Christmas events in Annapolis

Check out happening christmas events all around Annapolis, MD

Ballet Theatre of Maryland presents "The Nutcracker"

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

An Annapolis Christmas

 Sun, 14 Dec at 07:00 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

A Very Merry Drag Brunch

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

A Fright Before Christmas - Ghost Story Dinner at Middleton Tavern

 Tue, 23 Dec at 06:30 pm Middleton Tavern

Midnight Madness in Downtown Annapolis 2025

 Thu, 18 Dec at 04:00 pm Downtown Annapolis

Jon McLaughlin and Friends: Home For The Holidays

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

Happy Holidays Drag Brunch

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

Women's Christmas Party

 Sat, 20 Dec at 10:00 am Crowne Plaza Annapolis, an IHG Hotel Free

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

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

Paula Poundstone at Rams Head On Stage

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

Holiday Pops at Maryland Hall

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

Military Bowl

 Fri, 26 Dec Navy Marine Corps Memorial Stadium

Jon McLaughlin & Friends: Home For The Holidays with T.3

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

2nd Generation @ Dark Horse!

 Fri, 26 Dec at 08:00 pm 985 Bay Ridge Rd, Annapolis, MD 21403-3934, United States

Family Art Night: Holiday Cards

Fri, 19 Dec at 05:30 pm 111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401

Fireside Revelry: A Colonial Twelfth Night Concert

 Sat, 10 Jan at 06:00 pm 19 Maryland Avenue, Annapolis, MD, United States, Maryland 21401

Living Nativity

Fri, 19 Dec at 06:30 pm 1740 Forest Dr, Annapolis, MD

Annapolis Firefighter’s Santa Run

 Sun, 14 Dec at 05:00 pm 914 Bay Ridge Ave, Annapolis, MD

A SQRRL! Holiday at Rams Head On Stage

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

🎁 11th Hour Holiday Shopping at The Spice & Tea Exchange of Annapolis! 🎁

 Thu, 18 Dec at 04:00 pm The Spice & Tea Exchange of Annapolis

An Annapolis Christmas

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

A Longest Night Service

 Sun, 21 Dec at 05:00 pm Eastport United Methodist Church

Heroes Holiday Market

 Sun, 14 Dec at 08:00 am 1 Riverview Avenue, Annapolis, MD

Candlelight: Christmas Carols on Strings | Annapolis

 Sun, 21 Dec at 04:30 pm Annapolis Waterfront Hotel

Cookies & Cocoa at The Hub at Bread and Butter Kitchen

 Sat, 20 Dec at 03:00 pm 303 Second St suite b USD 23 to 39

Ballet Theatre of Maryland presents "The Nutcracker"

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

Happy Holidays Drag Brunch at Rams Head On Stage

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

Live Arts Maryland Presents Handel's Messiah

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

WTF? & Old Fox Bibliophiles Book Clubs

 Thu, 18 Dec at 07:00 pm 35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401

PARKING: Military Bowl

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

Ave Maria A Christmas Concert

 Sun, 14 Dec at 04:00 pm 1120 Spa Road, Annapolis, MD, United States, Maryland 21403

Christmas Eve at Jack’s Fortune

Wed, 24 Dec at 07:00 pm Jack's Fortune Restaurant

SQRRL! HOLIDAY! Kids Musical Extravaganza! MATINEE SHOW w/ The Christmas Wish Crackler!

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

Holiday Ceramic Lantern Party @ NEO Pizza Annapolis /Maryland Craft Parties

 Tue, 16 Dec at 06:00 pm Neo Pizza Annapolis USD 47

Christmas - closed

 Thu, 25 Dec at 10:00 am 155 Main St, Annapolis, MD 21401

Carbon Leaf at Rams Head On Stage

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

Caroling at Oscar's

 Wed, 24 Dec at 10:00 am Oscar’s Coffee

Ballet Theatre of Maryland: The Nutcracker

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

ANNAPOLIS HOLIDAY MARKET w/ SANTA & The Wish Crackler - St. John's College - Annapolis, Maryland

 Thu, 18 Dec at 04:00 pm St. John's College

Share the Light & Joy of Christmas at St. Luke's: Christmas Day

 Thu, 25 Dec at 10:00 am 1101 Bay Ridge Ave, Annapolis, MD, United States, Maryland 21403

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

Ballet Theatre of Maryland IN PERSON 2025-2026 Season Subscriptions

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

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

Share the Light & Joy of Christmas at St. Luke's: Christmas Eve

Wed, 24 Dec at 05:00 pm 1101 Bay Ridge Ave, Annapolis, MD, United States, Maryland 21403