Women’s
Dresses & Skirts

From corduroy and linen to cotton and suede, shop Territory Ahead for a wide selection of women’s dresses and skirts. Our dresses are comfortable, casual styles that can go with you from day to night, work to dinner. Our skirts are the perfect complements to our flowy blouses and longer-length shirts. Browse our collection of women’s dresses and skirts designed with unique patterns and details that showcase your relaxed sense of style.

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Item 302627
$79.50
$59.50
Save 25%
4.85

(9)

Rhythm & Blue Denim Skirt: This five-star favorite works with almost everything in your wardrobe. You won't believe it's denim. It's that soft, and that drapey thanks to tinting, sandblasting and specially washing the lightweight cotton denim. Double godet insets. Goldenrod topstitching. Side zip. 100% cotton. Machine washable. Imported. 33.5" length (hits below the calf).

4.85

(9)

4.85

(9)

Item 302505
$79.50
$49.50
Save 38%
4.65

(7)

Top Of The Line Long Sleeve Peruvian Pima Dress: You asked... we said "Yes" to using a more substantial, 250-gram Peruvian pima cotton for our ultrasoft dress. Pull-on styling. Tagless neck. Machine washable. Imported. 37.75" length (hits below the knee).

4.65

(7)

4.65

(7)

Item 302515
$99.50
$49.50
Save 50%
4.55

(2)

"Un" Work Chambray Henley Shirtdress: The tie belt and darts at the yoke make this your comfortable go-to dress. True indigo yarns are made of tencel for a silky finish and slubby cotton for breathability. Contrasting twill tape at the inside neck and sleeves. Antiqued brass buttons. Shirttail hem with gusset on the sides. Tencel/cotton chambray. Machine washable. Imported. 39" length (from high point of shoulder to bottom hem).

4.55

(2)

4.55

(2)

Item 302512
$79.50
$34.50
Save 57%

A-List Short Sleeve Wrap Dress: This soft knit dress is perfect for every occasion from the beach to cocktails to a cozy brunch with friends. Made from our best-selling, A-List 235-gram Tanguis cotton fabric that's pigment garment dyed and garment washed. The attached belt completes the look. Cool zig-zag stitching details. 100% Tanguis Peruvian cotton. Machine washable. Imported. 39" length.

Buy any 2 & SAVE $3 each
Buy 3 or more & SAVE $5 each

NOTE: Buy more & save pricing is not available on sale and clearance colors.

Item 302624
$69.50
$49.50
Save 29%
4.55

(2)

Crocheted Maxi Skirt: Expect many compliments when you wear this lovely skirt covered with open crochet designs. With an elastic-stitched waist and full sweep bottom. 100% cotton; fully lined in cotton voile. Hand wash. Imported. 36.5" length.

4.55

(2)

4.55

(2)

Item 356262
$79.50
$39.75 - $59.50
Save up to 50%
4.15

(43)

First Pick Textured Dress: It just gets better. Based on your feedback, we've improved our best-selling knit dress. First, we gave the textured cotton-rayon fabric a tighter tensile knit to create a smoother fabric that retains its shape. Then, we eased the elbow-length sleeves for a more comfortable fit, and added additional hidden snaps to support the front closure wood button. Same pull-on styling, scoop henley neckline and relaxed, slightly A-line silhouette. Knee length. Machine washable. Imported. 39" length.

4.15

(43)

4.15

(43)

Item 302705
$119.00
$59.00
Save 50%
5.05

(2)

Bellissimo Knit Dress from Nally & Millie®: A beautiful wave print in a mix of red, green and ivory on a turquoise background covers this versatile knit dress. Styled with a soft, rounded ballet neckline and short sleeves. Poly/rayon/spandex. Hand wash. U.S. made. 41" length.
5.05

(2)

5.05

(2)

Item 302529
$89.50
$69.50
Save 22%
4.05

(1)

We shortened the length of this bestseller for a more flattering look. Featuring a soft hand and subtle texture, along with a gently flared silhouette. Princess seaming and scoop neck. Pull-on style. Cotton/poly/spandex. Machine washable. Imported. Sizes: S-XL. 39" length.
4.05

(1)

4.05

(1)

Item 302513
$79.50
$39.50
Save 50%
4.55

(2)

Sleeveless Knit Maxi Dress: This easy slub knit maxi is your go-to spring dress. Styled with a scoop neck, two on-seam pockets, side vents and back yoke detail with Territory Ahead logo. Cotton/rayon. Machine washable. Imported. 53" length.
4.55

(2)

4.55

(2)

Item 302504
$119.00
$59.00
Save 50%
4.65

(7)

Basilica Printed Knit Dress from Nally & Millie®: The rich, kaleidoscope print is inspired by a medieval basilica, and the flattering knit fabric makes this dress work day to evening. Add a belt or necklace for added panache. Styled with a scoop neck, long sleeves and flared hem. Pull-on style. Poly/rayon/spandex. Hand wash. U.S. made. 41" length.

4.65

(7)

4.65

(7)

Item 302620
$79.50
$39.50
Save 50%
Serape Mas Loco Wrap Skirt: We used our Serape Mas Loco yarn-dyed striped cotton fabric to create a colorful wrap skirt. The stripes are placed on the bias for a lively look, with front and back darts for a flattering fit. Constructed waistband and functional felt wrap drawstring. 100% cotton. Machine washable. Imported. 24" length.
Item 302522
$89.50
$44.50
Save 50%
4.35

(6)

Alegre Sleeveless Linen Dress: A lovely chainlink design is laser printed onto this substantial, midweight linen dress that keeps you cool even on hot days. The flattering A-line silhouette is styled with an easy scoop neck, two side pockets and a center seam on front and back. 100% linen. Machine washable. Imported. 40" length.
4.35

(6)

4.35

(6)

Item 302610
$59.50
$39.50
Save 34%
5.05

(4)

A-List Drawstring Skirt: Made from our Tanguis Peruvian cotton that's a substantial 280-gram weight, pigment garment dyed and garment washed. With an elastic waist, hidden inside waistband pocket and two side pockets. Pull-on style. Machine washable. Imported. 20" length (hits above the knee).

Buy any 2 & SAVE $3 each
Buy 3 or more & SAVE $5 each


NOTE: "Buy more & save" pricing is not available on sale and clearance colors.

5.05

(4)

5.05

(4)

Item 302527
$119.00
$99.50
Save 16%
5.05

(2)

Aranyani Paisley Knit Dress from Nally & Millie®: A rich paisley print and the flattering knit fabric make this dress work day to evening. Add a belt or necklace for added panache. Featuring a boat neck and long sleeves. Pull-on style. Poly/rayon/spandex. Hand wash. U.S. made. 39.5" length.
5.05

(2)

5.05

(2)

Item 302621
$89.50
$74.50
Save 17%
2.05

(1)

Sunrise Basketweave Skirt: Rich, textured basketweave combines with a great melange of colors to create your go-to skirt of the season. The top three buttons are functional, while the bottom three are decorative. Two front pockets with split back and belt loops. Cotton/poly. Dry clean. Imported. 23" length (hits at the knee).

2.05

(1)

2.05

(1)

Item 301556
$89.50
$69.50
Save 22%
4.45

(10)

Tiered Garment Dyed Linen Skirt: This midweight linen skirt is garment-dyed for soft, lived-in character. It's cut on the bias, ending in two tiers for a great flowy drape. Elastic waist. Pull-on style. Machine washable. Imported. 32" length.

4.45

(10)

4.45

(10)

Item 302623
$99.50
$79.50
Save 20%

Tencel Dobby Skirt: Flowy A-line in smooth tencel dobby. The inside tab closure and side zip allow for easy on and off, while the belt flatters your figure. Detailed with an aztec trim logo, zig-zag stitching and grosgrain tape at the inside waist. 100% tencel. Dry clean. Imported. 24.5" length (hits below the knee).

Item 302630
$129.00
$89.00
Save 31%
5.05

(1)

Gothic Paisley Knit Maxi Skirt from Isle®: A rich paisley print adorns this flowing knit maxi skirt. Featuring an easy full elastic waist and full-sweep bottom. Pull-on style. Rayon/poly/spandex. Machine washable. Imported. 38" length.
5.05

(1)

5.05

(1)

Item 302523
$119.00
$59.00
Save 50%
4.55

(2)

Nally & Millie® Bonita Knit Dress: A gorgeous Aztec print covers this versatile knit dress. Styled with a soft, rounded ballet neckline and short sleeves. Poly/rayon/spandex. Hand wash. Imported. 41" length (hits at the knee).

4.55

(2)

4.55

(2)

Item 302611
$74.50
$52.50
Save 30%
5.05

(2)

Mission Comfort Stretch Twill Skirt: We used our best-selling Mission Comfort twill fabric to create this super-comfy skirt with a hidden secret: inside waist tabs stretch up to three inches. Cotton twill is pigment garment dyed and heavy garment washed for a lived-in feel. Antiqued brass buttons, two front pockets with gussets and inside striped waist. Cotton with a bit of stretch. Machine washable. Imported. 22" length (hits above the knee).

5.05

(2)

5.05

(2)

Item 302511
$59.50
$39.50
Save 34%
4.85

(4)

A-List Sleeveless Dress: Made of the same 235-gram, Tanguis Peruvian cotton as our best-selling men's A-List collection, this garment washed dress is perfect as a beach cover-up. Details include zig-zag stitching, cap sleeves and two patch pockets. 100% Tanguis cotton. Machine washable. Imported. 39" length.

Buy any 2 & SAVE $3 each
Buy 3 or more & SAVE $5 each

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.85

(4)

4.85

(4)

Item 301415
$69.50
$49.50
Save 29%
4.85

(4)

Rhythm & Blue Short Denim Skirt: Our long Rhythm & Blue Skirt has been an all-season favorite for years, so we decided to design a kicky short version for warmer weather. It features the same soft and drapey cotton denim that's been tinted, sandblasted and specially washed for built-in character. Double godet insets. Goldenrod topstitching. Machine washable. Imported. 23" length.
4.85

(4)

4.85

(4)

Item 302632
$129.00
$114.50
Save 11%
This A-line skirt's rich plaid features a subtle heathered look and is placed diagonally for gorgeous colorplay. And the easy elastic waistband flatters and feels comfortable. Pull-on style. Poly/rayon/spandex. Hand wash. Sizes: S-XL. 38" length.
Item 302506
$89.50
$44.75
Save 50%
4.45

(5)

Drop Waist Peruvian Pima Knit Dress: You asked... we said "Yes" to using a more substantial, 250-gram Peruvian pima cotton for this easy-wearing dress. The effortless silhouette drapes well and flatters nicely with a scoop neck, drop waist and 3/4-length sleeves. Pull-on style. 100% Peruvian pima cotton. Machine washable. Imported. 46" length (hits below the knee).

4.45

(5)

4.45

(5)

Item 320387
$139.00
$124.50
Save 10%
4.55

(13)

First In Line Fit & Flare Sweater Dress: This flattering fit and flare knit gains dramatic appeal with contrast ribbon stripes running vertically and spaced further apart along the sleeves. With a scoop neck and hemmed sleeves. 100% cotton. Machine washable. Imported. 41" length.

4.55

(13)

4.55

(13)

Item 302629
$99.00
$75.00
Save 24%
Makeda Tribal Print Knit Skirt: A gorgeous mix of earthtone geometrics covers this maxi skirt featuring a ruched elastic waistband that feels comfortable and flatters. The soft, drapey rayon has a subtle slubby texture and a touch of spandex gives it stretch for extra comfort. Pull-on style. Partially lined for coverage. Rayon/spandex. Hand wash. Imported. 45" length.
Item 320338
$79.50
$39.75
Save 50%
4.45

(5)

Sublime Slub Knit Dress: The wonderfully soft knit fabric is gently slubbed and it drapes elegantly. With a scoop neck and handkerchief hem. Cotton/rayon. Unlined. Machine washable. Imported. 49" length.

4.45

(5)

4.45

(5)

Item 302605
$69.50
$34.75
Save 50%
4.55

(2)

Hazel Button Front Denim Skirt from Jag® Jeans: This updated version of a classic pencil skirt has the right amount of stretch to flatter every curve. The top three buttons are functional while the bottom four are faux – this prevents gapping when you move or sit. Signature "J" embroidery at back pocket. Pull-on style. Cotton/spandex. Machine washable. Imported. 25.5" length.

4.55

(2)

4.55

(2)

Item 320160
$299.00
$239.00 - $269.00
Save up to 20%
5.05

(3)

R & B Suede Skirt: Our iconic R&B skirt you've loved for years is now available in buttery, drapey goat suede. Same gorgeous details: Flared A-line silhouette with two godet insets, clean waistband, invisible side zip, ankle length. Fully lined in satin acetate. Professional leather clean. Imported. 33.5" length.
5.05

(3)

5.05

(3)

Item 302615
$79.50
$60.00
Save 25%
3.05

(1)

Zephyr Basketweave A-line Skirt: Back by popular demand... this versatile skirt is made from the same medium weight basketweave fabric as our men's Zephyr collection. It keeps you cool in warm weather –  wear it with your favorite T-shirts, tunics and lightweight sweaters. Detailed with two front slanted pockets, faux horn buttons, princess seams front and back, and Signature vintage turquoise trim at the inside waist. Center back zip. 100% cotton. Machine washable. Imported. 24" length.

3.05

(1)

3.05

(1)

Item 302525
$99.00
$79.50
Save 20%
As soft and cozy as your favorite blanket, made of an all-over, textured jacquard knit. The classic shift silhouette flatters with a scoop neck, long sleeves and princess seaming details. Empire waist. Pull-on style. Poly/elastane. Machine washable. Imported. Sizes: S-XL. 36.25" length.
Item 302531
$85.00
$64.00
Save 25%
The perfect knit to wear casually with boots or dressed up with heels. The notched V-Neck features cable stitching at the front with a fringed tie. Ribbed hem and sleeve ends. Gorgeous, warm and comfortable with a touch of wool and cashmere for added luxury. Nylon/viscose/wool/cashmere. Machine washable or hand wash. Imported. Sizes: S-XL. 37" length.
Item 302549
$139.00
$109.50
Save 21%
4.05

(1)

A rich, mini-mosaic kaleidoscope print and the flattering knit fabric make this dress work from day to evening. Scoop neck. Zip back closure that runs to lower back. Poly/spandex. Machine washable. Imported. Sizes: S-XL. 39.5" length.
4.05

(1)

4.05

(1)

Item 301438
$229.00
$160.00
Save 30%

Touchstone Washable Suede Skirt: Enjoy the luxurious, liquid drape of fine suede without the inconvenience of dry cleaning. The classic A-line shape flares beautifully at the hem with godet panel insets. Clean styled waist for an easy fit. Side zip. Fully lined in poly. Machine washable. Imported. 35.5" length.

Item 302501
$89.50
$59.50
Save 34%
5.05

(1)

Assam Velour Dress: This bestseller is back from our archives and better than ever! You'll love the soft feel and subtle texture, along with a flattering, gently flared silhouette. Princess seaming and scoop neck. Pull-on style. Hits below the knee. Cotton/poly/spandex. Machine washable. Imported. 42" length.
5.05

(1)

5.05

(1)

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