I'm frequently asked for lists of places to visit in Annapolis- especially food and drink recommendations.
While I put together a few of my own guides, I thought I'd share some online resources that can help you plan your stay in Annapolis (or places to check out as a local!)
This Refinery 29 Annapolis Guide, while over three years old at this point, includes some wonderful Annapolis classics. The author, a friend, contacted me for suggestions and some of my favorites made the list. It contains the places locals frequent, and when I'm traveling, I only want to go where locals go.
Ceremony coffee, Vin 909 pizza, Bakers & Co morning buns, Caroline's Cakes seven-layer caramel cake (the BEST), Annapolis Ice Cream Company key lime pie ice cream.... I'd eat these things every day if I could.
Baltimore Magazine published this shopping guide in the spring. All of these boutiques are downtown (and completely walkable) on Main Street and Maryland Avenue- the two main retail clusters in historic Annapolis.
I think this Washingtonian guide (from last summer) offers a few well-rounded suggestions.
They are right on with the parking (Calvert Garage is free after 6pm on weekdays and all day on weekends) and Vida Taco Bar ("farm to taco") is one of my favorite restaurants on Main Street. Their Purple Drank (hibiscus red wine mixed with margarita) is my go-to. Taco Tuesday is a great night for locals- 20% off everything which is very generous and one of my most-frequented specials in town.
It's also worth noting that everyone should walk around the Naval Academy and St John's campuses. I live downtown and walk on the grounds almost every day.
Coastal Living did a nautical face-off between Annapolis, Maryland and Newport, Rhode Island last spring.
The St John's vs Navy croquet match (mid-April) is the best event for people-watching in Annapolis- there's no other time and place where EVERYONE in town is dressed up, from Edwardian lawn gowns to bright and preppy sundresses.
I admit that I haven't been to Newport (yet!) but I think I'd love it. So I'm just going to ignore the competition aspect in this post!