Leeward Market

Great gem in in a great town. Leeward Market is an amazing cafe style food sit down in the heart of historic Eastport. Great staff, even better food, and it couldn't be quainter. Do yourself a favor an stop in whenever you can

Friendly little place. Good breakfast options.

Good food, service and the bathroom is awesome with all the records. You'll have to see it!

We’ve had breakfast here a few times, and this was our first time in for lunch. Fiancé and I split two sandwiches. One was a chicken cheesesteak, which isn’t exactly a standard chicken cheesesteak, but was very good. The owner was extremely friendly and attentive. She insisted on serving us, and even came outside to check in on us. More than you’d expect from a sandwich joint, great spot,

Great neighborhood cafe or a nice breakfast or lunch, or to have a coffee and relax a bit. The people are friendly, and the setting is true Eastport.

Great Service at great prices and very delicious food

Friendly folks and great breakfast

A great simple local cafe. Great for lunch. The beef gyro was great and the Peruvian sandwich chicken looked really amazing and if I ever come back it's certainly what I'll be ordering.

Great food and service! Haven't had anything on the menu I don't like! They close a little early so make sure to stop by for a delicious lunch.

Always quality always friendly always comfortable....and reasonably priced to boot.

Highly recommended

Great local cafe. Great locally grown food. Must try the Smith Island Cake --- Maryland state dessert. Good service. This is a real local, neighborhood cafe. If you want an upperclass or tourist atmosphere, you will not like it.

Great family owned, neighborhood eatery

Good for breakfast and quick lunch. Nice local atmosphere. Love the kids play area where there's legos and coloring books to entertain while we eat.

BEST locks bagel in town..Coffee is great. Service is also very friendly :)

Very friendly, relaxed neighborhood atmosphere. Excellent breakfast loved the actual mugs for coffee

Great people and food. Local and fresh ingredients

Best waffle I have ever had.

amazing place! people are so nice and the food is fantastic! 10/10 recommend!

I love the cream of crab soup here and people are so nice for you:)

Michelle is the best! Great food, great crowd.

Good place for a quick bite in the morning when you are in Eastport.

Outstanding service.. great quality!!!

Great local food, coffee and atmosphere, we eat there regularly

Great location and friendly staff

Amazing little hidden gem in Eastport

Great breakfast sandwiches! Friendly neighborhood corner store.

I like this place because it's really low key and casual. It's not fancy but hits the spot just right.

Leeward Market is one of our favorite places to grab a coffee and lunch or breakfast and hangout for a bit. Nice bathrooms and WiFi, friendly staff, and you can get your coffee in a nice ceramic mug! This is an Eastport gem.

Friendly little place, good breakfast sandwiches.

Awesome food, including fantastic pizza! The owners rock!

Tasty sandwiches if not over priced a little!

Great mom and pop sandwich place, good food to take cruising.

I went in August. Excellent customer service :)

First time there. $9.99 for an 8" Italian cold cut sub.

Just found this and I am from Annapolis!! Love the new owner and menu. The Chicken Gyro on pita is sooo good I've been back every week this month. They even have smith island cake. It is in walking distance to the Annapolis Maritime museum also so a great spot for engagement photographs or meeting on a date!

Nice place for breakfast.

Good food with nice selection and great service!!

Wonderful crab bisque!

This place is great! Their cheesesteak is the best surprise. Great people who work there and relaxing atmosphere.

Great breakfast, service, and caring attirude. Our favorite weekend breakfast niche.

Absolutely the best little restaurant in Annapolis PERIOD! The owner is a sweet person and she has a very friendly staff as well most importantly the food is AMAZING!

Quaint stuff.

Bring your dog! Not only is there a bowl but leash hooks all over and they even bring doggie treats when eating outside - super nice staff and great food and groceries.

Great little gem, fresh coffee and friendly smiles

Cozy spot for coffee, delicious baked goods and light meals. Service is friendly and prompt. Quintessential Eastport.

Cute little place with friendly staff and good prices. It is a little confusing to order (you order up front and they bring it to you) and it took a while to get food. However, the food was delicious and a total departure from what this tourist eats.Plus, I got to pet a dog.

Taking a break from INN duties, I walked over on a rainy afternoon and grabbed a Peruvian Chicken wrap and the Thai influenced Chicken Peanut soup to bring back to share w/my husband. Both were so tasty, it made it difficult to share ... but we managed ;-) Will be recommending to our guests, friends and neighbors!

The food is always delicious and the customer service is great

Awesome local cafe with good prices and good food. And the people there are so friendly! I've worked in Eastport now for a couple years and just found out about them a couple months ago... I wish I'd known they were there the whole time!