Dave Sills

Uncommon Ground
A great place to hear some live music and have some excellent food.
Schubas
An intimate music room with great sound that plays host to many of your favorite artists. They've also got a top notch bar and if you need something to soak up all that liquor, you can get some dynamite food at their Harmony Grill.
The Old Town School Of Folk Music
In addition to the great school, where they can teach you almost any instrument, The OTSoFM is an excellent place to see live music. Fantastic acoustics and clear sight-lines in their theater.