Leeward

Restaurant · Portland

Leeward

Restaurant · Portland

8

85 Free St, Portland, ME 04101

Photos

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Leeward by Dana Valletti
Leeward by Brianna Soukup/Portland Press Herald via Getty Images
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Leeward by Dana Valletti
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Highlights

Authentic Italian restaurant offering house-made pasta, seafood, meats, and wine.  

Featured in The Infatuation
Featured in Eater
Featured on Bon Appetit

85 Free St, Portland, ME 04101 Get directions

leewardmaine.com
@leewardmaine

$50–100

Reserve

Information

Static Map

85 Free St, Portland, ME 04101 Get directions

+1 207 808 8623
leewardmaine.com
@leewardmaine

$50–100

Reserve

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reservations

Last updated

Aug 6, 2025

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@eater

Best Restaurants in Portland, Maine | Eater Boston

"Find respite from the notoriously windy section of Free Street at aptly named Leeward, where gorgeous plates of Maine scallop crudo and beef and pork ragu bolognese have made this pasta haven a fast favorite. Owned by chef Jake Stevens — whose resume includes Portland, Oregon’s beloved Beast (now closed) and Portland, Maine’s renowned Eventide (another entry on this list) — alongside general manager and wine director Paige Buehrer, Leeward also offers a smart selection of cocktails (both alcoholic and non-) to go with its excellent house-made pasta." - Stasia Brewczynski

https://boston.eater.com/maps/best-restaurants-portland-maine
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@eater

Best Restaurants in Portland, Maine | Eater Boston

"Find respite from the notoriously windy section of Free Street at aptly named Leeward, where gorgeous plates of Maine scallop crudo and beef and pork ragu bolognese have made this pasta haven a fast favorite. Owned by chef Jake Stevens — whose resume includes Portland, Oregon’s beloved Beast (now closed) and Portland, Maine’s renowned Eventide (another entry on this list) — alongside general manager and wine director Paige Buehrer, Leeward also offers a smart selection of cocktails (both alcoholic and non-) to go with its excellent house-made pasta." - Stasia Brewczynski

https://boston.eater.com/maps/best-restaurants-portland-maine
View Postcard for Leeward
@infatuation

Leeward Review - Arts District - Portland, ME - The Infatuation

"Housed in what was once a men’s department store in downtown Portland, Leeward is a contemporary, Italian restaurant where, like a good suit, everything is tailor-made. Almost the entire menu is prepared and baked in-house, whether that’s the focaccia or carte di musica that accompanies their homemade chicken liver mousse. You can’t go wrong here with any of their constantly rotating shareable plates like salty, crispy artichokes and butter-poached radishes. Or their freshly made pastas that range from light and pillowy sheep’s milk gnudi or the heartier pork and beef rigatoni bolognese. The dining room is large enough for celebrations but still feels spacious and warm, making it the perfect fit for any type of special occasion. While reservations book up quickly, there are plenty of bar seats and smaller tables that are saved for walk-ins." - Alana Dao

https://www.theinfatuation.com/portland-me/reviews/leeward
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@eater

15 Essential Restaurants in Portland, Maine

"Find respite from the notoriously windy section of Free Street at aptly named Leeward, where gorgeous plates of Maine scallop crudo and beef and pork ragu bolognese have made this pasta haven a fast favorite. Led by Jake and Raquel Stevens — whose resumes include Portland, Oregon’s beloved Beast and Portland, Maine’s beloved Drifter’s Wife, both now closed — Leeward also offers a smart selection of low-intervention wines to go with its house-made" - Stasia Brewczynski

https://boston.eater.com/maps/best-restaurants-portland-maine
View Postcard for Leeward
@bonappetit

These Are the James Beard Foundation Restaurant and Chef Award Finalists, 2024 | Bon Appétit

"Jake Stevens of Maine pasta favorite Leeward, received nominations for Best Chef in New York State and the Northeast." - BySam Stone

https://www.bonappetit.com/story/james-beard-foundation-restaurant-chef-award-finalists-2024
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