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Leeward Market

Cafe · $10 to $20 ·

601 Second St, Annapolis, MD 21403, United States

Menu and hours last checked

Leeward Market

About Leeward Market

Located at 601 Second St in Annapolis, MD, Leeward Market offers a welcoming cafe vibe perfect for a casual meal or a quick coffee break. With its cozy setting and charming atmosphere, it's an ideal spot for those who want to enjoy a relaxed dining experience. Whether you're craving comfort food, seeking healthier options, or in need of a quick bite, Leeward Market has something to suit your taste. The cafe also caters to vegetarian options, ensuring a diverse menu for all dietary preferences. If you prefer enjoying your meal outdoors, Leeward Market offers outdoor seating, making it a great place to soak in the atmosphere of Annapolis. For those on the go, they also provide takeaway and delivery options, so you can enjoy their delicious offerings wherever you are. Whether you're sitting in to enjoy the vibe or grabbing a coffee to go, Leeward Market combines convenience with a friendly, local cafe feel.

Where this information comes from

Prices and dish names are transcribed from the restaurant's printed menu, photographed in August 2026 and reproduced on the menu page. Hours, address and service options come from the restaurant's public business profile. An editor confirmed the restaurant was trading on 4 September 2026. Something wrong? Tell us.

Photos

Business info

From the business

  • Identifies as women-owned

Service options

  • Outdoor seating
  • Takeaway
  • Dine-in
  • Delivery

Highlights

  • Great coffee
  • Great tea selection

Popular for

  • Breakfast
  • Lunch
  • Solo dining
  • Good for working on laptop

Accessibility

  • Wheelchair-accessible entrance

Offerings

  • Coffee
  • Comfort food
  • Healthy options
  • Quick bite
  • Vegetarian options

Dining options

  • Breakfast
  • Brunch
  • Lunch
  • Catering
  • Dessert
  • Seating

Amenities

  • Toilet
  • Wi-Fi
  • Wi-Fi

Atmosphere

  • Casual
  • Cosy
  • Quiet

Crowd

  • Family friendly
  • Tourists

Planning

  • Accepts reservations

Payments

  • Credit cards
  • Debit cards
  • NFC mobile payments
  • Credit cards

Children

  • Good for kids
  • High chairs
  • Kids' menu

Parking

  • Free of charge street parking
  • Parking

Pets

  • Dogs allowed outside

Opening hours

  • Monday 07:00 AM - 03:00 PM
  • Tuesday 07:00 AM - 03:00 PM
  • Wednesday 07:00 AM - 03:00 PM
  • Thursday 07:00 AM - 03:00 PM
  • Friday 07:00 AM - 03:00 PM
  • Saturday 07:00 AM - 03:00 PM
  • Sunday 07:00 AM - 03:00 PM

Hours can change on public holidays. Call ahead if you are making a special trip.

Location

601 Second St, Annapolis, MD 21403, United States

Diner notes

4.8 4.8 out of 5 · 141 notes
  • 5 stars 125
  • 4 stars 17
  • 3 stars 4
  • 2 stars 0
  • 1 stars 2
5 out of 5
Leeward Market - looks like a house from the outside but inside is a nice, cozy and welcoming establishment. Has a variety of menu options . Ranging from breakfast platters, sandwiches and pizza. I bought a breakfast wrap and a homemade oatmeal rasin cookie. Breakfast wrap had hashbrowns inside and nice fluffy egg. Need to try it with the southwest sauce
C“ Chopa “Chopa410” Harrison Ate here , 16:41 am
5 out of 5
Absolute gem! Loved our lunch and atmosphere. The service was top notch. We’ll come back.
AL Andy L Ate here , 16:41 am
5 out of 5
Cute little cafe of the beaten path in Eastport. Stopped in for a quick breakfast and coffee to go before the tug of war. Friendly staff, cute outdoor seating and bathrooms.
CS Cary Smithson Ate here , 16:41 am

Eaten at Toddle Inn?

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