8 Best Places to Shop in Winnetka, IL

Lital Avnet January 15, 2024

Nestled along Lake Michigan, the quaint village of Winnetka, Illinois, boasts more than just scenic beauty — it's a shopping haven where charm meets luxury. Local shoppers can find designer labels, unique and handcrafted finds, or everyday essentials without leaving Winnetka.

Whether you're a resident or a visitor exploring the area, Winnetka's shopping scene offers a delightful blend of unique boutiques, upscale stores, and local treasures. Join us on a curated journey through the best shopping places in Winnetka, IL, where retail therapy takes on a whole new meaning.

Foremost shopping areas in Winnetka

The Grand Food Center

Begin your shopping adventure at The Grand Food Center, where the intersection of quality and variety creates a culinary wonderland. This family-owned grocery store has been a staple in Winnetka since 1947, offering a carefully curated selection of fresh produce, gourmet products, and artisanal treats. The Grand Food Center is your one-stop shop for all things culinary, setting the standard for high-quality groceries in Winnetka.

Hubbard Woods

Immerse yourself in a vibrant mix of upscale boutiques and established retailers at Hubbard Woods. This open-air shopping district boasts a pedestrian-friendly atmosphere, lined with charming storefronts showcasing the latest trends in fashion, jewelry, and home decor. Discover your new favorite outfit at Serena & Lily, find new sheets at Bedside Manor, and add the perfect home items at the many shops in Hubbard Woods. After a successful shopping spree, refuel with a vegan meal at Spirit Elephant or some coffee at Towne & Oak.

Green Bay Road

Shoppers love perusing the locally-owned boutiques and specialty shops on Green Bay Road. This quaint strip offers a personalized shopping experience, where friendly owners and staff are eager to help you find exactly what you want. Discover unique gifts and home goods at Material Possessions, update your wardrobe with timeless pieces at Mattie M, or pick up a delicious pastry at The Sweet Buddha. Don't miss Valentina, a one-stop shop for stylish clothing, jewelry, and home decor, perfect for finding that special something for yourself or a loved one.

Elm Street

As you walk west toward Lake Michigan, Elm Street unfolds like a charming tapestry of upscale boutiques, unique finds, and timeless treasures. As you stroll along this picturesque thoroughfare, the distinctive character of Elm Street comes to life through a collection of carefully curated shops that cater to diverse tastes and preferences.

Elm Street offers a curated selection of luxury brands and unique finds. Shop for designer clothing and accessories at Ellen's on Elm or indulge in the finest jewelry and watches at Orrington Jewelers. After a luxurious shopping spree, enjoy a leisurely lunch or afternoon tea at one of the charming boutique cafes.

Featured shops in Winnetka


Step into Valentina, a luxurious boutique that caters to the discerning fashion enthusiast. This Winnetka staple showcases a carefully curated selection of designer clothing, accessories, and jewelry. Whether you're searching for a sophisticated ensemble for a special occasion or looking to update your wardrobe with the latest trends, Valentina offers an upscale shopping experience combining elegance and style.

Ellen’s on Elm

Ellen's on Elm in Winnetka, Illinois, is a cherished local gem where sophistication meets casual charm. This boutique, nestled on the iconic Elm Street, exudes an inviting atmosphere with a carefully curated selection of women's apparel and accessories. Ellen's on Elm is renowned for its personalized service, offering a unique shopping experience where every piece tells a story. This small boutique is a must-visit for anyone looking for timeless classics or the latest trends.

Vivid Art Gallery

Dive into the local art scene at Vivid Art Gallery, a Winnetka establishment that celebrates the creativity of local artists. This gallery showcases a diverse range of paintings, sculptures, and mixed-media art, providing a platform for the community's artistic expression. The gallery is the ideal destination for longtime art enthusiasts or first-time collectors.


For those with an eye for the eclectic, Hubba-Hubba in nearby Wilmette is an excellent choice.

This chic and unique boutique curates a collection of fashion-forward clothing. Located about halfway between Winnetka and Evanston, Hubba-Hubba is one of many highly qualified area shops. The carefully chosen selection and personalized service make every visit a delightful experience for anyone seeking a wardrobe piece or distinctive home accent.

Contact Lital Avnet for expertise on Winnetka real estate

As you explore the charming streets of Winnetka, the above shopping destinations epitomize the town's unique blend of luxury, charm, and community spirit. Winnetka likewise offers a slate of real estate options for anyone interested in moving to the area.

Whether you're captivated by the charm of Winnetka or a resident seeking a change, Lital Avnet is your trusted guide in navigating the real estate landscape. With a deep understanding of the local community and a commitment to client satisfaction, Lital Avnet can help you find the perfect property that aligns with your lifestyle.

Lital Avnet is a phone call away. Contact Lital today.

*Header photo courtesy of Vivid Art Gallery

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