Annapolis Christmas Markets & Fairs Events

Christmas Markets & Fairs Happening Next in Annapolis, MD

Annapolis Holiday Market 2025

 St. John's College 13 Dec 2025
HOLIDAY

Midnight Madness West Street Artisan Holiday Market

 60 West St, Annapolis, MD 21401-2434, United States 11 Dec 2025
HOLIDAY

A Colonial Yuletide

 186 Prince George St, Annapolis, MD 21401-1724, United States 6 Dec 2025
HOLIDAY

Annapolis Italian Christmas Market 2025

 620 Ridgely Avenue , Annapolis, MD, United States, Maryland 21401 7 Dec 2025
CHRISTMAS

Midnight Madness in Downtown Annapolis 2025

 Downtown Annapolis 4 Dec 2025
HOLIDAY

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

 St. John's College 13 Dec 2025
HOLIDAY

The Gather & Give Holiday Market: A Hallmark-Inspired Holiday Fundraiser for Life of Joy Foundation

 201A Ridgely Ave , Annapolis, MD, United States, Maryland 21401 13 Dec 2025
HOLIDAY

10th Annual Brigade Holiday Market

 Dahlgren Hall - United States Naval Academy 9 Dec 2025
HOLIDAY

Spin It Again at NABSD 10th Annual Brigade Holiday Market

 Dahlgren Hall - United States Naval Academy 9 Dec 2025
CHRISTMAS-MARKETS-AND-FAIRS

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

 St. John's College 18 Dec 2025
HOLIDAY