Leeward
$$$ • Italian
Hours:
85 Free St, Portland
(207) 808-8623
About Leeward
Customers' Favorites
Grilled Little Gem Lettuce Salad
Butternut Squash Risotto
Fried Squash Blossoms
Chicken Liver Mousse
Housemade Focaccia
Rigatoni with Pork
Blueberry Sorbet
Gnocco Fritto
Chicken Liver
Tonnarelli
Leeward Reviews
Ratings
Menu
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Hours
| Monday | Closed |
| Tuesday | 5 - 9PM |
| Wednesday | 5 - 9PM |
| Thursday | 5 - 9PM |
| Friday | Closed |
| Saturday | 5 - 9PM |
| Sunday | Closed |
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Leeward offers a variety of delicious dishes, including the Endive Salad, grilled oysters, Cacio e Pepe tortelli, and whole wheat pappardelle. Vegetarian options are plentiful, with homemade gluten-free gnocchi available as a substitute. The small plates, including artichokes, roasted oysters, and focaccia, are highly recommended. The focaccia bread is flavorful and soft, making it a great start to the meal. The must-try gnocco fritto and roasted black salsify root add to the experience, while the unique fried Skate and homemade pastas like sunchoke & goat cheese agnolotti and rigatoni with beef & pork ragù bolognese shine. The menu is Italian-inspired but modern, featuring seasonal desserts like plum sorbetto, carrot cake, butterscotch cranberry tart, and cinnamon apple gelato. The drink menu showcases a nice array of wines, cocktails, and mocktails. The ambiance is welcoming and comfortable, with helpful and friendly service, making for a great dining experience. Sitting at the chef’s counter offers a fun view of the well-run kitchen. Overall, Leeward provides a dining experience that exceeds expectations, though it is advisable to be prepared for a higher price point. Wheelchair accessibility is excellent—no steps and spacious.