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 384 Results
Flare Midi Dress in Denim
189.00
64.94
$64.94
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Floral Belted V-Neck Flare Dress
179.00
62.44
$62.44
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Light Blue B
Crew Neck Mini Shift Dress
169.00
59.94
$59.94
$169.00
EXTRA 50% OFF! PRICE AS MARKED.
Peplum Flare Midi Dress
189.00
67.44
$67.44
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Peplum Flare Midi Dress
189.00
67.44
$67.44
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Weekend Collared Shirtdress
159.00
59.94
$59.94
$159.00
EXTRA 50% OFF! PRICE AS MARKED.
Lace Trim Satin Slip Midi Dress
219.00
89.94
$89.94
$219.00
EXTRA 50% OFF! PRICE AS MARKED.
Weekend Floral Gathered Midi Dress
179.00
72.44
$72.44
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Night Sky
Weekend Belted Denim Shirtdress
179.00
72.44
$72.44
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Bright Medium Stone Wash
Belted Sweater Dress
$87.44 -
$125.40
$125.40
$209.00
EXTRA 50% OFF! PRICE AS MARKED.
Purest Plum
Polka Dot Linen Blend Sheath Dress
198.00
40.00
$40.00
$198.00
BEST DEAL!
White
Flare Midi Dress in Linen Blend
198.00
40.00
$40.00
$198.00
BEST DEAL!
Coastal Glow
Striped Lace Collar Midi Shirtdress
198.00
84.94
$84.94
$198.00
EXTRA 50% OFF! PRICE AS MARKED.
White-Blue
Floral Flare Midi Dress in Linen Blend
209.00
89.94
$89.94
$209.00
EXTRA 50% OFF! PRICE AS MARKED.
Rich Walnut
Striped Midi Dress
189.00
40.00
$40.00
$189.00
BEST DEAL!
Rich Walnut
Gingham Midi Dress in Linen Blend
189.00
40.00
$40.00
$189.00
BEST DEAL!
Moonlight
Floral Belted Flare Midi Dress
198.00
40.00
$40.00
$198.00
BEST DEAL!
Black
Pleated Polo Midi Dress
198.00
79.94
$79.94
$198.00
EXTRA 50% OFF! PRICE AS MARKED.
V-Neck Chambray Flare Midi Dress
189.00
40.00
$40.00
$189.00
BEST DEAL!
Dark Indigo
Collared Shift Dress
169.00
40.00
$40.00
$169.00
BEST DEAL!
Puff Sleeve Midi Dress in Linen Blend
189.00
40.00
$40.00
$189.00
BEST DEAL!
Weekend Floral Smocked Midi Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
Vista Blue
Weekend Gathered Maxi Dress
179.00
74.94
$74.94
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Floral Gathered Maxi Dress
189.00
74.94
$74.94
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Bright Cherry
Mixed Floral Sheath Dress
229.00
92.44
$92.44
$229.00
EXTRA 50% OFF! PRICE AS MARKED.
Winter White
The Pinstripe Midi Dress in Linen Blend
179.00
40.00
$40.00
$179.00
BEST DEAL!
White
Belted Collared Shirtdress
169.00
40.00
$40.00
$169.00
BEST DEAL!
Striped Crew Neck Mini Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
Ocean Oasis Stripe
Geo Belted Midi Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
Black
Crew Neck Flare Midi Dress
179.00
72.44
$72.44
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Polka Dot Square Neck Sheath Dress
169.00
72.44
$72.44
$169.00
EXTRA 50% OFF! PRICE AS MARKED.
Rich Walnut
Asymmetric Twist Shoulder Midi Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
Fresh Cut Green
Eyelet Drop Waist Midi Dress
229.00
97.44
$97.44
$229.00
EXTRA 50% OFF! PRICE AS MARKED.
White 9000
Button Midi Dress in Linen Blend
189.00
79.94
$79.94
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Eyelet Shift Dress in Linen Blend
189.00
40.00
$40.00
$189.00
BEST DEAL!
Denim Boatneck Shift Dress
169.00
40.00
$40.00
$169.00
BEST DEAL!
Shift Dress in Linen
169.00
40.00
$40.00
$169.00
BEST DEAL!
Dotted Linen Blend Shift Dress
169.00
67.44
$67.44
$169.00
EXTRA 50% OFF! PRICE AS MARKED.
Black
Weekend Floral Linen Blend Shirtdress
179.00
74.94
$74.94
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Multi
Boatneck Sheath Dress
159.00
40.00
$40.00
$159.00
BEST DEAL!
Lace Trim Satin Midi Slip Dress
209.00
125.40
$125.40
$209.00
40% OFF! PRICE AS MARKED.
Purest Plum
Collared Belted Shirtdress
179.00
40.00
$40.00
$179.00
BEST DEAL!
Gingham Button Pocket Shift Dress
159.00
40.00
$40.00
$159.00
BEST DEAL!
169.00
72.44
$72.44
$169.00
EXTRA 50% OFF! PRICE AS MARKED.
Bougainvillea
Paisley Belted Midi Shirtdress
198.00
99.00
$99.00
$198.00
STYLE STEAL!
Purest Plum
Polka Dot Tie Neck Midi Shirtdress
198.00
99.00
$99.00
$198.00
STYLE STEAL!
Purest Plum
Horsebit Print Midi Shirtdress
198.00
99.00
$99.00
$198.00
STYLE STEAL!
Sand Shell
Floral Flare Midi Dress
198.00
84.94
$84.94
$198.00
EXTRA 50% OFF! PRICE AS MARKED.
Winter White
Weekend Embroidered Belted Dress
179.00
72.44
$72.44
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
White 9000
Plaid Mock Neck Sweater Dress
198.00
99.00
$99.00
$198.00
STYLE STEAL!
French Mocha
Ribbed Turtleneck Sweater Dress
189.00
99.00
$99.00
$189.00
STYLE STEAL!
Soft Mink Melange
The Plaid Flare Dress
179.00
107.40
$107.40
$179.00
40% OFF! PRICE AS MARKED.
Multi Plaid
Weekend Floral Midi Shirtdress
189.00
79.94
$79.94
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Sweater Mini Shift Dress
169.00
99.00
$99.00
$169.00
STYLE STEAL!
Bright Poppy
Pecan
Gathered Midi Dress
169.00
99.00
$99.00
$169.00
STYLE STEAL!
Shadowy Jade
Plaid Crew Neck Midi Dress
179.00
74.94
$74.94
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Blue Plaid
Striped Belted Collared Shirtdress
179.00
72.44
$72.44
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Blue Stripe
Floral Midi Shirtdress
179.00
99.00
$99.00
$179.00
STYLE STEAL!
Floral Crew Neck Midi Dress
198.00
84.94
$84.94
$198.00
EXTRA 50% OFF! PRICE AS MARKED.
Black - Yellow
Floral Collared Midi Shirtdress
189.00
99.00
$99.00
$189.00
STYLE STEAL!
French Mocha
Collared Wrap Midi Dress
189.00
99.00
$99.00
$189.00
STYLE STEAL!
Harbor Side Blue
Sleeveless Collared Midi Shirtdress
179.00
72.44
$72.44
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Plaid Cowl Neck Midi Dress
179.00
99.00
$99.00
$179.00
STYLE STEAL!
Collared Wrap Shirtdress
179.00
99.00
$99.00
$179.00
STYLE STEAL!
Amber Noir
Collared Midi Shirtdress
189.00
79.94
$79.94
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Bright Poppy
Sleeveless Pleated Midi Dress
179.00
99.00
$99.00
$179.00
STYLE STEAL!
Weekend Cable Polo Midi Dress
189.00
99.00
$99.00
$189.00
STYLE STEAL!
Weekend Collared Mini Dress in Denim
179.00
62.44
$62.44
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Classic Rinse Wash
Draped Midi Sheath Dress
169.00
99.00
$99.00
$169.00
STYLE STEAL!
Night Garden
Crew Neck Button Shift Dress
179.00
99.00
$99.00
$179.00
STYLE STEAL!
Floral Belted Flare Dress
189.00
99.00
$99.00
$189.00
STYLE STEAL!
Berry Mousse
Floral Puff Sleeve Midi Dress
179.00
62.44
$62.44
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Purest Plum
Tie Waist Midi Sweater Dress
Best Seller
179.00
99.00
$99.00
$179.00
STYLE STEAL!
Belted Pleated Midi Dress
189.00
49.94
$49.94
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Animal Print Mini Sweater Dress
169.00
59.94
$59.94
$169.00
EXTRA 50% OFF! PRICE AS MARKED.
Brown
Geo Print Collared Wrap Dress
169.00
99.00
$99.00
$169.00
STYLE STEAL!
Night Sky
Crew Neck Shift Dress
169.00
62.44
$62.44
$169.00
EXTRA 50% OFF! PRICE AS MARKED.
Paisley Puff Sleeve Midi Dress
179.00
99.00
$99.00
$179.00
STYLE STEAL!
Paisley Draped Midi Sheath Dress
179.00
99.00
$99.00
$179.00
STYLE STEAL!
Dotted Shirred Midi Dress
179.00
99.00
$99.00
$179.00
STYLE STEAL!
Purest Plum
Striped Midi Flare Dress
189.00
74.94
$74.94
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Dark Forest Green
Belted Midi Shirtdress
179.00
99.00
$99.00
$179.00
STYLE STEAL!
Button Pocket Shift Dress
169.00
99.00
$99.00
$169.00
STYLE STEAL!
Caper Shadow
Paisley Twist Sheath Dress
198.00
99.00
$99.00
$198.00
STYLE STEAL!
Night Garden
Belted Lace Midi Shirtdress
198.00
99.00
$99.00
$198.00
STYLE STEAL!
Crew Neck Twist Dress
189.00
64.94
$64.94
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Animal Print Collared Midi Shirtdress
189.00
42.44
$42.44
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Cafe Au Lait B
Pleated Crew Neck Midi Dress
209.00
89.94
$89.94
$209.00
EXTRA 50% OFF! PRICE AS MARKED.
Pleated Polo Midi Dress
Best Seller
209.00
125.40
$125.40
$209.00
40% OFF! PRICE AS MARKED.
Pinstripe Crew Neck Sheath Dress
179.00
107.40
$107.40
$179.00
40% OFF! PRICE AS MARKED.
Dark Neutral Pinstripe
Crew Neck Button Shift Dress in Tweed
189.00
74.94
$74.94
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Paisley Boatneck Column Midi Dress
189.00
64.94
$64.94
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
Safari Foliage
Belted Sheath Dress in Tweed
179.00
64.94
$64.94
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
Whipped Cream Multi
Haven Well Within Silky Maxi Dress
248.00
148.80
$148.80
$248.00
40% OFF! PRICE AS MARKED.
Tomato
Animal Print Mock Neck Midi Dress
169.00
59.94
$59.94
$169.00
EXTRA 50% OFF! PRICE AS MARKED.
Cafe Au Lait B
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