Holiday events in Annapolis

Check out happening holiday events all around Annapolis, MD

Encore Chorale of Annapolis - 12/7 Winter Concert

 Sat Dec 07 2024 at 07:00 pm Maryland Hall Free

Midnight Madness Downtown Annapolis 2024

 Thu Dec 05 2024 at 04:00 pm Downtown Annapolis

Storytime with the Grinch

 Sat Dec 14 2024 at 10:00 am Annapolis Mall - CPK Court in front of CPK and lululemon Free

Annapolis Holiday Market 2024

 Thu Dec 12 2024 at 04:00 pm Dock Street, Annapolis, MD, United States, Maryland 21401

Naval Academy Band Holiday By the Bay Concert

 Thu Dec 12 2024 at 08:00 pm United States Naval Academy Chapel

Annapolis Italian Christmas Market

 Sun Dec 08 2024 at 10:00 am 620 Ridgely Avenue , Annapolis, MD, United States, Maryland 21401

Annapolis Striders December Group Run & Social

 Sat Dec 07 2024 at 08:00 am 141 West St, Annapolis, MD 21401-2871, United States

AIA Chesapeake Bay's Annual Meeting & Holiday Social

 Wed Dec 11 2024 at 05:30 pm Metropolitan Kitchen & Lounge USD 0 to 29

Breakfast with Santa

 Sat Dec 14 2024 at 09:30 am 177 Jennifer Road, Annapolis, MD, United States, Maryland 21401

East of Maui Santa Paddle

 Sun Dec 15 2024 at 09:30 am Horn Point Street End Park

Holiday Herb Wreath Workshop

 Sun Dec 15 2024 at 12:00 pm 111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401

Charcuterie Board Class

 Sat Dec 14 2024 at 06:00 pm Ceremony Coffee Roasters - Roastery USD 55 to 82

Annual Boxwood Wreath Making

 Sun Dec 08 2024 at 03:00 pm 107 Duke of Gloucester St, Annapolis, MD, United States, Maryland 21401

Holiday Soiree class of 2025

 Thu Dec 05 2024 at 06:00 pm Annapolis High School Free

Holiday Evergreen Centerpiece (Parent and Child Workshop)

 Mon Dec 16 2024 at 04:00 pm 111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401

Annapolis Chocolate Binge Festival

Sun Dec 01 2024 at 11:00 am 53 West St, Annapolis, MD 21401-2420, United States

Small Business Saturday in Annapolis 2024

 Sat Nov 30 2024 at 10:00 am Downtown Annapolis

A SQRRL! Holiday (All Ages Matinee)

 Sat Dec 07 2024 at 12:00 pm Rams Head On Stage

The 4th Annapolis Santa Stroll from Peake Social!

 Sat Dec 07 2024 at 12:30 pm Annapolis USD 0 to 10

Artist Sunday Annapolis 2024

 Sun Dec 01 2024 at 10:00 am Annapolis Arts District

West Annapolis Holiday Market

 Sat Dec 07 2024 at 11:00 am Annapolis St, Annapolis, MD 21402, United States

Thanksgiving Centerpiece Workshop

 Mon Nov 25 2024 at 07:00 pm 111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401

Hanging of the Greens

 Sat Dec 07 2024 at 07:30 am Stan and Joe's Saloon

Home for the Holidays: The Golden Glow of Christmas

 Sun Dec 08 2024 at 02:00 pm DoubleTree by Hilton Hotel Annapolis USD 93 to 109

Annapolis Santa Run

Sun Dec 15 2024 at 03:30 pm Annapolis Md

Step Up To Conflict

 Mon Dec 09 2024 at 09:00 am 2158 Renard Ct USD 214

Artist Sunday Art Market

 Sun Dec 01 2024 at 11:00 am 111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401

SOFO's Photos with Santa!

 Sat Dec 07 2024 at 10:00 am AACoFD Station 8

Die Laughing Presents: Clue Christmas- A Murder Mystery

 Fri Dec 06 2024 at 08:00 pm Rams Head On Stage

Motown & More: A Holiday Celebration (5:30 Show)

Sat Dec 21 2024 at 05:30 pm Rams Head On Stage

2024 FRA 24 Holiday Party

 Sat Dec 07 2024 at 06:30 pm Fleet Reserve Club Of Annapolis

Family Class: Turkish Marbled Ornaments

 Sun Dec 08 2024 at 12:00 pm ArtFarm Annapolis

Traditions of the Season – Family Program

 Sat Dec 07 2024 at 11:00 am 19 Maryland Avenue, Annapolis, MD, United States, Maryland 21401

2024 Holiday Flamingle With Leading Ladies

 Thu Dec 19 2024 at 06:00 pm The Collective USD 40

Holiday Pops at Maryland Hall

 Fri Dec 13 2024 at 07:30 pm Maryland Hall

Maryland Hall WoodTurning Co-Op Fundraiser

 Sat Dec 07 2024 at 05:00 pm Maryland Hall

Building a supportive community

 Sat Dec 14 2024 at 09:00 am The Collective USD 10

West Street Artisan Market

 Thu Dec 12 2024 at 06:00 pm 55 West St, Annapolis, MD 21401-2420, United States

Heroes Holiday Market

 Sun Dec 08 2024 at 08:00 am 1 Riverview Avenue, Annapolis, MD

Spin It Again at the 9th Annual Brigade Holiday Market

 Tue Dec 10 2024 at 10:00 am Dahlgren Hall - United States Naval Academy

West Street Artisan Market

 Thu Dec 19 2024 at 06:00 pm 55 West St, Annapolis, MD 21401-2420, United States

9th Annual Brigade Holiday Market

 Tue Dec 10 2024 at 10:00 am Dahlgren Hall - United States Naval Academy

Naptown Run (Half Marathon/10k/5k)

 Sat Dec 21 2024 at 07:30 am United States Naval Academy Navy Marine Stadium

Rams Head Tavern

Fri Dec 27 2024 at 10:00 pm Rams Head Tavern Annapolis

The 3rd Peake Irish Experience for Annapolis St Patrick's Day on 3/8

 Sat Mar 08 2025 at 12:00 pm Main Street USD 7 to 23

Annapolis Chocolate Binge Festival 2024

 Sun Sep 01 2024 at 11:00 am 53 West St USD 7 to 71

Annual Boxwood Wreath Making

 Sun Dec 08 2024 at 03:00 pm Charles Carroll House USD 50

Annapolis Holiday Market 2024

 Thu Dec 12 2024 at 11:00 am Annapolis City Dock Free

Holidays Countdown with Pander at Stan and Joe's Saloon!

 Sat Dec 21 2024 at 09:30 pm Stan and Joe's Saloon

2024 Lights on the Bay MD with the SPCA of Anne Arundel County

 Sun Nov 24 2024 at 05:00 pm Sandy Point State Park USD 23 to 100

Bus trip to Longwood Gardens Holiday Lights Show

 Sat Dec 14 2024 at 11:00 am 1223 River Bay Road, Annapolis, MD, United States, Maryland 21409

CARAFAP's Annual Christmas Gala

 Sat Dec 07 2024 at 03:00 pm Crowne Plaza 173 Jennifer Road, Annapolis, MD USD 71

2024 Lights on the Bay MD

 Sun Nov 24 2024 at 05:00 pm Sandy Point State Park USD 10 to 100

A SQRRL! Family Holiday Show

 Sat Dec 07 2024 at 12:00 pm

Ballet Theatre of Maryland IN PERSON 2024-2025 Season Subscriptions

 Fri Oct 25 2024 at 07:30 pm Maryland Hall USD 114 to 184

Ballet Theatre of Maryland presents "The Nutcracker"

 Sun Dec 15 2024 at 04:30 pm Maryland Hall USD 10 to 63

Ballet Theatre of Maryland presents "The Nutcracker"

 Sat Dec 14 2024 at 07:00 pm Maryland Hall USD 43 to 63

Ballet Theatre of Maryland presents "The Nutcracker"

 Sat Dec 21 2024 at 07:00 pm Maryland Hall USD 43 to 63

Ballet Theatre of Maryland presents "The Nutcracker"

 Sun Dec 15 2024 at 01:00 pm Maryland Hall USD 10 to 63

Ballet Theatre of Maryland presents "The Nutcracker"

 Sun Dec 22 2024 at 04:30 pm Maryland Hall USD 10 to 63

Ballet Theatre of Maryland presents "The Nutcracker"

 Sun Dec 22 2024 at 01:00 pm Maryland Hall USD 10 to 63

Mini Performance of The Nutcracker by Ballet Theatre of Maryland

 Wed Dec 11 2024 at 09:30 am Maryland Hall USD 12