There are a few local cigar shops that I like to patronize. They are in Anne Arundel County.
Broadleaf Tobacco is located in Severna Park on Route 2N, right next to Brian Boru. They have a great selection of premium cigars and pipe tobacco. They have a gorgeous lounge and the group of people that frequent there are always nice and inviting.
Broadleaf's url is broadleaftobacco.com
Annapolis Cigar Shop is located right on Main Street in Historic Downtown Annapolis. Rome, the owner, is an Annapolitan through and through. It's the perfect place to grab a stogie for a night out on the town. Make sure you say hello to Bacon, Rome's dog.
Their url is annapoliscigar.com
Chesapeake Cigar Shop is located in Edgewater off of Route 2N, right by the Greene Turtle. Mike and the gang are great to converse with. They also have a nice shisha selection, as well.
Their url is chesapeakecigar.com