Craving authentic Italian cuisine in Windsor-Essex Ontario ? These are my go-to restaurants for fresh pasta, rich sauces, wood-fired pizza, and unforgettable ambiance. Perfect for date nights, family dinners, and food lovers alike!
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Romance & Ravioli – My Cozy Dinner at La Guardia
Italian Elegance on a Plate – Why I Keep Returning to La Contessa
Pasta & People-Watching – My Go-To Patio Spot at Spago
Hidden Gems & Lemon Gelato – More Local Spots I Love
🍷 Cucina 360
🍕 Vittorio’s Trattoria
Romance & Ravioli – My Cozy Dinner at La Guardia
Tucked in the heart of downtown Windsor, La Guardia stole my heart with their creamy gnocchi and candle-lit charm. I tried the veal marsala and I’m still dreaming about it. Ask for their daily dessert – it’s always a surprise worth saving room for.
The vibe is upscale but not stuffy – perfect for anniversaries or a glass of Chianti with friends.
HOME | La Guardia Cuisine
Italian Elegance on a Plate – Why I Keep Returning to La Contessa
If you’re after elegance and old-school hospitality, La Contessa is your spot. From the white tablecloths to the warm welcome at the door, this feels like dining in a Tuscan villa.
Their house-made lasagna is divine, and the wine list pairs beautifully with every course. I recommend this place for milestone celebrations or slow Sunday dinners.
La Contessa Ristorante
Pasta & People-Watching – My Go-To Patio Spot at Spago
Spago is my go-to for casual but delicious Italian dining. Their house bread is dangerously good, and their seafood linguine is packed with flavor.
What I love most? Their sidewalk patio in warmer months – great for sipping prosecco and people-watching downtown. Don’t leave without trying their tiramisu!
Spago
Hidden Gems & Lemon Gelato – More Local Spots I Love
Windsor-Essex has so many family-owned Italian gems! I’ve also loved Caboto Club’s Italian dinners, the handmade pizza at Armando’s, and surprise finds in Little Italy (Via Italia).
Whether it’s homemade gelato, nonna’s meatballs, or wood-fired crusts, the local food scene is rich with Italian heart and flavor.
Giovanni Caboto Club
you’re in Windsor and craving amazing pizza, Armando’s Pizza is a must! 🍕 Locals love it for its stone oven crust, homemade sauce, and signature Classic Windsor-style pizza—topped with shredded pepperoni, canned mushrooms, and Galati cheese.
Armando's Pizza - Riverside Dr E
🍷 Cucina 360
Feels like a little Italy near the river. Reviewers rave about the “old‑world” ambiance, friendly hosts, and standout dishes like Chittara Cacio e Pepe, grilled octopus, rice balls, and tiramisu (). Ideal for cozy family dinners or pasta nights.
Don’t skip the rice balls or their dreamy tiramisu. Perfect for family dinners or a quiet pasta night with wine. 🌟
Cucina 360
🍕 Vittorio’s Trattoria
Authentic Neapolitan-crafted pizzas. This family-run pizzeria is certified by Naples, and reviewers loved the classic thin-crust pizzas (pepperoni, porcini-sausage, truffle) and fresh bruschetta Bring patience—it’s made with passion, not on a clock.
Expect a light, chewy crust, perfectly blistered from the stone oven, and balanced toppings like porcini sausage, truffle oil, or classic Margherita. It’s artisan pizza, done slowly and with heart—worth the wait every time. 🍕🇮🇹