Shopping in Winnetka

Select Local Merchants

To truly understand what makes Lori's Shoes so special, it helps to take a walk in founder Lori Andre's shoes. That exchange of footwear would send you across the globe—from the biggest fashion houses of New York City to a small boot manufacturer in Florence. Every year, Andre travels to markets in America's biggest cities before she hops a plane to Europe and spends two to three weeks searching the storefronts of France, Italy, and the exclusive, secret VIP country located between France and Italy.

Andre's obsession with fashion has taken Lori's Shoes from a small Lincoln Park storefront in 1983 to a modern empire that includes three stores in Chicago and the surrounding suburbs. Each one contains an impressive bounty totaling thousands of women's shoes, boots, bags, and garments. The items' tags read like a who's who of the design world—Jeffrey Campbell, Frye, and Sam Edelman are just a few choice picks from the 200-plus names that fill the stores' shelves and tables. Sales staff keep a handle on it all: "its staffers are well-versed in current trends," noted Racked in placing Lori's on its list of The 38 Essential Chicago Shopping Experiences.

My Chicago by Giuliana Rancic

E! News anchor and Fashion Police host Giuliana Rancic was born in Italy but she has strong ties to Chicago—namely, her husband Bill, the Trump-approved entrepreneur and restaurateur behind RPM Italian. In the My Chicago by Giuliana Rancic collection, the star of Giuliana & Bill gives the scoop on her favorite local spots to get glammed up, be entertained in style, and even shop for Bill.

Shop the Collection

311 Happ Rd.
Northfield,
IL
US

Romantika Lingerie proprietors Sasha Tsupina and Kate Gordin lend their Eastern European sensibilities to fit American women with lingerie tailored for a range of sizes. Patrons glide through a store swathed in black and white with animal print accents, sifting through racks of lace and silk undergarments crafted by Californian, Italian, and French designers, including pieces by Christian Lacroix and bra strips bedecked in Swavorski crystals. Ladies can find accessories to fight fashion emergencies such as visible panty lines, perspiration, and accidentally wearing the same negligee as the lampshade.

912 Green Bay Road
Winnetka,
IL
US

Founded in 1971, Gand Music and Sound equips musicians with the gear and technical skills needed to improve their craft. Through private lessons, experienced instructors guide aspirant musicians toward mastery of their instrument or voice. The shop stocks guitars from Taylor and Fender, keyboards from Nord and Hammond, and boutique tube amps designed by owner Gary Gand.

780 W Frontage Rd
Northfield,
IL
US

Penny's From Heaven outfits newborns to tweens with clothes, toys, and accessories from top European and American brands such as Barbour, Hunter, Steiff, and Viva La Fete. Youngsters can cuddle plush stuffed animals ($8+) or expand their imaginations with whimsically styled wooden toys ($24+). Scores of dresses—including the mint-hued Ella Moss Infinity dress ($68)—await burgeoning fashionistas, and young lads can splash through the rain in Hunter yellow rain boots($60), which diminish germs with antibacterial lining and demolish menacing puddles with a single stomp.

566 Chestnut St
Winnetka,
IL
US

Good Grapes offers boutique wines at reasonable prices. We know that you can drink well without spending a lot money! We search for small vineyard productions with high quality and low production volume. There are thousands of vineyards all of the world... join us to explore the little unknown wines!

685 Vernon Ave
Glencoe,
IL
US

Amy Bishop and Cheri Tracy, Three Twelve Tudor’s proprietors and close friends since high school, draw on their shared love of vintage wares and modern apparel to infuse the North Shore area with the latest designs from up-and-coming independent labels. Like a swim in the Panama Canal, the wardrobe at Three Twelve Tudor covers visitors in the best of both coasts, fusing the sharp urban chic of New York with the laid-back vibes of California. Amy and Cheri keep shelves and racks amply stocked with long, fitted cotton tanks, fluttery dolman tops, and cozy cardigans, as well as chunky stone bracelets, plant-based cosmetics, and handbags. They scour the styles of such brands and labels as Olive & Olivia, Green Dragon, Tyler Mackenzie, and Rosebud Perfume Company to curate their seasonal collections.

312 Tudor Court
Glencoe,
IL
US

Winnetka Scene