The Woodshed is a great local bar - always packed with a fun crowd and good music. Most nights they have a live band playing the songs that never get old, and people inevitably find a way to dance in the free space. It's a small place that tends to get pretty crowded on weekend nights in the summer, but you generally stop noticing after a beer or two. The Woodshed is a great way to cap a beach-filled day on Cape Cod if you are staying in the Brewster area.
Pros: Fun atmosphere, live music
Cons: Small space, crowded