Classic Dresses

Explore the elegance of classic dresses at Ann Taylor, featuring timeless silhouettes that flatter every figure. Crafted from high-quality fabrics, these versatile pieces are perfect for any occasion, effortlessly transitioning from day to night while ensuring you look polished and sophisticated.

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Tipped Button Sweater Dress
Weekend Belted Sweater Dress
Striped Ribbed Sweater Dress
The Midi Flare Dress in Double Knit
159.00
35.00
$35.00
$159.00
BEST DEAL!
Belted Crew Neck Flare Dress
179.00
55.00
$55.00
$179.00
BEST DEAL!
Blush Haze
Geo Print Flare Midi Dress
New
Ruched Column Midi Dress
189.00
56.00
$56.00
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
The V-Neck Sheath Dress in Ponte
New
159.00
95.40
$95.40
$159.00
40% OFF! PRICE AS MARKED.
Pure Chocolate
Weekend Smocked Maxi Dress
169.00
31.95
$31.95
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
Cranberry Red
Weekend Embroidered Belted Dress
179.00
50.00
$50.00
$179.00
BEST DEAL!
White 9000
Plaid Mock Neck Sweater Dress
New
198.00
118.80
$118.80
$198.00
40% OFF! PRICE AS MARKED.
French Mocha
Geo Print Collared Wrap Dress
New
Shift Dress in Linen
169.00
53.95
$53.95
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
Dotted Sleeveless Pleated Midi Dress
179.00
107.40
$107.40
$179.00
40% OFF! PRICE AS MARKED.
Purest Plum
Pleated Crew Neck Midi Dress
Crew Neck Flare Midi Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
Floral Sheath Dress
169.00
40.00
$40.00
$169.00
BEST DEAL!
Dream Blue
The Pinstripe Midi Dress in Linen Blend
179.00
58.00
$58.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
White
Belted Pleated Midi Dress
Belted Flare Midi Dress
189.00
60.00
$60.00
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
Floral Belted Flare Midi Dress
198.00
63.95
$63.95
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
Black
Belted Flare Midi Dress
198.00
55.00
$55.00
$198.00
BEST DEAL!
Winding Ivy
Sail Cloth
Embroidered Midi Dress in Linen Blend
229.00
73.95
$73.95
$229.00
EXTRA 60% OFF! PRICE AS MARKED.
Weekend Tie Strap Midi Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
Terra Toscana
The Scoop Neck Sheath Dress in Bi-Stretch — Curvy Fit
159.00
95.40
$95.40
$159.00
40% OFF! PRICE AS MARKED.
Plaid Split Neck Sheath Dress
New
Flare Midi Dress in Linen Blend
198.00
67.95
$67.95
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
Coastal Glow
Pointelle Polo Midi Sweater Dress
198.00
60.00
$60.00
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
Ocean Oasis
Floral Collared Midi Shirtdress
189.00
113.40
$113.40
$189.00
40% OFF! PRICE AS MARKED.
French Mocha
Weekend Belted Shirtdress in Chambray
New
189.00
52.00
$52.00
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
Collared Midi Shirtdress
Collared Midi Shirtdress
179.00
60.00
$60.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
Pleated Flare Midi Dress
Best Seller
Floral Belted Flare Dress
New
189.00
113.40
$113.40
$189.00
40% OFF! PRICE AS MARKED.
Berry Mousse
Weekend Floral Midi Shirtdress
New
189.00
113.40
$113.40
$189.00
40% OFF! PRICE AS MARKED.
Draped Midi Sheath Dress
New
169.00
101.40
$101.40
$169.00
40% OFF! PRICE AS MARKED.
Night Garden
Weekend Cable Polo Midi Dress
New
189.00
113.40
$113.40
$189.00
40% OFF! PRICE AS MARKED.
Tie Waist Midi Sweater Dress
Best Seller
179.00
107.40
$107.40
$179.00
40% OFF! PRICE AS MARKED.
Gingham Button Pocket Shift Dress
159.00
49.95
$49.95
$159.00
EXTRA 60% OFF! PRICE AS MARKED.
The Seamed V-Neck Flare Dress in Classic Canvas
169.00
101.40
$101.40
$169.00
40% OFF! PRICE AS MARKED.
Paisley Twist Sheath Dress
Best Seller
Plaid Cowl Neck Midi Dress
New
179.00
107.40
$107.40
$179.00
40% OFF! PRICE AS MARKED.
Paisley Draped Midi Sheath Dress
New
179.00
107.40
$107.40
$179.00
40% OFF! PRICE AS MARKED.
Pleated Polo Midi Dress
Best Seller
Ribbed Turtleneck Sweater Dress
New
189.00
113.40
$113.40
$189.00
40% OFF! PRICE AS MARKED.
Soft Mink Melange
Denim Boatneck Shift Dress
169.00
53.95
$53.95
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
Pointelle Mock Neck Sweater Dress
229.00
37.95
$37.95
$229.00
EXTRA 60% OFF! PRICE AS MARKED.
Electric Periwinkle
Weekend Floral Smocked Midi Dress
179.00
59.95
$59.95
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
Vista Blue
Tweed Square Neck Shift Dress
179.00
45.00
$45.00
$179.00
BEST DEAL!
Gold/White
Faux Leather Mini Dress
Best Seller
Lemon Print Cowl Neck Slip Dress in Satin
189.00
45.00
$45.00
$189.00
BEST DEAL!
Limoni Scarf
Button Midi Dress in Linen Blend
189.00
45.00
$45.00
$189.00
BEST DEAL!
Floral Collage Twisted Midi Dress
229.00
61.95
$61.95
$229.00
EXTRA 60% OFF! PRICE AS MARKED.
Fiery Sunset
Belted Midi Dress in Linen Blend
198.00
60.00
$60.00
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
Gingham Midi Dress in Linen Blend
189.00
63.95
$63.95
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
Moonlight
Striped Collared Halter Midi Dress
179.00
58.00
$58.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
Vista Blue
179.00
50.00
$50.00
$179.00
BEST DEAL!
Dotted Linen Blend Shift Dress
169.00
40.00
$40.00
$169.00
BEST DEAL!
Black
Peplum Flare Midi Dress
Peplum Flare Midi Dress
New
189.00
113.40
$113.40
$189.00
40% OFF! PRICE AS MARKED.
Floral Ruched Midi Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
Soft Cornflower
Paisley Boatneck Column Midi Dress
New
189.00
113.40
$113.40
$189.00
40% OFF! PRICE AS MARKED.
Safari Foliage
Striped Square Neck Sweater Dress
209.00
125.40
$125.40
$209.00
40% OFF! PRICE AS MARKED.
Winding Ivy
Belted Sheath Dress in Tweed
New
179.00
107.40
$107.40
$179.00
40% OFF! PRICE AS MARKED.
Whipped Cream Multi
Ribbed Halter Sweater Dress
198.00
60.00
$60.00
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
Aperol
Polka Dot Linen Blend Sheath Dress
198.00
67.95
$67.95
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
White
Ric Rac Cutout Dress in Linen Blend
209.00
67.95
$67.95
$209.00
EXTRA 60% OFF! PRICE AS MARKED.
Floral Midi Dress in Linen Blend
189.00
55.00
$55.00
$189.00
BEST DEAL!
White
Eyelet Drop Waist Midi Dress
229.00
77.95
$77.95
$229.00
EXTRA 60% OFF! PRICE AS MARKED.
White 9000
Pinstripe Crew Neck Sheath Dress
New
179.00
107.40
$107.40
$179.00
40% OFF! PRICE AS MARKED.
Dark Neutral Pinstripe
Floral Puff Sleeve Midi Dress in Linen
229.00
73.95
$73.95
$229.00
EXTRA 60% OFF! PRICE AS MARKED.
Dream Blue
Belted Flare Dress
189.00
59.95
$59.95
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
Floral Collared Shift Dress in Linen Blend
169.00
51.95
$51.95
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
Bright Cherry
The Boatneck Dress in Seersucker
169.00
53.95
$53.95
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
Pink/White Combo
The Scoop Neck Dress in Bi-Stretch
159.00
95.40
$95.40
$159.00
40% OFF! PRICE AS MARKED.
The Petite Scoop Neck Dress in Bi-Stretch
159.00
95.40
$95.40
$159.00
40% OFF! PRICE AS MARKED.
The Petite Flutter Sleeve Sheath Dress in Seasonless Stretch
159.00
51.95
$51.95
$159.00
EXTRA 60% OFF! PRICE AS MARKED.
The Petite Midi Flare Dress in Double Knit
159.00
35.00
$35.00
$159.00
BEST DEAL!
The Flare Dress in Double Knit
159.00
35.00
$35.00
$159.00
BEST DEAL!
The Petite Mock Neck Shift Dress in Double Knit
149.00
47.95
$47.95
$149.00
EXTRA 60% OFF! PRICE AS MARKED.
The Short Sleeve Sheath Dress in Bi-Stretch
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