The Jailhouse Five Plus Two returns with their authentic and enthusiastic Dixieland jazz…and we’re ready kick off September with a night of great music and fine dancing. This fantastic band brings an air of authenticity, as you can easily tell this is the music that they grew up with, cherish, and love and have played for many years.

The name, The Jailhouse Five Plus Two is inspired by the lawless characters of the Prohibition-era when Dixieland was adopted as the popular music of the time, “The Roaring Twenties.” This time is also fondly remembered as the Great Gatsby era which also happens to be the theme of our upcoming New Year’s Eve bash…

Checking out this swingin’ history lesson from 1953…

Bootlegging, speakeasies, bath tub gin, Bonnie & Clyde and other lawless activity was the way of life in major U.S. cities. The Jailhouse Five Plus Two tries to capture the exhaltation of the era. Happy, fast, boisterous, free, and improvisational are all descriptors of their music. Come on out and feel their electricity…

Lesson (included in the price of admission): 8:00pm – 9:00pm
Dancing: 9:00pm – 12:00am
General Admission: $15
Students and Seniors (with Valid ID): $13

The Crosby Whistle Stop
24 Roland Street
Charlestown, MA 02129