Annapolis Waterfront Hotel

Historic Inns of Annapolis

Hilton Garden Inn Downtown (West St.)

Graduate Annapolis

The Westin Annapolis

If you are looking for more budget friendly options there are several hotels located in Parole, just a 10 minute drive from Downtown.

Gallway Bay (really good pub food) $

LEO Annapolis (farm to table, locally sourced) $$

Sailor Oyster Bar (drinks, small plates, oysters) $$$

The Goat (latin tapas) $$

Preserve (farm to table) $$$

Parley Room (cocktails and charcuterie) $$$

Tsunami (Sushi and asian fusion) $$

Metropolitan (great brunch + rooftop bar) $$

Boatyard Bar and Grill (large menu with lots of seafood + award winning crab cake) $$

Fox’s Den (upscale pizza in a basement) $$

Vida Taco Bar (tacos & really good margs) $$

Bread & Butter (breakfast and lunch on a dock) $

Iron Rooster (brunch + homemade pop tarts) $$

Black Market Bakers Port Annapolis & Edgewater (the best damn baked goods you will have in your entire life) $

Choptank (waterfront dining & rooftop bar) $$$

Cantlers (pick and eat crabs a short drive from DTA) $-$$$

These are just a few of our favorites, downtown is packed with tons of restaurants.

Old Fox Books (quaint book store located right next to LS, stop in for coffee and a good read)

Maryland Ave. hosts a selection of wonderful small business shopping, ranging from antiques, home goods, clothing and gifts. Our favorite is Evergreen Antiques.

Game On Bar+Arcade (21+ after 8pm)

Forward Brewing (Beer + snacks)

Ram’s Head Live

Maryland Hall Events

U.S Naval Academy Tour

Annapolis Blues Soccer (seasonal)

U.S Navy Football (seasonal)

Pickleball Courts

William Paca House & Garden

Hammon - Harwood House

Annapolis Maritime Museum & Park

Pennsylvanian Dutch Farmers Market

Ghost Tours

Boat Charters

Downtown Annapolis offers up tons of stores including great Antique stores right on Maryland Ave. to browse.

We are about a 40 minute drive from both Washington D.C and Baltimore!