Annapolis Christmas Events

Annapolis Chocolate Binge Festival

53 West St, Annapolis, MD 21401-2420, United States 6 Dec 2026

Annapolis Holiday Market

Annapolis Mall 4 Dec 2026

Carbon Leaf at Rams Head On Stage

Rams Head On Stage 11 Dec 2026

Steven Page Formerly of Barenaked Ladies

Rams Head On Stage 21 Dec 2026

Mindi Abair - I Can't Wait For Christmas at Rams Head On Stage

Rams Head On Stage 6 Dec 2026

Christmas Traditions by Candlelight Tour

186 Prince George St, Annapolis, MD 21401-1724, United States 27 Nov 2026

Atlanta Rhythm Section at Rams Head On Stage

Rams Head On Stage 21 Jan 2027

Ballet Theatre of Maryland - The Nutcracker at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 12 Dec 2026

Motown & More: A Holiday Celebration (5:00 pm)

Rams Head On Stage 5 Dec 2026

Holiday Magic in Bloom

The Atreeum at Soaring Timbers 5 Nov 2026