32 Best Shopping in Yorkville, Church-Wellesley, and Rosedale, Toronto

Eataly is a sprawling and bustling monument to Italian food and cooking. Over three floors and 50,000 square feet within the Manulife Centre, the hybrid specialty food store/restaurant market is teeming with fresh Italian and locally sourced products from house-made cheese to fish, meat, bread, pastries, gelato, pasta, prepared meals, and more. There are also Italian wines and house-brewed beer, made in the basement Birroteca by Indie Alehouse (one of seven on-site cafés, bars, and restaurants).

If you're put off by the anonymous uniformity of the big designers along Bloor but you have some money to spend and want a touch of originality, head to this three-story Victorian refurb for an inspired selection of bold, sophisticated shoes, bags, and clothes for men and women from French, Italian, American, and Australian designers that you won't find anywhere else.

This five-floor department store is dedicated to the finest men's fashions, stocked to the gills with suits, shirts, outerwear, shoes, and accessories from designers such as Tom Ford, Armani, Dolce & Gabbana, and Zegna (each with their own shop-within-a-shop). There's also plenty of preppy classics available for those who favor a more relaxed look.

This multilevel national retail specialty store is the style leader in Canada. There are handbags, watches, cosmetics, and fragrances from London, New York, Paris, and Rome, plus footwear and clothing from boldface designers (including Fendi, Burberry, and Gucci) as well as items from contemporary designers. Gents can head a few steps west to 100 Bloor Street West to browse Holt's menswear collection at the two-floor Holt Renfrew Men. Concierge service and personal shoppers are available, but just browsing makes for a rich experience.

The longtime favorite brand for leather jackets, varsity jackets, bags, and basics is crafted from tumbled leather and stamped with the country's national icon, the beaver. The homegrown company's impressive flagship store showcases the more modern styling possibilities of their laid-back offerings.

Both legendary and of-the-moment designers—Balenciaga, The Row, Jacquemus, and Stella McCartney, to name a few—are gathered here under one roof, along with some of the finest footwear and accessories in town.

Curios, from glass fishing floats to hand-beaded animal sculptures, are sold at this fascinating interiors shop. You'll also find an array of vintage jewelry, antique boxes made of materials ranging from marble to abalone, English campaign furniture, French architects' drafting tables, and all manner of furniture, light fixtures, and even handbags.

The Toronto location of this internationally renowned luxury jeweler caters to the city's elite. The glass cases feature a good selection of the jewelry designer's classic creations, including the triple-gold-band Trinity Ring and the striking nail-shape Juste Un Clou collection.

Located in one of the city's historic buildings, this boutique is one of the company's largest in North America. Most of the brand's latest offerings, including classic and seasonal bags and accessories, are here, and the staff is welcoming, knowledgeable, and helpful, just what you'd expect from a store of this caliber.

Though Yonge Street is no longer a record store mecca, Dead Dog is an excellent indie shop in the nearby Gay Village. There are plenty of new vinyl records from hot up-and-coming indie bands, artists from a wide spectrum of genres, and box sets and reissues from legends like David Bowie, but regulars gravitate toward the constantly refreshing used bins to flip around for gems. There's also a good collection of DVDs, Blu-Rays, and band T-shirts, and this being the Village location, a good selection of queer artists as well. 

Glad Day is the world's oldest LGBTQ+ bookstore—no mean feat, especially in high-rent Toronto. In the Gay Village epicenter of Church Street, the store is packed with shelves featuring the latest and greatest in queer voices from across Canada and beyond; those shelves are frequently rolled aside to host readings, events, and even dance parties. The bar serves both coffee and alcohol, and the kitchen turns out homey diner-style eats (which are particularly appreciated during weekend drag brunches).

The Parisian design house caters to the upscale horse- and hound-loving set, with classic sportswear, handbags, and accessories.

Though it's off the main shopping drag, Hollace Cluny is a must-visit for modern design aficionados looking for that special piece. Along with classics from brands like Knoll, they carry a huge array of pieces from contemporary designers, with everything from ceramics to eye-popping statement lighting fixtures.

This Canadian megachain bookstore has stores all over the country, but it's headquartered in Toronto. It has a huge selection of books, magazines, records, and gift items as well as a Starbucks and occasional live entertainment. Increasingly, it's becoming a "lifestyle" store with items such as housewares, mugs, pillows, blankets, and cookware taking up prime in-store real estate.

Young local designer Lisa Gozlan makes modern and fashionable jewelry that feels special but that you can wear every day. This bright showroom in Yorkville carries her signature rings, necklaces, hoops, and bracelets, all meant to be stacked and layered. The whimsical happy faces, "evil eyes," pearls, hearts, and gold and silver pieces often show up on the Instagram feeds of celebrities and influencers.

This intimate gallery in an old Victorian house almost exclusively exhibits representational historic and contemporary Canadian painting and sculpture, and specializes in 19th- and 20th-century Canadian artists.

These French-made walking shoes have been around since the 1960s and are constructed entirely from natural materials. Passionate walkers swear by them and claim they never, ever wear out—even on cross-Europe treks. Styles, which include options for men and women, run the gamut from smart ankle boots to minimalist slides.

This Toronto-based boutique features unique, comfortable clothing in cottons, linens, and wools. Many pieces are designed and made in-house, but outside designers such as Rundholz and Oska are also featured. Bold, chunky accessories complement the earthy, arty look perfectly.

Once located in a stand-alone shop in Yorkville and now in the Manulife Centre, this boutique for all things denim has been around since the 1970s. Over the Rainbow carries every variety of cut and flare: the trendy, the classic, and the questionable from lines like Fidelity, Nudie Jeans, and Naked & Famous fill the shelves. In winter, check out their extensive collection of Canada Goose jackets.

The avant-garde designs of this luxury Italian fashion house are overshadowed only by the gleaming interior of the store and the traffic-stopping window displays.

From humble beginnings as a Little Italy produce stand, Pusateri's has grown into Toronto's favorite high-end supermarket, with in-house prepared foods, local and imported delicacies, and desserts and breads from the city's best bakers, among many other treats. This second location is among the most high-end, curated to meet the Yorkville neighborhood.

This home decor shop is very romantic, and very turn-of-the-century. Everywhere you look, you'll see antiques, mid-century furniture, and home accessories piled so high that they scrape the chandeliers. There's an impressive array of French toiletries, as well as frilly frocks and fairy wings for children's flights of fancy.

With a reputation as one of Toronto's most luxurious jewelers, Royal De Versailles stocks some of the most striking and elegant pieces in town. Watch aficionados will be particularly impressed by their huge collection of high-end timepieces (they have one of the largest Rolex selections in Canada).

Montréal designer Chantal Levesque founded this label in 1985, and now stocks locations in more than 25 countries with her creative couture swimwear, swimwear accessories, and wraps. There's a separate collection for men.

Once a stately railway station, this unique, clock-tower-fronted location of Ontario's provincially owned chain of liquor stores is where oenophiles, scotch lovers, and other locals with a taste for the finer things go hunting for rare bottles. The store also frequently hosts tastings. Keep customs limits on alcohol purchases, as well as whether you'll be checking a bag, in mind before you stock up.

A neighborhood grocer that goes back more than a half century, Summerhill Market is now one of the bougiest shopping experiences you can have in the city. Not so much the "pop in for a couple of things" market unless your grocery budget is very high, it's the spot to get fancy culinary condiments, fish, meat, produce, and prepared foods. 

The first Canadian outpost of this ostentatious Miami-based fashion and design store is eye-catching from the moment you're welcomed in by the doorman. There's custom art throughout the shop, including a foosball table, plush bear, palm tree, and neon pink staircase that takes you between the three floors, each with its own personality. There are purses, women's clothes, shoes, perfumes, and men's streetwear from bold-named brands like Bottega Veneta, Givenchy, Mugler, Burberry, and Virgil Abloh, but each is carefully cherry-picked to fit the overall aesthetic. Off on a quiet street, it's an edgier, more gallery-like version of luxury Yorkville shopping.

Good things come in little blue boxes, and this two-floor Tiffany location is filled with them—namely, rows and rows of classic, wearable fine jewelry designs. As at other Tiffany locations, the sales staff has a reputation for being patient, helpful, and friendly.

"Refined Canadiana" is the motto at this shop, which pairs cute, cheery clothing for men and women with home goods worthy of a hip Muskoka cottage. Tees, patterned swim trunks, and statement earrings sit alongside luxe scented candles and embroidered woven baskets. If any of Toronto's neighborhoods have particularly captured your heart, grab one of the winter hats (or, as the locals call 'em, toques) from their house-made City of Neighbourhoods line.

Wagman carries a large selection of art deco pieces and lighting, along with Italian (and a few French) pieces from the ’40s, ’50s, and '60s. This is the place to find a showstopping glass-veneered sideboard or a Murano glass lamp. Depending on the piece, Wagman can ship to the United States and beyond.