Maxi Dresses
Maxi dresses are the ultimate mix of chic and effortless, perfect for everything from date night to semi-formals or fall wedding guest looks. A-line silhouettes keep it timeless, while fit and flare styles bring a flirty edge. Cowl-neck and strapless designs add allure, and fabrics like buttery soft jersey knit or printed mesh keep it fresh. With shades of brown, black, burgundy, and rust, plus florals and abstract swirl prints, these maxi dresses are the go-to for polished yet trendy style.
HomeMaxi Dresses

Maxi Dresses
Product Recommendations
Maxi Magic for Socials
Own every social moment in a Windsor maxi dress. Bold tropical prints and pastel florals set the scene for brunch dates, beach days, and nights out, while adjustable straps and high front slits keep things easy and effortless.
Casual long dresses and maxi-length dresses deliver breezy comfort with layered ruffles and flowy silhouettes in seasonal hues like burnt orange and soft ivory. Maxi‑length floral styles shine in exclusive large‑bloom prints and vibrant patterns, making every photo op pop. Discover sundresses that feel airy and breathable, with playful shapes and flirty details to keep you cool and confident.
Formal maxi dresses and sleek maxi‑length designs in soft mesh fabrics, tiered ruffle accents, and curve‑hugging fits elevate backyard weddings and rooftop soirées—blending chic style with total comfort.
Looking for styling inspo? Dive into brunch dresses, vacation dresses, and more on the Windsor blog: Get Insta-ready In Your Maxi Dress. Shop online, in‑app, or at your nearest Windsor store to find your next social statement.
-
Dinner With A View Tropical Slit Maxi Dress
You may be on vacay with incredible views but you'll be the main attraction in this tropical maxi dress perfect for dining on the island! It features a sleeveless square neck, adjustable spaghetti straps, a front adjustable ruched drawstring that lets you customize the style, a sultry front slit, and a flattering slim curve-hugging silhouette. The maxi dress is composed of a slinky knit fabric with a tropical print and a short stretchy knit lining. Complete the look in strappy heels.
Fit & Features
- Sleeveless square neck, adjustable spaghetti straps
- Front adjustable ruched drawstring
- Slim curve-hugging silhouette
- Front high slit
- Maxi-length hem
- Tropical print, slinky knit fabric, short stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-5031
Category Name: Maxi Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Vacation Awaits Tropical Print Cutout Maxi Dress
Be sure to pack this bold tropical print maxi dress in your carry-on for your next warm-weather vacay! It features a sleeveless V-neckline with a twist-front design at the bust, a sultry waist cutout at the front, adjustable spaghetti straps, a floor-length hem with a thigh-high front slit, and a flowy A-line silhouette. The smooth and stretchy knit fabric features an all-over tropical palm leaf print for an island vibe. Style with strappy sandals.
Fit & Features
- Sleeveless V-neckline, twist-front design
- Front waist cutout
- Adjustable spaghetti straps
- Floor-length hem, high front slit
- Flowy A-line silhouette
- Tropical palm leaf print
- Knit fabric, mini-length lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4928
Category Name: Maxi Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
She's A Wildflower Strappy Back Maxi Dress
Florals, fits, and full-on main character vibes. This floral mesh maxi dress hugs you in all the right places with a flirty strappy back and a vacay allure!
Fit & Features
- Floral print, mesh fabric, soft stretchy knit lining
- V-neckline
- Bungee strappy open back
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000097
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
-
Sunset Romance Tropical Print Maxi Dress
Give off a romantic allure at your sunset dinner date in this form-hugging maxi dress! It features a sleeveless cowl neckline, spaghetti straps, an open back with a cross-back lace-up strappy design, a floor-length hem with a sultry asymmetric high side slit to showcase some leg, ruched detailing, and an all-over tropical palm leaf print. Style with hoop earrings and espadrille wedges.
Fit & Features
- Sleeveless cowl neckline, spaghetti straps
- Open back, cross-back lace-up strappy design, tie closure
- High waist seam, floor-length hem, asymmetric high side slit
- Form-hugging fit, ruched detailing
- Tropical palm leaf print
- Knit fabric. lined bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4996
Category Name: Maxi Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Time To Escape Tropical Print Maxi Dress
Get ready to escape on a gorgeous getaway in this sultry tropical print maxi dress! It features a sleeveless asymmetric one-shoulder neckline with a spaghetti strap, a bold and alluring asymmetric waist cutout with a trendy O-ring accent, a hip-hugging fit that will hug your natural curves, and a floor-length hem with a thigh-high side slit to showcase some leg. The all-over palm leaf print on the stretchy knit fabric captures those tropical oasis vibes. Style with strappy sandals.
Fit & Features
- Sleeveless asymmetric one-shoulder neckline
- Single adjustable spaghetti strap
- Asymmetric waist cutout, O-ring accent
- Hip-hugging fit, floor-length hem, high side slit
- Tropical palm leaf print
- Knit fabric, mini-length lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5016
Category Name: Maxi Dresses
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Summer Daydream Ruffled Chiffon Maxi Dress
You'll look like a stunning summer daydream in this airy chiffon maxi dress perfect for bridal showers or weekend outings! It features a V-neckline, short layered sleeves with a fluttery design, an open back with tie-back straps, a high waist silhouette, a faux button-down front leading to a chic slit, a floor-length hem with a ruffled seam, and a flowy, A-line fit. The sheer chiffon fabric includes a mini-length knit lining. Style with espadrille sandals.
Fit & Features
- V-neckline
- Short layered sleeves, fluttery design
- Open back, tie-back straps
- High waist silhouette, stretchy smocked back detail
- Faux button-down front, slit
- Floor-length hem, ruffled seam, A-line fit
- Sheer chiffon fabric, mini-length knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2335
Category Name: Maxi Dresses
Price: $5.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Vacation Mode Tropical Print Maxi Dress
Activate vacation mode with this sultry tropical print maxi dress! It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back design, ruching down the side seam leading to an alluring thigh-high slit, an asymmetric maxi-length hem, and a bodycon silhouette that will hug your curves. The stretchy knit fabric features an all-over bold tropical palm leaf pattern. Style with strappy sandals.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps, cross-back design
- Ruched side seam, high side slit
- Asymmetric maxi-length hem, bodycon silhouette
- Tropical palm leaf print
- Smooth knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5055
Category Name: Maxi Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Showcase Your Charm Sheer Lace Maxi Dress
Showcase your charm in this airy sheer lace flowy maxi dress. It features a V-neck and back with wrap designs, tie-back straps, short billowy bell sleeves with slit accents, a stretchy smocked high waist, a partial button-down design leading to a high front slit, a maxi-length silhouette with an adorable ruffled hem, and an A-line fit. The dainty sheer lace fabric includes a partial mini-length woven lining. Complete your look with espadrille wedges for a summer party.
Fit & Features
- V-neck and back, wrap designs, tie-back straps
- Short bell sleeves, slit accents
- Stretchy smocked high waist
- Partial button-down design, high front slit
- Maxi-length silhouette, ruffed hem, A-line fit
- Sheer lace fabric, partial mini-length woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05102-5003
Category Name: Maxi Dresses
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Out Of Office Tropical Print Maxi Dress
Packing this gorgeous tropical print maxi dress in your carry-on is a must for your vacay getaway! It features a sleeveless V-neckline with an O-ring accent at the bust, a sultry waist cutout at the front, adjustable spaghetti straps, a fitted, flowy, floor-length hem, and a thigh-high front slit. The smooth knit fabric showcases a tropical palm leaf print. Style with cute wedges.
Fit & Features
- Sleeveless V-neckline, center O-ring bust accent
- Front waist cutout
- Adjustable spaghetti straps
- Fitted, flowy, floor-length hem, high front slit
- Tropical palm leaf print
- Knit fabric, short-length knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5015
Category Name: Maxi Dresses
Price: $9.97 $43.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Trip To Paradise Tropical Print Maxi Dress
This bold and alluring tropical print maxi dress calls for a trip to paradise! It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back design, a floor-length hem with a thigh-high front slit, and a flowy silhouette. The smooth knit fabric showcases a tropical palm leaf print. Style with strappy sandals for sunset drinks.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps, cross-back design
- High waist seam
- Floor-length hem, high front slit, flowy silhouette
- Tropical palm leaf print
- Knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5025
Category Name: Maxi Dresses
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Sunset Mood Tie Dye Halter Maxi Dress
Made for chasing sunsets. This cowl halter maxi dress flows with an abstract tie dye print and curve-hugging silhouette that’s perfect for sunset cocktails on vacay and summer date nights!
Fit & Features
- Abstract tie-dye print, mesh-lined fabric
- Cowl halter neckline
- Open back
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000504
Category Name: Maxi Dresses
Price: $54.90
Availability: In Stock
Available Color: MULTI
Available Size: S, M, L
-
Blissful Beauty Chiffon Ruffle Trim V-Neck Maxi Dress
Enter every soiree looking blissfully beautiful in this chiffon maxi dress! Featuring a sleeveless V-neck with ruffle trim, adjustable spaghetti straps with a tie-back design, and a flattering babydoll-style silhouette, front slit, and maxi-length hem. Complete the look in lace-up stiletto heels and dainty earrings.
Fit & Features
- Sleeveless V-neckline with ruffle trim
- Adjustable spaghetti straps, tie-back design
- Babydoll-style silhouette
- Front slit accent
- Maxi-length hem
- Airy chiffon fabric, smooth woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05101-2353
Category Name: Maxi Dresses
Price: $5.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Soak Up The Sun Tropical Print Maxi Dress
You'll be ready for those relaxing beachside strolls in this gorgeous tropical print maxi dress. It features a sleeveless V-neckline, spaghetti straps, an alluring backless design, a flowy, floor-length hem, and a thigh-high front slit. The smooth knit fabric showcases a tropical palm leaf print. Style with slip-on sandals.
Fit & Features
- Sleeveless V-neckline
- Bungee spaghetti straps
- Backless design, single lattice strap
- Flowy floor-length hem, high front slit
- Tropical palm leaf print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4997
Category Name: Maxi Dresses
Price: $5.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Looking Sensational Smooth Knit Maxi Dress
Rise to the occasion looking sensational in this basic smooth knit maxi dress perfect for dressing up or down! It features a sleeveless scoop neck, sleek spaghetti straps, a bodycon silhouette, and a flirty back-slit accent composed of double-lined smooth knit fabric. Complete the look in lucite mules for a bridal shower or casual party!
Fit & Features
- Sleeveless scoop neck, spaghetti straps
- Bodycon silhouette
- Back slit accent
- Maxi-length hem
- Double-lined smooth knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5158
Category Name: Maxi Dresses
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Paint Me In Floral V-Neck Maxi Dress
This floral maxi dress will fit like a dream and give off major artsy vibes! It features a sleeveless V-neckline, spaghetti straps, a hip-hugging fit, and a sultry front slit along the flowy hem. Complete the look in dainty earrings for a daytime soiree!
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Hip-hugging fit
- Front slit, flowy maxi-length hem
- Floral watercolor print
- Smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5018
Category Name: Maxi Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Vacay In Bali One-Shoulder Maxi Dress
Vacation in sultry style wearing this maxi dress! Serve major looks on the island in this dress featuring a sleeveless one-shoulder neckline, a tank strap with a hoop insert, and a form-hugging slim silhouette with a high side slit and ruched seam on textured knit fabric. Complete the look in chic sandals.
Fit & Features
- Sleeveless one-shoulder neckline
- Tank strap, hoop insert
- Form-hugging, slim silhouette
- High side slit, side ruched seam
- Maxi-length hem
- Textured knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4970
Category Name: Maxi Dresses
Price: $5.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Madelyn Formal Chiffon A-Line Dress
Special Occasion
Boho allure with a sprinkle of romance is the hallmark of the Madelyn formal dress perfect for wedding showers and dressy outdoor parties! She features a sleeveless sweetheart neckline, self-tie spaghetti straps for a customizable fit, a padded underwire bust, and a flattering A-line silhouette that creates the high front slit along her floor-sweeping hem. The formal dress is composed of an airy chiffon burnout fabric with a stretchy knit lining. Complete the look in this long dress with statement earrings and clear strap mules for a chic-seamless style!
Fit & Features
- Sleeveless sweetheart neckline, self-tie spaghetti straps
- Padded underwire bust
- Back zipper and hook-eye closure
- A-line silhouette, high front slit, floor-length hem
- Airy chiffon burnout fabric, stretchy knit lining
- No bra required
- Runs true to size
Style Number/Barcode: 05002-7091
Category Name: Maxi Dresses
Price: $19.97 $84.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sippin' On Sultry Off The Shoulder Maxi Dress
Strut your sultry self in this off-the-shoulder maxi dress for sipping on cocktails at sunset! It features a strapless neckline, fitted long sleeves, a bodycon silhouette, and a high-side slit along the hem. The dress is composed of a slinky knit and stretchy fabric. Complete the look with block heels.
Fit & Features
- Strapless neckline
- Off-the-shoulder
- Fitted long sleeves
- High-side slit
- Maxi-length hem
- Slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5124
Category Name: Maxi Dresses
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Meet Me in the Meadow Chiffon Floral Maxi Dress
Easy, breezy, and made for photoshoots and parties. This strapless chiffon maxi dress with a smocked bodice and floral print gives off-carefree weekend energy with a soft, boho vibe.
Fit & Features
- Floral print, chiffon fabric, short woven lining
- Strapless smocked bodice
- Flowy silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000107
Category Name: Maxi Dresses
Price: $52.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, L
-
Dream Of Me Long Sleeve Cutout Maxi Dress
They'll be dreaming of you tonight in this sassy maxi dress! Made to be seen, the long dress features a one-shoulder neckline, fitted long sleeve, a cutout bodice, bodycon silhouette, and a flirty hem side slit. The dress is composed of a stretchy double-lined slinky knit fabric. Complete the look in rhinestone earrings for a cocktail party!
Fit & Features
- One-shoulder neckline, fitted long sleeve
- Cutout bodice
- Bodycon silhouette
- Maxi-length, side slit hem
- Double-lined slinky knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2425
Category Name: Maxi Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
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: Maxi Dresses
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cheryl High Slit Slim-Fit Formal Dress
Special Occasion
Simple yet oh-so-chic, the Cheryl high slit slim-fit formal dress is perfect for brides for engagement parties, bridal showers, or rehearsal dinners! She features a sleeveless sweetheart neckline with a draped cowl design, spaghetti straps, a floor-length hem with a stylish high side slit, and a flattering slim-fit silhouette. The crepe fabric offers a moderate stretch. Complete the look with rhinestone duster earrings and stiletto heels.
Fit & Features
- Sleeveless sweetheart neckline, draped cowl design
- Spaghetti straps, square back design
- Floor-length hem, thigh-high side slit
- Slim-fit silhouette
- Crepe fabric, moderate stretch, full skirt lining
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-7163
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sheer Beauty Chiffon Slit Maxi Dress
Everyone will marvel at you looking like beauty in this chiffon maxi dress perfect for wedding showers or dressy dates! It features sheer peasant long sleeves, a sweetheart neckline with a padded bust, a smocked back, and a flowy long hem with a front slit. The dress is composed of airy chiffon fabric with a smooth woven lining. Complete the look in chic heeled sandals.
Fit & Features
- Sheer peasant long sleeves, elastic cinched hems
- Sweetheart neckline, padded bust
- Smocked back
- Flowy maxi-length hem, front slit
- Airy chiffon, smooth woven lining
- Runs true to size
Style Number/Barcode: 05101-2240
Category Name: Maxi Dresses
Price: $12.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Idina Formal Chiffon Slit Long Dress
Special Occasion
The Idina formal dress delivers all the romance for bridesmaids, wedding guests, or dressy family parties! She features adorable puff short sleeves, a square neck, a ruched bust with a flirty tie, and a flowy silhouette that creates the wrap-style high slit along her floor-length hem. The formal dress is composed of airy chiffon fabric with a stretchy knit lining. Complete the look in a statement necklace and earrings set.
Fit & Features
- Puff short sleeves, square neck
- Ruched bust with tie
- Back zipper and hook-eye closure
- Flowy, wrap-style high front slit
- Floor-length hem
- Airy chiffon fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05002-6828
Category Name: Maxi Dresses
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free