Ana Gasteyer: Sugar and Booze is on Dec. 18 at 8 p.m. at the Ridgefield Playhouse, 80 East Ridge Road, Ridgefield. Tickets are $45. For more information, visit ridgefieldplayhouse.org.
Contributed photoThank You Scientist with Bent Knee, Tea Club, Dec. 12, 7:30 p.m., Fairfield Theatre Company, 70 Sanford St., Fairfield. Tickets: $22. Info: fairfieldtheatre.org.
Sounds of the Season, Dec. 13, 7:30 p.m., St. Matthew’s Episcopal Church, 36 New Canaan Rd., Wilton. Music on the Hill Jubilate Ringers handbell choir, Festival and Children’s Chorus. Donations welcome; $20 suggested. Info: musiconthehillCT.org.
The Alternate Routes Acoustic, Dec. 13 and 14, 8 p.m., Fairfield Theatre Company, 70 Sanford St., Fairfield. Tickets: $28-$30. Info: fairfieldtheatre.org.
ModernMedieval — A Midwinter Feast, Dec. 14, 2 and 5 p.m., Caramoor Center for Music and the Arts, 149 Girdle Ridge Rd., Katonah, NY. Tickets: $30-$65. Info: caramoor.org.
Joys of the Season, Dec. 14, 5 p.m., Norwalk Concert Hall, 125 East Ave., Norwalk. Bring nonperishable food, personal care products and warm winter apparel for The Pantry@NCC and Person-to-Person. Tickets: $10-$50. Info: norwalksymphony.org, 203-956-6771.
Have Yourself a Jazzy Little Christmas, Dec. 14, 8 p.m.; Dec. 15, 2 p.m., Fairfield Theatre Company, 70 Sanford St., Fairfield. Tickets: $30-$35. Info: fairfieldtheatre.org.
Simone DePaolo: Feeling Good, Dec. 14, 8 p.m., Silvermine Arts Center, 1037 Silvermine Rd., New Canaan. An evening of songs from the heart, with hope, healing, and humor. Reception: 7-8 p.m., part of HeART & Mind exhibition. Tickets: $25. Info: silvermineart.org.
The Rock and Roll Playhouse: Music of the Grateful Dead for Kids, Dec. 15, 11:30 a.m., Fairfield Theatre Company, 70 Sanford St., Fairfield. Tickets: $15-$17. Info: fairfieldtheatre.org.
GCTYO’s Jazz Orchestras join the Rex Cadwallader Big Band of professional jazz musicians, Dec. 15, 3 p.m., Greens Farms Academy, 35 Beachside Dr., Westport. Tickets: $15. Info: gctyo.tix.com.
Pianist Jeffrey Biegel holiday concert, Dec. 15, 4 p.m., South Salem Presbyterian Church, 111 Spring St., South Salem, N.Y. Tickets: $15-$25. Info: thesanctuaryseries.org.
Mike Zito with Anthony Geraci, Dec. 15, 9 p.m., Fairfield Theatre Company, 70 Sanford St., Fairfield. Tickets: $28. Info: fairfieldtheatre.org.
Ana Gasteyer: Sugar and Booze, Dec. 18, 8 p.m., Ridgefield Playhouse, 80 East Ridge Rd., Ridgefield. Tickets: $45. Info: ridgefieldplayhouse.org.
The Tom Petty Project, Dec. 20, 7:45 p.m., Fairfield Theatre Company, 70 Sanford St., Fairfield. Tickets: $25. Info: fairfieldtheatre.org.
Christmas with the Celts, Dec. 20, 8 p.m., Ridgefield Playhouse, 80 East Ridge Rd., Ridgefield. Tickets: $47.50. Info: ridgefieldplayhouse.org.
Songs with Santa by Music on the Hill, Dec. 21, 11 a.m.-12:30 p.m., Wilton Historical Society, 224 Danbury Rd., Wilton. Singing Santa, hand bells, holiday songs, jingle-bell craft. Free. Info: wiltonhistorical.org, 203-762-7257.
Brother Joscephus & The Love Revolution, Dec. 21, 7:45 p.m., Fairfield Theatre Company, 70 Sanford St., Fairfield. Tickets: $28. Info: fairfieldtheatre.org.
Marky Ramone’s Blitzkrieg with Civilian Ring, Dec. 21, 8 p.m., Fairfield Theatre Company, 70 Sanford St., Fairfield. Tickets: $25-$28. Info: fairfieldtheatre.org.
Solstice, a concert of holiday music anchored by the Bach Christmas Oratorio, Dec. 21, 8 p.m., Klein Memorial Auditorium, 910 Fairfield Ave., Bridgeport. Tickets: $39-$240. Info: GBS.org.
Matisyahu, Dec. 26, 8 p.m., Ridgefield Playhouse, 80 East Ridge Rd., Ridgefield. Tickets: $50. Info: ridgefieldplayhouse.org.
Stephen Kellogg with Casey, Dec. 27, 7:45 p.m., Fairfield Theatre Company, 70 Sanford St., Fairfield. Tickets: $38. Info: fairfieldtheatre.org.
The Machine, Dec. 27, 8 p.m., Fairfield Theatre Company, 70 Sanford St., Fairfield. Tickets: $38. Info: fairfieldtheatre.org.
Eggy, Dec. 28, 7:45 p.m., Fairfield Theatre Company, 70 Sanford St., Fairfield. Tickets: $20. Info: fairfieldtheatre.org.
Popa Chubby, Dec. 29, 7:45 p.m., Fairfield Theatre Company, 70 Sanford St., Fairfield. Tickets: $32. Info: fairfieldtheatre.org.
Lez Zeppelin with Clueless, Dec. 31, 8:30 p.m., Fairfield Theatre Company, 70 Sanford St., Fairfield. Tickets: $48-$108. Info: fairfieldtheatre.org.