Christmas events in Annapolis

Check out happening christmas events all around Annapolis, MD

Pure Prairie League in Annapolis

 Fri, 05 Dec at 08:00 pm Rams Head On Stage

Annapolis Chocolate Binge Festival

Sun, 07 Dec at 11:00 am 53 West St, Annapolis, MD 21401-2420, United States

Nutcracker Tea 2025

Sun, 07 Dec at 10:00 am DoubleTree by Hilton Hotel Annapolis

Peter White, Mindi Abair, Vincent Ingala in Annapolis

 Thu, 04 Dec at 06:30 pm Rams Head On Stage

Peter White, Mindi Abair, Vincent Ingala in Annapolis

 Thu, 04 Dec at 06:30 pm Rams Head On Stage

Peter White, Mindi Abair, Vincent Ingala in Annapolis

 Thu, 04 Dec at 09:30 pm Rams Head On Stage

Peter White, Mindi Abair, Vincent Ingala in Annapolis

 Thu, 04 Dec at 09:30 pm Rams Head On Stage

Atlanta Rhythm Section in Annapolis

 Sat, 06 Dec at 08:00 pm Rams Head On Stage

Holiday Pops at Maryland Hall

 Fri, 19 Dec at 07:30 pm Maryland Hall for the Creative Arts

The Brit Pack at Rams Head On Stage

 Sat, 22 Nov at 08:00 pm Rams Head On Stage

Chris Isaak in Annapolis

 Sun, 07 Dec at 08:00 pm Maryland Hall

Jon McLaughlin & Friends: Home For The Holidays

 Sun, 21 Dec at 07:30 pm Rams Head On Stage

An Annapolis Christmas

 Sun, 14 Dec at 07:00 pm Rams Head On Stage

Laura Tsaggaris (Matinee)

Sat, 06 Dec at 01:00 pm Rams Head On Stage

Atlanta Rhythm Section at Rams Head On Stage

 Sat, 06 Dec at 08:00 pm Rams Head On Stage

Eastport Yacht Club Lights Parade

 Sat, 13 Dec at 06:00 pm Historic Downtown Annapolis

Colin Hay in Annapolis

 Tue, 11 Nov at 08:00 pm St. John's College - Francis Scott Key Auditorium

Masquerade…The Phantom of the Opera!

 Sat, 22 Nov at 06:00 pm Annapolis Lodge #622, 2 Pythian Drive, Edgewater, MD 21401 USD 0 to 157

Grand Illumination Tree Lighting - Downtown Annapolis 2025

Sun, 30 Nov at 03:00 pm Market Space, Annapolis, MD 21401, United States

Natalie Merchant at Maryland Hall for the Creative Arts

 Sun, 23 Nov Maryland Hall for the Creative Arts

Annapolis Italian Christmas Market 2025

 Sun, 07 Dec at 10:00 am 620 Ridgely Avenue , Annapolis, MD, United States, Maryland 21401

Ballet Theatre of Maryland: The Nutcracker

 Fri, 12 Dec at 07:00 pm Maryland Hall For The Creative Arts

Ballet Theatre of Maryland presents "The Nutcracker"

 Sat, 20 Dec at 07:00 pm Maryland Hall USD 47 to 72

PARKING: Military Bowl

 Fri, 26 Dec at 07:00 pm Navy Marine Corps Memorial Stadium Parking Lots

Rams Head Presents Chris Isaak - Annapolis, MD

 Sun, 07 Dec at 08:00 pm Maryland Hall

Peter Mayer: A Stars and Promises Christmas 2025

Thu, 11 Dec at 08:00 pm Rams Head On Stage

Paula Poundstone at Rams Head On Stage

 Fri, 19 Dec at 06:30 pm Rams Head On Stage

Pure Prairie League

 Thu, 04 Dec at 07:00 pm Rams Head On Stage

Military Bowl

 Fri, 26 Dec Navy Marine Corps Memorial Stadium

A Peter White Christmas at Rams Head On Stage

 Thu, 04 Dec at 06:30 pm Rams Head On Stage

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

 Sat, 13 Dec at 07:00 pm Maryland Hall for the Creative Arts

Mindi Abair & Vincent Ingala

 Wed, 03 Dec at 07:00 pm Rams Head On Stage

Eric Scott's Annual Holiday Celebration with very Special Guest Tony Denikos

 Mon, 15 Dec at 07:30 pm 49 West Coffeehouse, Winebar & Gallery

Midnight Madness in Downtown Annapolis 2025

 Thu, 04 Dec at 04:00 pm Downtown Annapolis

An Annapolis Christmas

 Tue, 16 Dec at 07:00 pm Rams Head On Stage

A Peter White Christmas With Mindi Abair & Vincent Ingala

 Wed, 03 Dec at 07:00 pm Rams Head On Stage

A Very Merry Drag Brunch

Sun, 21 Dec at 12:30 pm Rams Head On Stage

A Peter White Christmas w/ Mindi Abair & Vincent Ingala (6:30 PM)

Thu, 04 Dec at 06:30 pm Rams Head On Stage

Pure Prairie League at Rams Head On Stage

 Fri, 05 Dec at 08:00 pm Rams Head On Stage

Paula Poundstone

 Thu, 18 Dec at 07:00 pm Rams Head On Stage

Happy Holidays Drag Brunch

 Sat, 20 Dec at 07:00 pm Rams Head On Stage

A SQRRL! Holiday (Matinee)

Sat, 20 Dec at 12:00 pm Rams Head On Stage

Evergreen Wreath Workshop

 Tue, 02 Dec at 07:00 pm 1223 River Bay Road, Annapolis, MD, United States, Maryland 21409

The Empty Pockets at Rams Head On Stage

 Wed, 03 Dec at 08:00 pm Rams Head On Stage

Jon McLaughlin and Friends: Home For The Holidays

 Sat, 20 Dec at 07:00 pm Rams Head On Stage

Son Little w/ Candi Jenkins

 Tue, 02 Dec at 08:00 pm Rams Head On Stage

Ballet Theatre of Maryland presents "The Nutcracker"

 Sun, 14 Dec at 01:00 pm Maryland Hall USD 17 to 72

Tab Benoit at Rams Head On Stage

 Sun, 07 Dec Rams Head On Stage

Chris Isaak at Maryland Hall for the Creative Arts

 Sun, 07 Dec at 08:00 pm Maryland Hall for the Creative Arts

Carbon Leaf

 Fri, 12 Dec at 07:00 pm Rams Head On Stage

Spin It Again at NABSD 10th Annual Brigade Holiday Market

 Tue, 09 Dec at 10:00 am Dahlgren Hall - United States Naval Academy

Carbon Leaf at Rams Head On Stage

 Fri, 12 Dec at 08:30 pm Rams Head On Stage

Parking Military Bowl

 Sat, 27 Dec at 04:00 pm Navy-Marine Corps Memorial Stadium

Stephen Kellogg at Rams Head On Stage

 Mon, 29 Dec Rams Head On Stage

Military Bowl

 Sat, 27 Dec at 04:00 pm Navy-Marine Corps Memorial Stadium

An Annapolis Christmas at Rams Head On Stage

 Mon, 15 Dec Rams Head On Stage

Live Arts Maryland Presents Handel's Messiah

 Sat, 20 Sep at 07:30 pm St. Anne's Parish USD 39

Ballet Theatre of Maryland IN PERSON 2025-2026 Season Subscriptions

 Fri, 17 Oct at 07:30 pm Maryland Hall USD 120 to 192

Peter White Christmas

 Thu, 04 Dec Rams Head On Stage

2025 Lights on the Bay MD with the SPCA of Anne Arundel County

 Sun, 23 Nov at 05:00 pm Sandy Point State Park USD 23 to 100

Stephen Kellogg

 Tue, 30 Dec at 01:00 am Rams Head On Stage - Annapolis

Mini Performance of The Nutcracker by Ballet Theatre of Maryland

 Wed, 10 Dec at 09:30 am Maryland Hall USD 12