Our community picks for the best dinner restaurants and date-night spots in Windsor, Ontario — independent, family-run and locally-loved places, ranked by rating and community feedback. Each spot links to its full profile with hours, menu highlights and vibe.
Windsor · 4.6/5 (351 reviews) · italian
Cucina 360 offers a dining experience focused on Italian-inspired dishes, utilizing fresh ingredients to create flavorful meals. The ambiance is suitable for various occasions, whether a casual get-together or a more…
Known for: Authentic Italian cuisine with wood-fired pizzas and fresh homemade pasta in a modern fine dining setting
Windsor · 4.3/5 (2708 reviews) · american
Jose's Bar & Grill in Windsor offers a welcoming atmosphere for diners looking for a casual meal. With a diverse menu, it caters to a variety of tastes, making it a suitable spot for a relaxed dinner or a…
Known for: a welcoming atmosphere with a diverse menu for a casual meal in Windsor
We rank the best dinner restaurants and date-night spots in Windsor by rating and community feedback, favouring independent and family-run spots — 2 are listed on this page.
See our late-night guide at https://cupsandbites.com/windsor/open-late for spots in Windsor open past 10 p.m., with today's hours on every profile.
Spots that take reservations show a "Reserve a table" button on their profile; others show "Call to book" or are walk-in.
More in Windsor: Restaurants & Cafés in Windsor · Cafés in Windsor · Bars in Windsor · Pubs in Windsor · Brunch Spots in Windsor · Breakfast Spots in Windsor · Lunch Spots in Windsor · Bakeries in Windsor · Coffee Shops in Windsor · Dessert Spots in Windsor · Open late in Windsor