WJFF 90.5 FM presents a community Messiah sing-along at St. John's Episcopal Church, 15 St. John's St., 2pm. Admission: one or more non-perishable food items for the Caring Hands Food Pantry. 845/482-4141.
Friends of Max Siegel Benefit Showcase: Great Artists and Cause at Cracolici's on the Green, 2514 Route 52, 11:30am.
Mountain Wave at Sidetracks, 8:30pm.
Two jazz shows at Catskill Art Society. Jazz for Young Folks at 4pm, fun holiday music and jazz. Thurman Baker and Trinity at 7:30pm, music by Irving Berlin, originals and classic seasonal favorites. Lonnie Gasparini on organ, Miles Barnett on saxophone and Thurman Barker on percussion. $10 tickets.
Winterfest Rockin’ Christmas with John Curtin at Glass—wine. bar. kitchen. at Ledges Hotel, 8-11 pm. Fun times and great seasonal music. No cover charge. firstname.lastname@example.org or 570/226-1337.
The Monticello High School Music Department will hold their annual Winter Concert at the Arnold Packer Hughs Auditorium (High School), 7:30pm. The concert band, string orchestra and choral programs will perform selections from the repertoire. As a final number, members of the audience are invited to join the chorus. Free and open to public.
Big Band Concert with the Dan Bradley Big Band and meet-the-musicians reception at the Deerpark Reformed Church, 30 East Main St., 7pm. Snow date Sunday, Dec. 13 at 3pm. Tickets: $15 at the door; $10 in advance; students are free. Sponsored by Port Jervis Council for the Arts.
Tri-Valley student winter concert in the Tri-Valley Bernstein Theater, 34 Moore Hill Road, 7pm. Featuring performances by students in grades 5-8. Free admission.
Tri-Valley student winter concert in the Tri-Valley Bernstein Theater, 34 Moore Hill Road, 7pm. Featuring grades 9-12 High School Chorus, and Symphonic and Jazz bands. Free admission.
Community Christmas concert at St. Jacobi Lutheran Church, Route 434 (next to Exxon Station), 3pm. Area churches and local musical groups will perform. Refreshments served after the concert. 570/559-7676.