Looking for restaurants? Our top picks are Pizzaiolo, Flatbread Pizza and OTTO, ranked by diner ratings. The full list below updates as menus change.
Discover the top 2 upscale dining experiences
Find upscale italian restaurants in Portland. Great italian food that fits your budget.
Portland's Upscale Italian Destinations
Portland, Maine's refined dining scene offers a sophisticated take on traditional flavors with its collection of upscale Italian destinations. From the handmade pasta and coastal influences at Leeward to other elegant trattorias across the city, these establishments prioritize seasonal ingredients and expert craftsmanship. Whether you are celebrating a special occasion or seeking a polished evening out, these venues provide an elevated atmosphere paired with authentic Mediterranean hospitality.
6 restaurants in Best Upscale Italian Restaurants in Portland | Upscale Italian Food
- Pizzaiolo: Italian.
- Flatbread Pizza: Italian.
- OTTO: Italian.
- The Corner Room Italian Kitchen & Bar: Italian.
- Monte's Fine Foods: Italian.
- Leeward: Italian.
How this list is built
Chefi analyzes each restaurant’s menu and tags every dish’s dietary suitability with an ingredient-based engine. Restaurants with at least three matching dishes on their current menu rank first, ordered by diner ratings, with the number of matching dishes breaking ties; owner-verified restaurants are highlighted at the top. Lists refresh as menus and ratings change.



