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
Weekend Chambray Flare Midi Dress
189.00
64.00
$64.00
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Light Indigo Wash
Striped Collared Halter Midi Dress
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Vista Blue
Halter Floral Maxi Dress
249.00
149.40
$149.40
$249.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pirouette
Belted Flare Midi Dress
189.00
141.75
$141.75
$189.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
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 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
Ric Rac Cutout Dress in Linen Blend
209.00
125.40
$125.40
$209.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pleated Polo Midi Dress
198.00
63.95
$63.95
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Scalloped Midi Dress
198.00
67.95
$67.95
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Belted Crew Neck Flare Dress
179.00
59.95
$59.95
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Blush Haze
Eyelet Halter Flare Dress
189.00
49.95
$49.95
$189.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
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.
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 Seamed V-Neck Sheath Dress in Bi-Stretch
169.00
101.40
$101.40
$169.00
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.
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.
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
149.00
37.95
$37.95
$149.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Square Neck Sheath Dress
149.00
45.95
$45.95
$149.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
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
Ribbed Button Sweater Dress
189.00
40.00
$40.00
$189.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Mocha Meringue
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.
Floral 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.
White
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.
Collared Shift Dress
169.00
40.00
$40.00
$169.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
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.
Weekend Striped Sweater Shift Dress
169.00
40.00
$40.00
$169.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Camel Multi
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
Paisley Belted Flare Dress
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pure Ink
Pleated Peplum Midi Dress
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Ruched Midi Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Soft Cornflower
Halter Flare Midi Dress
198.00
40.00
$40.00
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Haven Well Within Linen Halter Maxi Dress
178.00
$178.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Haven Well Within Organic Cotton Stripe Midi Dress
148.00
$148.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Haven Well Within Ramie Blend Pleated Maxi Dress
268.00
$268.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Deep Turquoise
Haven Well Within Cotton Crochet Scalloped Midi Dress
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Natural
Crew Neck Flare Midi 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 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 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.
Haven Well Within Ramie Blend Pintuck Maxi Dress
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Mixed Stitch Sweater Dress
229.00
77.95
$77.95
$229.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
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
Floral Shift Dress in Linen Blend
159.00
54.00
$54.00
$159.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Multi
Haven Well Within Organic Cotton Poplin Strappy Maxi Dress
168.00
$168.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Straw
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
Ribbed Halter Sweater Dress
198.00
118.80
$118.80
$198.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Aperol
Weekend Tie Waist Midi Dress
149.00
89.40
$89.40
$149.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Sail Cloth
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
169.00
58.00
$58.00
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Aperol
Strapless Midi Dress in Linen Blend
198.00
118.80
$118.80
$198.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Rhododendron
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
169.00
40.00
$40.00
$169.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Bougainvillea
Ruffle Collar Mini Dress
169.00
101.40
$101.40
$169.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Rhododendron
Floral Linen Blend Midi Dress
198.00
40.00
$40.00
$198.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pink B
Haven Well Within Organic Cotton Interlock Striped Short Sleeve Dress
118.00
$118.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Vetiver
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
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.
Studio Eyelet Midi Dress
249.00
149.40
$149.40
$249.00
40% 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 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.
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
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 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
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 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 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
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 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 Petite 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.
169.00
126.75
$126.75
$169.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Petite Belted V-Neck Midi Dress in Fluid Crepe
169.00
101.40
$101.40
$169.00
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.
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 Petite 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.
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 Petite 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 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 Petite Short Sleeve Sheath Dress in Bi-Stretch — Curvy Fit
149.00
111.75
$111.75
$149.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Petite Scalloped Midi Dress
198.00
67.95
$67.95
$198.00
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
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
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
The Petite 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
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
Petite Floral Belted Flare Midi Dress
198.00
68.00
$68.00
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
White-Blue
Petite Boatneck Sheath Dress
159.00
119.25
$119.25
$159.00
25% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
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.
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