Live music in Annapolis / Kent Island, MD this weekend

Fri Nov 6, 2026 – Sun Nov 8, 2026 — 13 shows listed in Annapolis / Kent Island, MD.

In Annapolis / Kent Island, MD: All upcoming shows · Tonight · This month

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A singer performing on stage at Rams Head On Stage in Annapolis, Maryland

This Weekend in Annapolis / Kent Island, MD

— Annapolis Symphony Orchestra: Forces of Nature at Maryland Hall for the Creative Arts
— Briston Maroney at Rams Head On Stage
— Muneer Nasser Band (Annapolis Jazz & Roots Festival) at St. Luke's Episcopal Church, Eastport
7:00 PM
— Radio Hero at Twain's Tavern
— Red Sky Dawn at Twain's Tavern
— Annapolis Symphony Orchestra: Forces of Nature at Maryland Hall for the Creative Arts
— Perkutao (Annapolis Jazz & Roots Festival) at Peerless Rens Club
4:00 PM
— Perkutao (Annapolis Jazz & Roots Festival) at Peerless Rens Club
6:00 PM
— Euge Groove at Rams Head On Stage
— Garden State Radio at Twain's Tavern
— Makaya McCraven at Maryland Hall for the Creative Arts
— American Darling with Gordon Sterling and the People at Rams Head On Stage
— David & Ginger Hildebrand (Annapolis Jazz & Roots Festival) at Unitarian Universalist Church of Annapolis
2:00 PM

Weekly series this weekend

Friday, Saturday — Live Music Weekends at Rams Head Shore House
7:00 PM · Free live music every Friday and Saturday night at the Rams Head Shore House on Kent Island.
Friday — Friday Live Music at Rams Head Roadhouse
8:00 PM · Free live music every Friday night at the original Rams Head Roadhouse.
Saturday — Saturday Live Music at Rams Head Roadhouse
9:00 PM · Free live music every Saturday night at the original Rams Head Roadhouse.