Leo Annapolis
Highly rated American restaurant on West Street, a strong pick for a more upscale but approachable dining experience.
Leo Annapolis is a contemporary restaurant in downtown Annapolis, set on West Street near the city’s historic core. It’s a good stop for travelers looking for a polished meal in a walkable area with easy access to shops, bars, and the waterfront. The setting makes it especially convenient for a dinner before or after exploring central Annapolis.
Expert notes
- Located on West Street in downtown Annapolis, so parking may be easier in nearby garages than on the street.
- A smart choice for combining with a walk through the historic downtown area.
- Best suited to travelers looking for a sit-down meal rather than a quick grab-and-go stop.
More places to eat in Annapolis
Carrol's Creek CafeWell-regarded seafood restaurant with waterfront views, making it a classic Annapolis sit-down choice.
Positano Ristorante & PizzeriaWell-reviewed Italian restaurant and pizzeria offering a more casual-to-midrange sit-down option in downtown Annapolis.
Osteria 177Highly rated Italian restaurant in the heart of downtown, suitable for a more upscale sit-down dinner.
True Food KitchenOne of the highest-rated options on the list, serving modern health-forward cuisine with broad appeal and excellent reviews.
Acqua al 2 - AnnapolisItalian restaurant with a strong reputation and a solid rating, good for a more refined pasta-and-wine dinner.
Firebirds Wood Fired GrillWell-reviewed steakhouse and American grill, offering a familiar sit-down option with broad appeal.