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Leeward Market

601 Second Street, Annapolis, MD 21403
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Ranked #98 of 195 restaurants in Annapolis
Price range: ₹ 274 - ₹ 823
Cuisines: American
Good for: Child-friendly, Business, Local cuisine, Outdoor seating
Dining options: Breakfast/Brunch, Lunch Spot, Takeout
Restaurant details
Good for: Child-friendly, Business, Local cuisine, Outdoor seating
Dining options: Breakfast/Brunch, Lunch Spot, Takeout
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18 reviews from our community

72% Recommend
    11
    2
    3
    1
    1
Rating summary
    Food
    Service
    Value
    Atmosphere
Date Rating
Owings Mills, Maryland
Contributor
19 reviews 19 reviews
12 restaurant reviews
Reviews in 8 cities Reviews in 8 cities
2 helpful votes 2 helpful votes
3 of 5 stars Reviewed 11 April 2013

The food was great, but the portions were small. The service was terrible and the staff was not friendly. Would not eat here again.

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Senior Contributor
24 reviews 24 reviews
14 restaurant reviews
Reviews in 19 cities Reviews in 19 cities
5 helpful votes 5 helpful votes
3 of 5 stars Reviewed 10 April 2013 via mobile

Small and quaint this corner neighborhood cafe in beautiful Annapolis might be worth the effort. Food was delicious with unusual and appetizing selections. On the down side, my daughter and I walked in and a man sort of greeted us and told us to sit at the counter or just give our order to the cashier. We asked if we... More

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1 review
5 of 5 stars Reviewed 27 December 2012 via mobile

Superlative venue...Great sandwiches and Pizza. This little restaurant seems more like a visit with friends that really cook well. Overall, Leeward Market is a must for any visit to the Eastport/Annapolis area.

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Edgewater
Senior Reviewer
7 reviews 7 reviews
3 restaurant reviews
Reviews in 7 cities Reviews in 7 cities
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed 24 September 2012

My husband and I first ate here a few months ago and have gone back a few times...looking forward to the next opportunity. This is a small place with a bit of a funky vibe, but as soon as we walked in we felt at home. Lisa, the owner, is always friendly and she makes you feel welcome, like you're... More

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Annapolis, Maryland
Senior Contributor
25 reviews 25 reviews
24 restaurant reviews
Reviews in 8 cities Reviews in 8 cities
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed 11 November 2011

Don't be scared by this restaurant's humble setting as one reviewer was. I laughed when I read their one-star review because they left without ordering any food! Check it out (see below). This restaurant is funky, inside and out -- go ahead and try the food before you pass judgment. We love the toasted bagels with smoked salmon, which is... More

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See 11 more reviews by Mel21403 for Annapolis
Annapolis, Maryland
Senior Reviewer
10 reviews 10 reviews
8 restaurant reviews
Reviews in 5 cities Reviews in 5 cities
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed 31 October 2011

Leeward Market in the sleepy back side of Eastport is a small, 6 table cozy spot, especially on an early Friday evening. Lisa, the owner makes Friday dinner specials and soups to savor. But, what we think is the best is her local, natural beef burgers that she steams and her lovely salad w/homemade dressing.The burgers are the best ever... More

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See 4 more reviews by pilgrimkr51 for Annapolis
Annapolis, Maryland
Senior Reviewer
7 reviews 7 reviews
5 restaurant reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed 9 September 2011

Leeward has become my go to cafe for b'fast or lunch whenever I just want to relax. And enjoy a great meal of course. The new owner ... well maybe 2-3 years now? saved this great little Eastport dive from itself. Every dish is well thought out and I've yet to have anything I didn't want to order again. Love... More

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See 6 more reviews by Andy P for Annapolis
Annapolis, Md
1 review
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed 8 February 2011

Being a local Eastportian I have found a place that is right down the street and has a welcome mat of fine food and friendly local flair. I used to pass by this place forever on my way to work and then I finally went in to a very pleasent surprise. I love this place! The vibe and feel always... More

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Annapolis, Maryland
1 review
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed 29 November 2010

I ordered a chicken salad sandwich at the Leeward Market in the Eastport section of Annapolis and heard one of the cooks say that they just had enough to squeeze out one more. I was a bit worried that my sandwich might be a bit on the small side and maybe a bit old tasting. To my surprise what I... More

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Annapolis
2 reviews
5 of 5 stars Reviewed 7 September 2010

Being a "pizza person" I am hard to impress. Franchise pizza depresses me. These guys make thin crust pizza. The Garden Pizza is killer. I think they make everything but for the Mexican Coca Cola.

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