RestaurantsPortland

Leeward in Portland, Maine

Leeward: Restaurant in Portland

(377)
Restaurant$$$
Leeward
Leeward

Why Eat

Why Leeward

Leeward is an informal Italian spot in Portland where the kitchen turns out house-made pasta and thoughtful seasonal dishes. The crowd skews serious about food but the vibe stays relaxed. Prices run upwards of $100 per person with drinks and dessert, and it's worth the spend.

  • House-made pasta is the real deal, especially the gnocchi.
  • Seasonal menu means different reasons to return throughout the year.
  • You can watch the kitchen work from the chef's counter.
  • Staff knows the menu and makes solid recommendations.

Menu

What to order

Start with gnocco fritto if it's available. The agnolotti (stuffed pasta) and rigatoni with ragù are pasta foundations done right. Try whatever seasonal pasta special is running that night. The savoy cabbage salad with anchovy-horseradish vinaigrette is a surprise hitter. For dessert, the carrot cake and panna cotta both reward careful attention.

At a Glance

At a glance

Best for

Date night, special occasions, pasta lovers.

Price range

$$

Details

85 Free St, Portland, ME 04101
(207) 808-8623
leewardmaine.com

Opening Times

MonClosed
Tue5:00 – 9:00 PM
Wed5:00 – 9:00 PM
Thu5:00 – 9:00 PM
Fri5:00 – 9:00 PM
Sat5:00 – 9:00 PM
SunClosed

Atmosphere

The room

Tight room, warm lighting, the kind of place that hums but doesn't shout. You're close to other tables and close to the kitchen, which is half the point.

Reviews

What guests say

Guests come back repeatedly and bring it up for special occasions. One recent visitor called the gnocchi the best they'd ever had. Regulars praise how well the kitchen handles gluten-free requests and how the menu captures the season. People notice the staff genuinely seems to enjoy the work.

Location and nearby

Guides

Verified details

Leeward is listed in Portland, Maine, as a restaurant at 85 Free Street. The coordinate-based measurement for Leeward is 2.7 miles to Mackworth Island. The straight-line distance from Leeward to Crescent Beach State Park is 6.2 miles. Reservation policy: We do not take reservations. The recorded location for Leeward is latitude 43.65553, longitude -70.26030, in decimal degrees. The contact number is 207-808-8623. Leeward publishes business information at leewardmaine.com.

Visit details

Official site
leewardmaine.com
Reservations
We do not take reservations
Property type
Restaurant

Sources (checked 2026-09-16)

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