    Fit & Features

    • Square neckline
    • Short puff sleeves, elastic cinched hems
    • Smocked back panel, hidden side zipper
    • Midi-length hem, front slit, A-line silhouette
    • Ditsy floral print
    • Woven fabric, short knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1985

    Category Name: Country Wedding Guest Dresses

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blooming Beauty Floral Midi Dress

    Bloom with beauty in this gorgeous floral midi dress perfect for the season! It features a sleeveless square neckline, spaghetti straps, a knot-front design at the waist with ruching, a midi-length hem with a chic high front slit, and a curve-hugging fit. The stretchy knit fabric showcases a stunning bold floral print. Style with platform heels for a bridal shower.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, square back
    • High waist seam, knot-front design, ruching
    • Midi-length hem, high front slit
    • Form-hugging fit
    • Bold floral print, knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1678

    Category Name: Country Wedding Guest Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Maybelle Formal Floral Chiffon A-Line Dress

    Special Occasion

     Delicate floral blooms transform the Maybelle formal dress into a dream for bridesmaids and spring fling dances! She enchants in adorable short puff sleeves, an elasticized square neckline with a keyhole tie-front, a lightly padded bust, and a fitted bodice. Her flattering a-line silhouette effortlessly creates the illusion of a smaller waistline as it flares out into a floor-sweeping hem with a sultry wrap high-cut front slit. The formal dress is composed of a floral printed airy chiffon fabric with a sewn-in knit lining and no stretch. Style with platform lace-up heels to complete the look!

    Fit & Features

    • Short puff sleeves, elasticized square neckline
    • Keyhole tie-front, lightly padded bust, fitted bodice
    • Back zipper and hook-eye closure
    • A-line silhouette, high-cut wrap front slit, floor-length hem
    • Delicate floral print, chiffon fabric, sewn-in knit lining, no stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-7053

    Category Name: Country Wedding Guest Dresses

    Price: $19.97 $68.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elegant Miss Lace High Low Midi Dress

    Radiate pure elegance and bliss in this lace midi dress perfect for a semi-formal event! Featuring an off-the-shoulder, sweetheart neck, sheer ruffle trim short sleeves, a lightly padded bust, and a form-hugging silhouette leading to the high-low ruffled hem. Complete the look with a beaded clutch and heels.

    Fit & Features

    • Off-the-shoulder, sweetheart neck
    • Sheer ruffle trim short sleeves
    • Lightly padded bust
    • Back zipper and hook-eye closure
    • Form-hugging, high-low ruffled midi hem
    • Lace fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2048

    Category Name: Country Wedding Guest Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitter Rush Chiffon V-Neck Dress

    Your next party calls for this sparkly glitter chiffon dress! It features sheer peasant sleeves, a plunge surplice V-neck with button-neck closures, a back slit accent, ruched seams to accentuate your figure, and a ruffled short-length hem.  The dress is composed of glitter chiffon fabric with a knit lining and no stretch. Style with strappy low-block heels to complete the look.

    Fit & Features

    • Sheer peasant sleeves
    • Plunge surplice V-neck, button-neck closures, back slit
    • Ruched side seams
    • Back zipper and hook-eye closure
    • Ruffled short-length hem
    • Glitter woven chiffon fabric, knit lining
    • Fits true to size

    Style Number/Barcode: 05101-2218

    Category Name: Country Wedding Guest Dresses

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swept Away Floral Chiffon Maxi Dress

    Get swept away in this dreamy floral chiffon maxi dress to serve romantic vibes at every brunch or baby shower! The dress features long peasant sleeves with ruffle trim along the shoulders, a sweetheart neckline, a lightly padded bust, a smocked back, and an A-line silhouette with a sultry side slit. The dress is composed of an airy chiffon fabric with a blooming floral print and a woven lining. Complete the look in strappy heels.

    Fit & Features

    • Long peasant sleeves, ruffle trim
    • Sweetheart neckline, lightly padded bust
    • Smocked back
    • A-line silhouette
    • Side slit, maxi-length hem
    • Blooming floral, non-stretch chiffon fabric, woven lining
    • Runs true to size

    Style Number/Barcode: 05101-2215

    Category Name: Country Wedding Guest Dresses

    Price: $5.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kick Up The Style Cowboy Boots

    Kick the dust off in these stylish faux leather cowboy boots perfect for music festivals and country bars! They feature a pointed toe, stacked block heel, classic western-inspired stitched designs, and a curved mid-length shaft with pull tabs to easily slide on and off. Complete the look in a fringe cowboy hat.

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Classic western-inspired stitched designs
    • Mid-length shaft, pull tabs
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1620

    Category Name: Country Wedding Guest Dresses

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spring Into Floral Chiffon Skater Dress

    Transition your winter blues into fresh spring florals! This breezy chiffon skater dress is perfect for dressy brunches or engagement parties. It features a surplice V-neckline, sheer peasant sleeves, a tie-back belted waist, and a tiered ruffle short-length hem with an adorable ditsy floral print. Complete the look in lace-up heels.

    Fit & Features

    • Surplice V-neckline
    • Sheer peasant sleeves 
    • Tie-back belted waist, back zipper and hook-eye closure
    • Skater, fit and flare silhouette
    • Tiered ruffle short-length hem
    • Ditsy floral print, chiffon fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1711

    Category Name: Country Wedding Guest Dresses

    Price: $5.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale