Embrace rustic charm and elegance with our selection of country wedding guest dresses, perfect for outdoor or chic barn weddings. Our collection features a variety of styles ideal for a countryside setting, from flowy midi dresses adorned with lace to formal maxi dresses with delicate tulle overlays. Embrace the natural beauty of the country with dresses in earthy tones like soft greens, warm pinks, and pastel blues, or add a pop of color with subtle yellows and lavenders. Our country wedding guest dresses also include off-the-shoulder designs and sweetheart necklines, adding a touch of romance to your ensemble. Whether the wedding is under the open sky or in a quaint barn, our collection ensures you'll look effortlessly stylish and perfectly in tune with the country theme.

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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.

Western Glam Girl Pearl And Rhinestone Statement Belt
Channel that western glam girl energy with this on-trend statement belt! The faux leather belt features a large western-style buckle with a textured studded design, small rhinestone embellishments, and larger faux pearl accents. Style over an oversized blazer for a snatched silhouette!

Fit & Features
- Faux leather belt
- Large western-style buckle
- Textured studded design
- Rhinestones, faux pearls
- Adjustable fit
Style Number/Barcode: 07301-0685

Category Name: Country Wedding Guest Dresses

Price: $6.97 $14.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
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Natalie Formal Chiffon Floral Ruffle A-Line Dress
Special Occasion

Soft and sweet floral makes the Natalie formal chiffon long dress a beautiful style for bridesmaids, wedding guests, or formal parties! She features a sleeveless sweetheart neckline with a flirty ruffle trim, underwire bust support, adjustable spaghetti straps, and a delicate lace-up strappy back design. The formal maxi dress is designed with a flattering A-line silhouette decorated with tiered ruffles and a sultry high front slit to show some leg along the floor-length hem. She's composed of an airy chiffon fabric showcasing a blooming floral print and has a stretchy knit lining. Complete the look with sleek strappy block heels and earrings.

Fit & Features
- Sleeveless sweetheart neckline, ruffle trim
- Underbust wire support, adjustable spaghetti straps
- Lace-up strappy back, hidden zipper and hook-eye closure
- A-line silhouette, tiered ruffles, high front slit, floor-length hem
- Blooming floral print, chiffon fabric, sewn-in knit lining
- Pasties recommended
- Runs true to size
Style Number/Barcode: 05002-7913

Category Name: Country Wedding Guest Dresses

Price: $39.97 $86.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
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Time To Allure Asymmetric High Slit Midi Dress
It's time to allure and create a captivating sultry 'fit with this asymmetric midi dress! It features a square neckline, long sheer mesh balloon-style sleeves, a midi-length asymmetric hem creating a chic high-cut side slit, and a form-hugging silhouette. The smooth knit fabric offers plenty of stretch. Complete your dressy night-out look with lace-up heels.

Fit & Features
- Square neckline
- Long sheer mesh balloon sleeves, elastic cinched hems
- Midi-length asymmetric hem
- High-cut side slit
- Form-hugging silhouette
- Stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05101-2842

Category Name: Country Wedding Guest Dresses

Price: $19.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
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Too Cozy And Cute Mock Neck Sweater Midi Dress
Bundle up looking too cute and feeling cozy in this sweater midi dress you'll love all season! The dress features a sleeveless mock neckline, a bodycon silhouette, a flirty side slit, and is crafted from soft knit fabric with plenty of stretch. Complete the look with a sleek layered necklace and earrings for a wine bar!

Fit & Features
- Sleeveless mock neckline
- Bodycon silhouette
- Side slit
- Midi-length hem
- Soft knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1742

Category Name: Country Wedding Guest Dresses

Price: $16.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Trendy Country Babe Fringe Western Boots
Give off trendy country babe vibes in these fun fringe western boots! They feature a knee-high height with pull tabs on each side for easy wear, a back zipper closure, small studded-embellished trims, a flowy fringe all-around design, a pointed toe, and a low block heel. The western-style boots are composed of a faux suede material. Pair with a short flowy dress and hoop earrings for your weekend plans!

Fit & Features
- Knee-high height, pull tabs at each side
- Back zipper closure
- Studded-embellished trims
- Flowy fringe design
- Pointed toe, block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0928

Category Name: Country Wedding Guest Dresses

Price: $9.97 $85.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Simply Stylish Wrap-Front Midi Dress
Simply stylish, this wrap-front midi dress is a chic choice for cocktail hour. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, pleated detailing at the waist, a wrap-front skirt with an asymmetric midi-length hem, and a slim-fit silhouette. The lined crepe fabric offers a moderate stretch. Complete your look with lace-up heels.

Fit & Features
- Sleeveless V-neckline, wrap-front design
- Spaghetti straps
- Pleating at the waist
- Wrap-front skirt, asymmetric midi-length hem
- Slim-fit silhouette
- Crepe fabric, full-length knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2557

Category Name: Country Wedding Guest Dresses

Price: $6.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Western Glam Pearl Detail Ankle Booties
Bring the western glam vibes to your everyday 'fits with these trendy ankle booties! They feature an above-the-ankle height with pull tabs on each side, a pointed toe with western-style stitching, mini faux pearl studded embellishments at the ankle, an inner zipper closure for easy on-and-off wear, and a low stacked block heel. The booties are composed of a faux leather material. Pair with hoop earrings.

Fit & Features
- Above-the-ankle-height, pull tabs
- Pointed toe, western-style stitching
- Faux pearl studded embellishments
- Inner zipper closure
- Low stacked block heel
- Faux leather material, woven material at the ankle
- Runs true to size
Style Number/Barcode: 07403-1696

Category Name: Country Wedding Guest Dresses

Price: $4.97 $46.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Make It Cute Sleeveless Ruched Slit Midi Dress
For casual plans and outings, make your look cute in this sleeveless midi dress perfect for inspiring your inner fashionista! It features a square neck, spaghetti straps, a form-hugging fit, a side ruched seam that accentuates your curves, a side slit, and a midi-length hem. Complete the look with a crop jacket and heels!

Fit & Features
- Sleeveless square neck
- Spaghetti straps
- Form-hugging fit
- Side ruched seam, slit
- Midi-length hem
- Stretchy brushed knit soft fabric
- Runs true to size
Style Number/Barcode: 05102-5290

Category Name: Country Wedding Guest Dresses

Price: $9.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Lady Of The Hour Satin Wrap Midi Dress
You'll be the lady of the hour in this satin midi dress at every soiree! The dress features a sleek square neckline, spaghetti straps, and a pleated side seam that creates the form-hugging silhouette with an asymmetrical midi-length slit hem. Complete the look with a glamorous necklace and earrings set.

Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Pleated side seam
- Form-hugging silhouette
- Asymmetrical midi-length slit hem
- Silky satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2551

Category Name: Country Wedding Guest Dresses

Price: $5.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Deborah Formal Chiffon A-Line Ruffled Dress
Special Occasion

With a flirty slit and flattering silhouette, the Deborah formal chiffon dress is a lovely effortless option for outdoor weddings or banquets! She features a sleeveless sweetheart neckline adorned with ruched straps, a padded bust, and a breezy tiered ruffled A-line silhouette, front slit, and floor-length hem. The formal dress is composed of an airy chiffon fabric for a lightweight feel and has a smooth woven lining. Complete the look with sleek stiletto sandals and jewelry!

Fit & Features
- Sleeveless sweetheart neckline
- Ruched straps, padded bust
- Back zipper and hook-eye closure
- Tiered ruffled A-line silhouette, front slit, floor-length hem
- Airy chiffon fabric, smooth woven lining, no stretch
- Bra optional
- Runs true to size
Style Number/Barcode: 05002-7725

Category Name: Country Wedding Guest Dresses

Price: $39.97 $79.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Western Trends Oval Chain Trim Cowboy Hat
Trend right in this western-inspired cowboy hat! It features a classic wide brim with side curves and a statement oval chain trim. Complete the look in cowboy boots for a party!

Fit & Features
- Classic wide brim, side curves
- Statement oval chain trim
- Faux suede material
Style Number/Barcode: 07302-1462

Category Name: Country Wedding Guest Dresses

Price: $14.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Hailee Formal Satin Pleated A-Line Midi Dress
Special Occasion

Pretty and elegant details make the Hailee formal satin dress a stunning option for wedding guests or fancy celebrations! She features a sleeveless sweetheart neckline, adjustable spaghetti straps that cross along the back, a pleated bust, and a flattering pleated A-line silhouette and midi-length hem. The formal dress is composed of a smooth silky satin woven fabric that brings the luxe! Complete the look with statement earrings and heels.

Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps, cross back
- Back zipper and hook-eye closure
- Pleated bust
- Pleated A-line silhouette, midi-length hem
- Silky satin woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 05001-1933

Category Name: Country Wedding Guest Dresses

Price: $9.97 $64.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Ray Of Beauty Ruffled Short Skater Dress
You'll be a bright ray of beauty in this adorable ruffled short skater dress! It features a V-neckline with a cute tie-front design, a front keyhole cutout, short puff sleeves with a ruffled trim, a high-rise stretchy smocked waist, a short skater skirt with a tiered ruffled design, and a fit and flare silhouette. The lightweight sheer chiffon fabric includes a partial woven lining. Style with hoop earrings and clear mules for a day date!

Fit & Features
- V-neckline, tie-front design, front keyhole cutout
- Short puff sleeves, ruffled trim
- High-rise stretchy smocked waist
- Short skater skirt, tiered ruffled design
- Fit and flare silhouette
- Sheer chiffon fabric, partial woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05102-5392

Category Name: Country Wedding Guest Dresses

Price: $9.97 $52.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Chic Girl Style Turtleneck Midi Dress
Elevate your fall wardrobe and show off a chic girl style with this bodycon midi dress! It features a sleeveless bodice, a turtleneck, a midi-length hem with a thigh-high side slit, and a curve-hugging silhouette. The ribbed knit fabric offers plenty of stretch. Pair with a layered chain necklace and ankle booties!

Fit & Features
- Sleeveless bodice
- Turtleneck
- Midi-length hem
- High side slit
- Bodycon silhouette
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5096

Category Name: Country Wedding Guest Dresses

Price: $17.97 $19.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Fliratious Flair Long Sleeve Chiffon Skater Dress
This adorable airy chiffon skater dress will have you giving off such a flirtatious flair! It features a sweetheart neckline with a center cutout and tie closure, long sheer balloon-style sleeves with ruffled trims at the shoulders, a stretchy smocked back design, a high waist seam, and a short skater skirt with a fit and flare silhouette. The lightweight sheer chiffon fabric includes a knit lining. Complete your look with a dainty layered necklace.

Fit & Features
- Sweetheart neckline, center keyhole cutout, tie closure
- Long sheer balloon sleeves, ruffled trim at the shoulders, elastic cinched hems
- Stretchy smocked back design
- High waist seam, short skater skirt
- Fit and flare silhouette
- Sheer chiffon fabric, knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2533

Category Name: Country Wedding Guest Dresses

Price: $9.97 $46.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Looking Lovely Cowl Ruffled Midi Dress
You'll always look lovely in this sleeveless midi dress at parties and semi-formals! It features a subtle cowl neckline, spaghetti straps with one cascading ruffle trim, a bodycon silhouette, and a flattering asymmetrical ruffled hem on buttery soft knit fabric with a short lining. Complete the look in statement heels.

Fit & Features
- Sleeveless subtle cowl neckline
- Spaghetti straps, one cascading ruffle trim
- Bodycon silhouette
- Asymmetrical ruffled midi-length hem
- Buttery soft knit fabric, short lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2702

Category Name: Country Wedding Guest Dresses

Price: $5.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Silky-Smooth Satin Short Slip Dress
This silky-smooth satin short slip dress will give you that effortlessly chic style you crave! It features a strapless straight-across neckline with a fold-over accent, an open back with an elasticized bar strap and a lower draped back design, a short-length hem, and a flowy A-line silhouette. The satin woven fabric has minimal stretch. Pair with strappy mules for a trendy date night look.

Fit & Features
- Strapless straight-across neckline, fold-over accent, no-slip strip
- Open back, elasticized bar strap, lower draped back design
- Hidden side zipper, hook and eye closure
- Short-length hem
- A-line silhouette
- Satin woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2472

Category Name: Country Wedding Guest Dresses

Price: $9.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Set The Curve Square Neck Maxi Dress
Set the tone for flaunting your curves in this essential maxi dress perfect for day or night styling! It features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and a sexy center-back high slit on double-lined knit fabric with a buttery soft feel. Complete the look with a crop denim jacket and sandals for a sunset dinner date!

Fit & Features
- Sleeveless square neck, spaghetti straps
- Bodycon silhouette
- Center back high slit
- Maxi-length hem
- Double-lined knit fabric
- Buttery soft and stretchy
- Runs true to size
Style Number/Barcode: 05102-5200

Category Name: Country Wedding Guest Dresses

Price: $5.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Fierce And Fine Satin Leopard Midi Dress
Fierce, fine, and looking flawless in this satin leopard midi dress! It features a sleeveless sweetheart neckline, adjustable spaghetti straps, a knotted bust, and a relaxed slim silhouette. Complete the look with a dainty bracelet and strappy heels for a birthday lunch!

Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps
- Knotted bust
- Relaxed slim silhouette
- Midi-length hem
- Leopard print, smooth satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 05102-5120

Category Name: Country Wedding Guest Dresses

Price: $19.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Definite Yes High Slit Maxi Dress
This sleek high slit maxi dress is a definite yes for leveling up your casual looks! It features a sleeveless cowl neckline, spaghetti straps, a maxi-length hem with a thigh-high front slit to showcase some leg, and a slim-fit silhouette. The smooth knit fabric offers plenty of stretch. Style with strappy sandals for a lunch date!

Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Maxi-length hem
- High front slit
- Slim-fit silhouette
- Smooth and stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05102-5194

Category Name: Country Wedding Guest Dresses

Price: $19.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Fresh In Floral Ruched Mesh Midi Dress
Keep your summer style fresh with this pretty floral printed mesh midi dress! It features a sleeveless square neckline, adjustable spaghetti straps to customize the fit, all-over ruched detailing, a midi-length hem with a side slit accent, and a bodycon silhouette that will hug your natural curves. The airy floral printed sheer mesh fabric includes a smooth knit lining and offers plenty of stretch. Complete the look with strappy mules.

Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps, back zipper, hook and eye closure
- All-over ruching
- Midi-length hem, side slit, bodycon silhouette
- Floral print
- Sheer mesh fabric, smooth knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5267

Category Name: Country Wedding Guest Dresses

Price: $10.97 $48.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
So Lovely Off-The-Shoulder Ruffled Skater Dress
You'll look oh-so-lovely in this adorable ruffled skater dress! It features an off-the-shoulder sweetheart neckline with a ruffled trim and short sleeve cuffs, ruching at the bodice, a pointed high waist seam, a short skater skirt with a ruffled tiered design, and a fit and flare silhouette. The woven fabric has minimal stretch. Complete the look with rhinestone hoops and clear heels for a flirty date look.

Fit & Features
- Off-the-shoulder sweetheart neckline
- Ruffled trim, short sleeve cuffs
- Ruching at the bodice, pointed high waist seam
- Hidden back zipper, hook and eye closure
- Short skater skirt, ruffled tiered design, fit and flare silhouette
- Woven fabric, knit lining at the bodice, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-5271

Category Name: Country Wedding Guest Dresses

Price: $5.97 $52.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Wanna Getaway Chiffon Geometric Print Maxi Dress
'Tis the season for day trips, weekend getaways, or booking a flight out of town! This chiffon maxi dress will keep you stylish for it all. It features a sleeveless surplice V-neckline, spaghetti straps that crisscross along the open back, a tie-waist design, and a flowy silhouette with a flattering high front slit. Complete the look in statement sandals.

Fit & Features
- Sleeveless surplice V-neckline
- Spaghetti straps, crisscross open back
- Flowy silhouette, tie waist design
- High front slit, back zipper and hook-eye closure
- Maxi-length hem
- Geometric print, airy chiffon fabric, smooth woven lining
- Runs true to size
Style Number/Barcode: 05102-5265

Category Name: Country Wedding Guest Dresses

Price: $5.97 $56.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Infatuated Floral Satin Midi Dress
Spark everyones infatuation for you in this floral midi dress - a sultry style for wedding showers, graduations, and outdoor parties! The dress features a sleeveless cowl neckline, adjustable spaghetti straps, and a slim curve-hugging silhouette. Complete the look with a clutch and mules.

Fit & Features
- Sleeveless cowl neckline
- Adjustable spaghetti straps
- Slim, curve-hugging silhouette
- Midi-length hem
- Vintage rose floral print
- Silky smooth satin, no stretch
- Runs true to size
Style Number/Barcode: 05102-4942

Category Name: Country Wedding Guest Dresses

Price: $5.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale

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Effortless Elegance: Country Wedding Guest Dresses

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