Patrick S.
9/1/2025
The cutest coffee shop by the water, scenic area, tons of seating, and tons of dogs, what's not to love! It was my first time visiting and was met with nice and professional staff. They were...
Oscar's Coffee
Closed
(14)
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105 Eastern Ave
Annapolis, MD 21403
Oscar's Coffee is a community-focused café located in Eastport, Maryland, designed to foster connections among dog lovers and their neighbors. With a commitment to providing a consistent gourmet coffee experience, the establishment aims to become a cherished part of the local morning routine.
Founded by local coffee enthusiasts Will and Garrett, Oscar's Coffee is a veteran and LGBTQ-owned business that prioritizes inclusivity and community engagement. The café, which features a lovingly renovated 1972 Shasta trailer, promises to deliver excellent coffee while ensuring that everyone feels welcomed and valued.
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Reviews
4.514 reviews
Bridgette V.
11/19/2025
We love going to Oscar's - it's in an awesome spot right on the water with the cute walkable neighborhood around it. We've made sort of a weekly tradition of going on the weekend and inviting...
Austin G.
4/6/2025
Oscar's Coffee is a great gathering place in Annapolis' charming Eastport neighborhood. With parking nearby, the small coffee truck is on the water with beautiful views. The menu is large and...
Barbara G.
11/20/2025
Quality Ceremony coffee beans, delicious seasonal menu, and a beautiful waterfront location. Great neighborhood hangout, while also a must-visit for out of town guests.
Katie H.
7/7/2024
Went for the first time today and I just had to come sing their praises. Definitely one of the best coffees I've had in the area. I am obsessed with lavender right now and got an iced lavender...
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