MUSIC: Voodoo Orchestra North @ Club Helsinki, Hudson. Fab jazz drummer Bobby Previte leads a Hudson Valley all-star band devoted to exploring the music of Miles Davis’s eternal electric jazz-funk masterpiece, Bitches Brew. 8pm. $7.
THEATER: “A Little Night Music” @ the Colonial Theatre, Pittsfield. One of Stephen Sondheim’s most beloved and award-winning musicals offers an amusing and farcical tale of unexpected liaisons, relentless desire and ill-fated heartbreak in the life of acclaimed actress, Desiree Armfeldt, played by renowned actress, vocalist and Berkshire native, Maureen O’Flynn. 8pm. $25, $45 & $65.
THEATER: The Mystery of Irma Vep: A Penny Dreadful @ Berkshire Theatre Group’s Fitzpatrick Main Stage, Stockbridge. Charles Ludlam’s classic romp of a gothic spoof is directed by Aaron Mark, and stars Bill Bowers and Tom Hewitt. 8pm. $42, $52 & $62. Through July 19.
MUSIC: Viet Cong @ BSP Lounge, Kingston. Hailing from Calgary, Alberta, Viet Cong are a slightly reconfigured, reincarnation of now defunct band Women. With What Moon Things and Advertising. 8pm. $10.
CABARET: The Ellenoff Musical Theatre Series @ the Colonial Theatre, Pittsfield. Hear the future great artists of the American theater singing the great music of the past in “Irving Berlin on Broadway and Hollywood.” 2pm. $10.
FILM: “The Hip-Hop Waltz of Eurydice” @ the Daniel Arts Center, Great Barrington. The first of three seminal films in the acclaimed “Bogeyman Trilogy” by playwright-director Reza Abdoh. The other two films follow in upcoming Monday evenings. Followed by discussions with former Abdoh company members and artistic collaborators. 7pm. $10.
PARTICIPATORY MUSIC: Community Sing: Rounds, Rounds, Rounds @ PS21, Chatham. Definitely not your grandmother’s “Frere Jacques.” Sheri Bauer Mayorga teaches and leads the first in a series of three Community Sings exploring traditional and classic rounds, including the trickier rounds no one ever gets to sing by Mozart, Haydn, Bernstein, Schickele and maybe a few by Columbia County composers, too. 7:30pm. Tickets: $10. Also Mondays, July 14 & 28.