Age-Wise Style: How to Dress for the Weekend—Sans Jeans!

Photo: Imaxtree (2), Courtesy

InStyle’s Fashion Director Cindy Weber Cleary has been a fashion editor for the past 20+ years. Needless to say, she’s picked up some tricks along the way. Catch her column here each week for how-to tips and style secrets on her favorite, timeless styles. This week, we gave readers the chance to ask Cindy style questions on Facebook. Here, Cindy responds to one lucky reader. Head over to our Facebook page and submit an idea for Cindy’s next column!

Q. "What are some comfortable, stylish alternative to wearing jeans for fall weekends? —Amanda P., 47, Philadelphia

A. Thanks, Amanda! I get sick of wearing jeans every weekend too! You might try a skinny cropped pant in cotton or a cotton/Lycra blend (perhaps in a color if you are slim on your bottom half) or one of the new, loose versions of a track pant (if you are a bit bigger on the bottom). The latter are in slouchy, silky fabrics that take them a step up from sweats. Paired with a car coat or easy topper in a menswear fabric/pattern and a loose sweater, either of these styles is comfortable and age-appropriate. Some companies, such as J. Crew, are making the current layered look of a boxy sweater over an untucked shirt especially easy by attaching a faux-shirttail right to the sweater. No bulk! Here are a few outfit pairings:


Get the look: Topshop coat, $156,; Rebecca Taylor pants, $325,; DKNY sweater, $295,


Get the look: Thakoon Additon coat, $790,; Zara pants, $60,; 3.1 Phillip Lim sweater, $595,


Get the look: Zara coat, $189,; Rebecca Minkoff pants, $289,; J.Crew sweater, $98,

Your weekend shoe makes a big difference. With a cropped pant, try a desert boot with a chunky heel or a wedge to give you height—or a slip-on sneaker in leather, suede or pony skin to add a grown-up touch of luxe. I would advise to skip sneakers when wearing the new track pant. They are cute if you are a kid; a bit sloppy, if you aren't. A chunky-heeled bootie, sandal or even a low-to-mid-heeled pump will offset the athletic style of the pant and add a element of chic. Read on to shop my favorite styles.


Get the look (from top): 3.1 Phillip Lim, $425,; 10 Crosby Derek Lam, $395,; Rag & Bone, $525,; Vince, $295,; Rag & Bone, $295,

Runway inspiration (at top, from left): Chloé, J. Crew, Lacoste.

Related Articles