Holiday Dresses

Discover the perfect holiday dresses at Ann Taylor, featuring elegant designs that blend comfort and style. From festive gatherings to cozy celebrations, our collection offers a variety of silhouettes, colors, and embellishments to ensure you shine during the holiday season.

Show 200 Results
Belted Crew Neck Flare Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Blush Haze
Floral Flare Midi Dress
198.00
40.00
$40.00
$198.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Winter White
Button Midi Dress in Linen Blend
189.00
60.00
$60.00
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Natural Flax
Lemon Print Cowl Neck Slip Dress in Satin
189.00
60.00
$60.00
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Limoni Scarf
179.00
60.00
$60.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Flare Midi Dress in Gingham
198.00
67.95
$67.95
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Rich Walnut
Button 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.
Ric Rac Cutout Dress in Linen Blend
209.00
72.00
$72.00
$209.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Tropical Papaya
Weekend Gathered Maxi Dress
179.00
60.00
$60.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Weekend Mixed Media Crew Neck Midi Dress
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Terra Toscana
Floral Sheath Dress in Linen Blend
198.00
64.00
$64.00
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Bright Cherry
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.
Ruched Midi Dress
169.00
40.00
$40.00
$169.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Jacquard Sweater Dress
198.00
67.95
$67.95
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Palm Green
Scalloped Midi Dress
198.00
40.00
$40.00
$198.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Strapless Midi Dress in Linen Blend
198.00
64.00
$64.00
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Rhododendron
Collared Sweater Dress
189.00
60.00
$60.00
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Gathered Maxi Dress
189.00
60.00
$60.00
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Bright Cherry
Floral Ruffle Collar Mini Dress
179.00
58.00
$58.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Black
Floral Puff Sleeve Midi Dress in Linen
229.00
74.00
$74.00
$229.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Dream Blue
Animal Print Puff Sleeve Midi Dress
198.00
64.00
$64.00
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Cafe Au Lait
Weekend Denim Shift Dress
179.00
58.00
$58.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Polka Dot Linen Blend Sheath Dress
198.00
67.95
$67.95
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
White
Paisley Flare Dress
179.00
39.95
$39.95
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Multi
Polka Dot Tiered Maxi Dress
189.00
60.00
$60.00
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Moss Green
The Belted Shift Dress in Polka Dot
169.00
54.00
$54.00
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Night Sky
Striped Midi Dress
189.00
64.00
$64.00
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Rich Walnut
Belted Column Midi Dress in Linen Blend
Best Seller
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Fresh Cut Green
Palm Tree Print Column Midi Dress in Linen Blend
179.00
58.00
$58.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Fresh Cut Green
Weekend Tie Strap Midi Dress
179.00
60.00
$60.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Terra Toscana
Floral Midi Wrap Dress in Linen Blend
198.00
64.00
$64.00
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Rhododendron
Tweed Button Pocket Shift Dress
179.00
40.00
$40.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Blush Haze
Eyelet Drop Waist Midi Dress
229.00
78.00
$78.00
$229.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
White 9000
Denim Flare Midi Dress
189.00
40.00
$40.00
$189.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Luxe Medium Wash
Belted Flare Dress
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pleated Crew Neck Midi Dress
209.00
71.95
$71.95
$209.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Halter Flare Midi Dress in Linen Blend
189.00
63.95
$63.95
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Flare Midi Dress in Linen Blend
198.00
67.95
$67.95
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Coastal Glow
Halter Floral Maxi Dress
249.00
80.00
$80.00
$249.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pirouette
Weekend Floral Shirred Dress
189.00
63.95
$63.95
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
B Dream Blue
Ruffle Collar Mini Dress
169.00
54.00
$54.00
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Rhododendron
Weekend Paisley Puff Sleeve Mini Dress in Linen Blend
189.00
60.00
$60.00
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Ivory Whisper
Crew Neck Flare Midi Dress
179.00
58.00
$58.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Puff Sleeve Midi Dress in Linen Blend
189.00
60.00
$60.00
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Embroidered Midi Dress in Linen Blend
229.00
74.00
$74.00
$229.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Colorblock Crew Neck Shift Dress
169.00
118.30
$118.30
$169.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Palm Tree Print Midi Dress in Linen
229.00
74.00
$74.00
$229.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Black
Belted Flare Midi Dress
189.00
60.00
$60.00
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Weekend Striped Sweater Shift Dress
169.00
40.00
$40.00
$169.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Camel Multi
Floral Sheath Dress
169.00
54.00
$54.00
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Dream Blue
Pleated Peplum Midi Dress
179.00
60.00
$60.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Boatneck Sheath Dress
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Short Sleeve Sheath Dress in Bi-Stretch
$52.00 -
$111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Short Sleeve Sheath Dress in Bi-Stretch — Curvy Fit
$52.00 -
$111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Shift Dress in Linen
169.00
54.00
$54.00
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Weekend Floral Tie Waist Sheath Dress
159.00
54.00
$54.00
$159.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Night Sky
Haven Well Within Organic Cotton Poplin Strappy Maxi Dress
168.00
117.60
$117.60
$168.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Straw
Ribbed Halter Sweater Dress
198.00
138.60
$138.60
$198.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Aperol
Weekend Floral Smocked Midi Dress
179.00
60.00
$60.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Night Sky B
Square Neck Sheath Dress
149.00
40.00
$40.00
$149.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Halter Flare Midi Dress
198.00
40.00
$40.00
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Ribbed Button Sweater Dress
189.00
40.00
$40.00
$189.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Mocha Meringue
Drop Waist Flare Midi Dress
198.00
67.95
$67.95
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Striped Crew Neck Mini Dress
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Ocean Oasis Stripe
Weekend Smocked Midi Dress
179.00
59.95
$59.95
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Yellow Hibiscus
Mixed Floral Sheath Dress
229.00
40.00
$40.00
$229.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Winter White
Floral Belted Flare Midi Dress
198.00
67.95
$67.95
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
White-Blue
Floral Shirred Flare Midi Dress
189.00
63.95
$63.95
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Blue
Eyelet Halter Flare Dress
189.00
40.00
$40.00
$189.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Eyelet Peplum Midi Dress
249.00
80.00
$80.00
$249.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Weekend Tie Waist Midi Dress
149.00
104.30
$104.30
$149.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Sail Cloth
Paisley Belted Flare Dress
179.00
58.00
$58.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pure Ink
The Belted Shift Dress in Linen Blend
169.00
54.00
$54.00
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Lime Slice
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Modern Charcoal
Core Black
Deep Navy Sky
Polka Dot Maxi Dress in Satin
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Night Sky B
Haven Well Within Cotton Blend Textured T-Shirt Dress
118.00
82.60
$82.60
$118.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Polka Dot Collared Mini Dress in Linen Blend
169.00
118.30
$118.30
$169.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Moss Green
Mixed Media Flare Midi Dress
179.00
58.00
$58.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Winding Ivy
Floral Twist Midi Dress
169.00
40.00
$40.00
$169.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Cafe Au Lait
Weekend Floral Smocked Midi Dress
179.00
59.95
$59.95
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Vista Blue
Dotted Linen Blend Shift Dress
169.00
53.95
$53.95
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Black
The Scoop Neck Dress in Bi-Stretch
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Scoop Neck Dress In Bi-Stretch
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Petite Scoop Neck Dress in Bi-Stretch
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Petite Scoop Neck Dress In Bi-Stretch
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Square Neck Sheath Dress in Seasonless Stretch
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Petite Flutter Sleeve Sheath Dress in Seasonless Stretch
159.00
51.95
$51.95
$159.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Petite Square Neck Sheath Dress in Seasonless Stretch
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
149.00
40.00
$40.00
$149.00
BEST DEAL!
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 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
40.00
$40.00
$149.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Tall 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 Double Knit
159.00
40.00
$40.00
$159.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Petite Mock Neck Shift Dress in Double Knit
149.00
47.95
$47.95
$149.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Flare Dress in Fluid Crepe
169.00
118.30
$118.30
$169.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
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