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601 Second Street, Annapolis, MD 21403
(443) 837-6122
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Ranked #123 of 308 Restaurants in Annapolis
Price range: $5 - $15
Sun - Sat 7:00 am - 3:00 pm
Cuisines: American, Pizza, Bagels, Soups, Sandwiches
More restaurant details
Restaurant details
Good for: Families with children, Doing business, Local cuisine, Outdoor seating
Dining options: Breakfast/Brunch, Lunch, Takeout
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24 reviews from our community

Visitor rating
Rating summary
Date | Rating
  • English first
  • Any
English first
14 reviews 14 reviews
8 restaurant reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed November 1, 2014

I pick up lunch here before going out on the boat. Great service. Friendly staff. Fresh food. Family owned.

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Annapolis, MD
Top Contributor
126 reviews 126 reviews
95 restaurant reviews
231 helpful votes 231 helpful votes
4 of 5 stars Reviewed May 26, 2014

As a longtime Annapolis resident I am always looking for any local eatery away from the crush of downtown hustle. We were told of Leeward market by friends and chose to have lunch on Memorial Day/Commissioning Week weekend . We sat outside on one of the benches to allow our new pup to stay with us. We had the Peruvian... More 

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Chincoteague Island, Virginia
Top Contributor
203 reviews 203 reviews
94 restaurant reviews
106 helpful votes 106 helpful votes
3 of 5 stars Reviewed January 19, 2014

Food excellent, seat yourself, no wait staff.self serve coffee, self serve cutlery etc. The cook was the only one there and he does a great service and tries to please. It's well worth a good tip. A change in ownership may be on the way. Sort of a homey place, not much for a feel good atmosphere but made up... More 

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Atlantic City, New Jersey
Top Contributor
170 reviews 170 reviews
115 restaurant reviews
88 helpful votes 88 helpful votes
4 of 5 stars Reviewed December 28, 2013

Very laid back vibe in this cute neighborhood spot. Share a picnic table with locals on a warm day or eat in the little dining room that has a funky coffee shop feel to it. Haven't tried a pizza yet but the chicken gyro is something special! It's probably not a place you'd happen upon but it's worth seeking out... More 

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Washington DC, District of Columbia
Senior Contributor
44 reviews 44 reviews
26 restaurant reviews
26 helpful votes 26 helpful votes
4 of 5 stars Reviewed July 12, 2013

Leeward Market has excellent pizzas and sandwiches. Located in Eastport, it caters to locals and sailors rather than tourists (though tourists are welcome). It's a nice reprieve from the hustle of downtown Annapolis. A kids' play area is set up in one corner. Order at the counter and seat yourself. I've had the mozzarella sandwich and a few of their... More 

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Atlanta, Georgia
16 reviews 16 reviews
8 restaurant reviews
12 helpful votes 12 helpful votes
4 of 5 stars Reviewed June 17, 2013

Funky seems to be the operative word for this fun little neighborhood market in Eastport. We wandered in at lunchtime and found it full of locals grabbing something to go or eating/reading/ chatting in the small dining area. We enjoyed our tasty, made-to-order sandwiches and the very welcoming, laid back neighborhood atmosphere. A great stop for a casual breakfast or... More 

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Owings Mills, Maryland
Senior Contributor
24 reviews 24 reviews
14 restaurant reviews
5 helpful votes 5 helpful votes
3 of 5 stars Reviewed April 11, 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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Kissimmee, Florida
Top Contributor
117 reviews 117 reviews
56 restaurant reviews
61 helpful votes 61 helpful votes
3 of 5 stars Reviewed April 10, 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 December 27, 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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13 reviews 13 reviews
5 restaurant reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed September 24, 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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Additional Information about Leeward Market

Address: 601 Second Street, Annapolis, MD 21403
Phone Number: (443) 837-6122
Location: United States  >  Maryland (MD)  >  Annapolis
Open Hours:
Sunday 7:00 am - 3:00 pm
Monday 7:00 am - 3:00 pm
Tuesday 7:00 am - 3:00 pm
Wednesday 7:00 am - 3:00 pm
Thursday 7:00 am - 3:00 pm
Friday 7:00 am - 3:00 pm
Saturday 7:00 am - 3:00 pm
Average Prices: USD 5 - 15
Cuisine: American, Pizza, Bagels, Soups, Sandwiches

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Questions & Answers

Questions? Get answers from Leeward Market staff and past visitors.
Posting guidelines
Typical questions asked:
  • Do you have gluten-free options?
  • Is there a dress code?
  • Do you allow dogs on the outdoor patio?