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 173 Results
Eyelet Peplum Midi Dress
249.00
149.40
$149.40
$249.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Midi Flare Dress in Double Knit
159.00
52.00
$52.00
$159.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Flare Dress in Fluid Crepe
169.00
126.75
$126.75
$169.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Puff Sleeve Midi Dress in Linen
229.00
137.40
$137.40
$229.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Dream Blue
Mixed Stitch Sweater Dress
229.00
77.95
$77.95
$229.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Belted Midi Shirtdress
198.00
40.00
$40.00
$198.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Linen Blend Midi Dress
198.00
39.95
$39.95
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Crew Neck Flare Midi Dress
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Colorblock Crew Neck Shift Dress
169.00
126.75
$126.75
$169.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Weekend Paisley Puff Sleeve Mini Dress in Linen Blend
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Ivory Whisper
Embroidered Peplum Flare Midi Dress
229.00
74.00
$74.00
$229.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Haven Well Within Ramie Blend Pintuck Maxi Dress
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Halter Floral Maxi Dress
249.00
149.40
$149.40
$249.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pirouette
Floral Gathered Midi Dress
179.00
60.00
$60.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Sail Cloth
Haven Well Within Organic Cotton Interlock Stripe Midi Dress
128.00
$128.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Twilight Blue Heather
Floral Collage Twisted Midi Dress
229.00
40.00
$40.00
$229.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Fiery Sunset
Striped Crew Neck Mini Dress
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Ocean Oasis Stripe
Floral Twist Midi Dress
169.00
53.95
$53.95
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Cafe Au Lait
Floral Linen Blend Midi Dress
198.00
40.00
$40.00
$198.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pink B
Weekend Floral Shirred Dress
189.00
64.00
$64.00
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
B Dream Blue
Floral Flutter Sleeve Midi Dress
189.00
40.00
$40.00
$189.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Night Sky
Eyelet Halter Flare Dress
189.00
49.95
$49.95
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Weekend Embroidered Belted Dress
179.00
57.95
$57.95
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
White 9000
The Flare Dress in Double Knit
159.00
51.95
$51.95
$159.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Belted Flare Midi Dress
189.00
141.75
$141.75
$189.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Mixed Floral Sheath Dress
229.00
73.95
$73.95
$229.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Winter White
149.00
37.95
$37.95
$149.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Flare Midi Dress in Gingham
198.00
68.00
$68.00
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Rich Walnut
Eyelet Shift Dress in Linen Blend
189.00
113.40
$113.40
$189.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Geo Print Shift Dress in Satin
159.00
119.25
$119.25
$159.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Black
Floral Sheath Dress in Linen Blend
198.00
118.80
$118.80
$198.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Bright Cherry
Belted Flare Midi Dress
$68.00 -
$118.80
$118.80
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Winding Ivy
Sail Cloth
Pleated Peplum Midi Dress
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Gathered Maxi Dress
189.00
113.40
$113.40
$189.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Bright Cherry
The Belted Shift Dress in Polka Dot
169.00
101.40
$101.40
$169.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Night Sky
Weekend Floral Tie Waist Sheath Dress
159.00
95.40
$95.40
$159.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Night Sky
Weekend Smocked Maxi Dress
169.00
101.40
$101.40
$169.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Cranberry Red
The Pinstripe Midi Dress in Linen Blend
179.00
134.25
$134.25
$179.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
White
Belted Collared Shirtdress
169.00
58.00
$58.00
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Weekend Gathered Maxi Dress
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Weekend Denim Shift Dress
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Scoop Neck Dress in Bi-Stretch
159.00
95.40
$95.40
$159.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Scoop Neck Dress In Bi-Stretch
159.00
95.40
$95.40
$159.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Petite Scoop Neck Dress In Bi-Stretch
159.00
95.40
$95.40
$159.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Square Neck Sheath Dress in Seasonless Stretch
159.00
95.40
$95.40
$159.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Petite Square Neck Sheath Dress in Seasonless Stretch
159.00
95.40
$95.40
$159.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Petite Midi Flare Dress in Double Knit
159.00
52.00
$52.00
$159.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
149.00
37.95
$37.95
$149.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Tall Midi Flare Dress in Double Knit
159.00
119.25
$119.25
$159.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Short Sleeve Sheath Dress in Bi-Stretch
159.00
95.40
$95.40
$159.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Short Sleeve Sheath Dress in Bi-Stretch — Curvy Fit
159.00
95.40
$95.40
$159.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Elbow Sleeve Square Neck Dress in Seasonless Stretch
159.00
119.25
$119.25
$159.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Scoop Neck Zip Pocket Dress in Bi-Stretch
159.00
95.40
$95.40
$159.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Petite Elbow Sleeve Square Neck Dress in Seasonless Stretch
159.00
119.25
$119.25
$159.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Boatneck Dress in Seasonless Stretch
New
169.00
126.75
$126.75
$169.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Deep Navy Sky
Draped Midi Sheath Dress
169.00
51.95
$51.95
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pecan
The Scoop Neck Sheath Dress in Bi-Stretch — Curvy Fit
149.00
89.40
$89.40
$149.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Petite Boatneck Dress in Seasonless Stretch
169.00
126.75
$126.75
$169.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Deep Navy Sky
The Petite Scoop Neck Zip Pocket Dress in Bi-Stretch
159.00
119.25
$119.25
$159.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Scoop Neck Sheath Dress in Bi-Stretch — Curvy Fit
159.00
95.40
$95.40
$159.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Petite Scoop Neck Sheath Dress in Bi-Stretch — Curvy Fit
159.00
119.25
$119.25
$159.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Elbow Sleeve Square Neck Dress in Seasonless Stretch — Curvy Fit
159.00
119.25
$119.25
$159.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Flare Midi Dress in Linen Blend
209.00
72.00
$72.00
$209.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Rich Walnut
Floral Sheath Dress
169.00
101.40
$101.40
$169.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Dream Blue
Halter Flare Midi Dress in Chambray
189.00
39.95
$39.95
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Light Indigo Wash
Square Neck Ribbed Sweater Dress
249.00
40.00
$40.00
$249.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pale Sandalwood
Ruffle Collar Mini Dress
169.00
101.40
$101.40
$169.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Rhododendron
Palm Tree Print Midi Dress in Linen
229.00
137.40
$137.40
$229.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Black
Embroidered Midi Dress in Linen Blend
229.00
137.40
$137.40
$229.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Boatneck Dress in Fluid Crepe
169.00
126.75
$126.75
$169.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Polka Dot Collared Mini Dress in Linen Blend
169.00
$169.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Moss Green
Striped Midi Dress
189.00
113.40
$113.40
$189.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Rich Walnut
Gathered Midi Dress
Best Seller
169.00
126.75
$126.75
$169.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Shadowy Jade
Weekend Floral Smocked Midi Dress
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Night Sky B
Puff Sleeve Midi Dress in Linen Blend
189.00
113.40
$113.40
$189.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Gingham Midi Dress in Linen Blend
189.00
64.00
$64.00
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Moonlight
Weekend Tie Strap Midi Dress
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Terra Toscana
Collared Sweater Dress
189.00
113.40
$113.40
$189.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Petite Geo Belted Midi Dress
179.00
$179.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Black
Petite Eyelet Halter Midi Dress
249.00
$249.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Lime Slice
Haven Well Within Organic Cotton Poplin Strappy Maxi Dress
168.00
$168.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Straw
Haven Well Within Organic Cotton Interlock Striped Short Sleeve Dress
118.00
$118.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Vetiver
Haven Well Within Balance Active Dress
148.00
$148.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Haven Well Within Linen Pintuck Midi Dress
158.00
$158.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Sandstone
Haven Well Within Organic Cotton Modal Strapless Dress
148.00
$148.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Haven Well Within Organic Cotton Rib Knit V-Neck Midi Dress
128.00
$128.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Vetiver
Haven Well Within Cotton Crochet Scalloped Midi Dress
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Natural
Haven Well Within Linen Halter Maxi Dress
178.00
$178.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Animal Print Puff Sleeve Midi Dress
198.00
118.80
$118.80
$198.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Cafe Au Lait
Gingham Column Midi Dress
179.00
59.95
$59.95
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Black - Ww
Pintucked Mini Dress in Linen Blend
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Tropical Papaya
Eyelet Drop Waist Midi Dress
229.00
137.40
$137.40
$229.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
White 9000
Petite Floral Linen Blend Midi Dress
198.00
63.95
$63.95
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Black
Petite Flare Midi Dress in Gingham
198.00
68.00
$68.00
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Rich Walnut
Petite Tweed Square Neck Shift Dress
179.00
60.00
$60.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Gold/White
Floral Ruffle Collar Mini Dress
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Black
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