Eat. Shop. Play

The Crescentwood and Osborne Village neighbourhoods offer a dynamic mix of trendy shopping, diverse dining, and vibrant entertainment options. Known for their historic charm, tree-lined streets, and urban energy, these areas attract a mix of young professionals, artists, students, and longtime residents. Whether you're looking for boutique shopping, world-class restaurants, or live music venues, Crescentwood and Osborne Village provide some of the best urban experiences in Winnipeg.

Shopping in Crescentwood & Osborne Village

Osborne Village – The Heart of Shopping

Osborne Village is one of Winnipeg’s best spots for independent and boutique shopping, with trendy fashion stores, vintage shops, and specialty retailers lining Osborne Street.

• Out of the Blue – A long-standing boutique offering unique women’s fashion, accessories, and locally made jewelry.
• Silver Lotus  – Unique jewellery, women's fashion and giftware
• Better Than Nature - Canada's largest retailer of premium indoor hydroponic gardening supplies.
• The Happy Cooker - a fixture in the Village since 1973, stocking high-end cookware, gourmet ingredients and unique gifts for home chefs. 
• Rooster Shoes & Apparel - A go-to spot for quality footwear and stylish streetwear.

Shopping in Crescentwood

Crescentwood has fewer retail options but offers upscale boutiques and specialty stores along Corydon Avenue.

• These Four Walls – Furniture and accessories blending modernism with a prairie aesthetic.
• Anishinaabe Girl - Curated handmade items from local Indigenous makers.
• Humboldt's Legacy - North America's oldest sustainable economy neighbourhood store.

For larger shopping needs, residents can easily access Grant Park Shopping Centre and Polo Park, which are just a short drive away.

Restaurants in Crescentwood & Osborne Village

Osborne Village and Crescentwood are a foodie’s paradise, offering a mix of casual eateries, international cuisine, and upscale dining options.

• Nuburger – A local burger chain known for its gourmet burgers made with fresh, Manitoba-sourced ingredients.
• Carlos & Murphy's - a longtime fixture in the Village, providing the best Mexican cuisine in Winnipeg.
• Spicy Noodle House – A casual Asian restaurant known for hand-pulled noodles and traditional Chinese dishes.
• Cafe Carlo – A Winnipeg favorite for Italian-inspired dishes, pasta, and fresh seafood.
• Kristina’s on Corydon – A Greek and Mediterranean restaurant with a warm and inviting atmosphere.
• Bar Italia – Known to locals as "Bar I",  trendy bar and restaurant with great Italian food and a lively patio scene in summer.
• Falafel Place – A well-known spot for Israeli and Middle Eastern cuisine, famous for its falafel and hummus.

For coffee lovers, there are plenty of independent cafés in both neighbourhoods:

• Thom Bargen Coffee – A minimalist café with great espresso and house-made pastries.
• Make Coffee + Stuff – A hidden gem serving quality coffee and creative drinks.
• Cleocatra Cafe - their tag line is "we serve coffee and save abandoned cats". Stop by for a drink, visit with the kitties, and maybe even adopt one!

Entertainment in Crescentwood & Osborne Village

Osborne Village is one of Winnipeg’s top nightlife destinations, offering live music, pubs, and dance clubs.

• The Park Theatre – A popular live music venue and independent cinema showcasing local and international artists.
• The Toad in the Hole – A classic British-style pub featuring live music, pub trivia, and craft beers.
• Gas Station Arts Centre – A performance venue hosting comedy shows, theatre productions, and improv nights.

Crescentwood and Osborne Village are Winnipeg’s most vibrant and eclectic neighbourhoods, offering an incredible mix of local boutiques, trendy restaurants, and entertainment options. Whether you're in the mood for shopping at unique stores, dining at top-rated restaurants, or enjoying live music and nightlife, these neighbourhoods offer some of the city’s best experiences. With their blend of historic charm and modern urban energy, Crescentwood and Osborne Village continue to be cultural and social hubs in Winnipeg.