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.

Show 200 Results
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
Best Seller
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
French Mocha
Ruched Column Midi Dress
189.00
69.99
$69.99
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Seamed Crew Neck Midi Dress in Faux Suede
Best Seller
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
Caper Shadow
Weekend Smocked Maxi Dress
169.00
67.49
$67.49
$169.00
EXTRA 50% OFF! PRICE AS MARKED.
Cranberry Red
Plaid Mock Neck Sweater Dress
New
198.00
138.60
$138.60
$198.00
30% OFF. PRICE AS MARKED.
French Mocha
Geo Print Collared Wrap Dress
New
169.00
118.30
$118.30
$169.00
30% OFF. PRICE AS MARKED.
Night Sky
Shift Dress in Linen
169.00
67.49
$67.49
$169.00
EXTRA 50% OFF! PRICE AS MARKED.
Dotted Sleeveless Pleated Midi Dress
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
Purest Plum
Pleated Crew Neck Midi Dress
209.00
146.30
$146.30
$209.00
30% OFF. PRICE AS MARKED.
Haven Well Within Organic Cotton Poplin Strappy Maxi Dress
168.00
117.60
$117.60
$168.00
30% OFF. PRICE AS MARKED.
Straw
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
72.49
$72.49
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
White
Belted Pleated Midi Dress
Best Seller
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
Belted Flare Midi Dress
189.00
74.99
$74.99
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Floral Belted Flare Midi Dress
198.00
138.60
$138.60
$198.00
30% 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
92.44
$92.44
$229.00
EXTRA 50% OFF! PRICE AS MARKED.
Weekend Tie Strap Midi Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
Terra Toscana
The Short Sleeve Sheath Dress in Bi-Stretch — Curvy Fit
$35.00 -
$111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
The Scoop Neck Sheath Dress in Bi-Stretch — Curvy Fit
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
Plaid Split Neck Sheath Dress
New
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
Blue Combo Fancy Check
Flare Midi Dress in Linen Blend
198.00
84.94
$84.94
$198.00
EXTRA 50% OFF! PRICE AS MARKED.
Coastal Glow
Paisley Flare Dress
179.00
49.94
$49.94
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Multi
Pointelle Polo Midi Sweater Dress
198.00
138.60
$138.60
$198.00
30% OFF. PRICE AS MARKED.
Ocean Oasis
Floral Collared Midi Shirtdress
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
French Mocha
Weekend Belted Shirtdress in Chambray
New
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
Horsebit Patent Pump
178.00
124.60
$124.60
$178.00
30% OFF. PRICE AS MARKED.
Collared Midi Shirtdress
Best Seller
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
Bright Poppy
Collared Midi Shirtdress
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
Pleated Flare Midi Dress
New
198.00
138.60
$138.60
$198.00
30% OFF. PRICE AS MARKED.
Floral Belted Flare Dress
New
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
Berry Mousse
Weekend Floral Midi Shirtdress
Best Seller
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
Haven Well Within Silky Maxi Dress
248.00
173.60
$173.60
$248.00
30% OFF. PRICE AS MARKED.
Tomato
Mila Suede Pump
138.00
96.60
$96.60
$138.00
30% OFF. PRICE AS MARKED.
Draped Midi Sheath Dress
New
169.00
118.30
$118.30
$169.00
30% OFF. PRICE AS MARKED.
Night Garden
Weekend Striped Midi Shirtdress
189.00
50.00
$50.00
$189.00
BEST DEAL!
Weekend Cable Polo Midi Dress
New
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
198.00
84.94
$84.94
$198.00
EXTRA 50% OFF! PRICE AS MARKED.
The Seamed V-Neck Flare Dress in Classic Canvas
169.00
118.30
$118.30
$169.00
30% OFF. PRICE AS MARKED.
Paisley Twist Sheath Dress
New
198.00
138.60
$138.60
$198.00
30% OFF. PRICE AS MARKED.
Night Garden
The Twist Sheath Dress
169.00
67.44
$67.44
$169.00
EXTRA 50% OFF! PRICE AS MARKED.
Plaid Cowl Neck Midi Dress
New
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
Paisley Draped Midi Sheath Dress
New
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
Paisley Puff Sleeve Midi Dress
New
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
Pleated Polo Midi Dress
New
209.00
146.30
$146.30
$209.00
30% OFF. PRICE AS MARKED.
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
Soft Mink Melange
Denim Boatneck Shift Dress
169.00
67.44
$67.44
$169.00
EXTRA 50% OFF! PRICE AS MARKED.
Scalloped Midi Dress
198.00
84.94
$84.94
$198.00
EXTRA 50% OFF! PRICE AS MARKED.
Weekend Floral Smocked Midi Dress
179.00
74.94
$74.94
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Vista Blue
Striped Shirtdress
179.00
74.94
$74.94
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Cool Cascades
Colorblock Midi Sweater Dress
189.00
79.94
$79.94
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Rich Walnut
Tweed Square Neck Shift Dress
179.00
45.00
$45.00
$179.00
BEST DEAL!
Gold/White
Faux Leather Mini Dress
New
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
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!
Studio Eyelet Midi Dress
249.00
99.94
$99.94
$249.00
EXTRA 50% OFF! PRICE AS MARKED.
Belted Midi Dress in Linen Blend
198.00
74.99
$74.99
$198.00
EXTRA 50% OFF! PRICE AS MARKED.
Gingham Midi Dress in Linen Blend
189.00
79.94
$79.94
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Moonlight
Striped Collared Halter Midi Dress
179.00
72.49
$72.49
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Vista Blue
Weekend Paisley Puff Sleeve Mini Dress in Linen Blend
189.00
74.99
$74.99
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Ivory Whisper
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
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
Peplum Flare Midi Dress
New
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
Floral Ruched Midi Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
Soft Cornflower
Polka Dot Maxi Dress in Satin
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
Night Sky B
Paisley Boatneck Column Midi Dress
New
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
Safari Foliage
Weekend Tie Waist Midi Dress
149.00
104.30
$104.30
$149.00
30% OFF. PRICE AS MARKED.
Sail Cloth
Striped Square Neck Sweater Dress
209.00
146.30
$146.30
$209.00
30% OFF. PRICE AS MARKED.
Winding Ivy
Belted Sheath Dress in Tweed
New
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
Whipped Cream Multi
Eyelet Halter Maxi Dress
229.00
97.44
$97.44
$229.00
EXTRA 50% OFF! PRICE AS MARKED.
98.00
68.60
$68.60
$98.00
30% OFF. PRICE AS MARKED.
Ribbed Halter Sweater Dress
198.00
74.99
$74.99
$198.00
EXTRA 50% OFF! PRICE AS MARKED.
Aperol
Polka Dot Linen Blend Sheath Dress
198.00
84.94
$84.94
$198.00
EXTRA 50% OFF! PRICE AS MARKED.
White
Weekend Mixed Media Crew Neck Midi Dress
179.00
74.94
$74.94
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Pleated Crew Neck Midi Dress
209.00
89.94
$89.94
$209.00
EXTRA 50% OFF! PRICE AS MARKED.
Ric Rac Cutout Dress in Linen Blend
209.00
146.30
$146.30
$209.00
30% 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
97.44
$97.44
$229.00
EXTRA 50% OFF! PRICE AS MARKED.
White 9000
Satin Dotted Midi Dress
189.00
40.00
$40.00
$189.00
BEST DEAL!
Night Sky
Pinstripe Crew Neck Sheath Dress
New
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
Dark Neutral Pinstripe
Floral Puff Sleeve Midi Dress in Linen
229.00
92.49
$92.49
$229.00
EXTRA 50% OFF! PRICE AS MARKED.
Dream Blue
Floral Collared Shift Dress in Linen Blend
169.00
118.30
$118.30
$169.00
30% OFF. PRICE AS MARKED.
Bright Cherry
The Scoop Neck Dress in Bi-Stretch
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
The Scoop Neck Dress In Bi-Stretch
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
The Petite Scoop Neck Dress in Bi-Stretch
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
The Petite Scoop Neck Dress In Bi-Stretch
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
The Square Neck Sheath Dress in Seasonless Stretch
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
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