Christmas in St. Michaels
Visitors can experience a festive weekend featuring a gingerbread competition and display, a marketplace and sweet shoppe, and a tour of homes. Festivities also include the Talbot Street parade, a lighted boat parade, a Christmas bazaar, and live holiday music. Guests can also welcome Santa and purchase an annual limited-edition collectors ornament.
Dec 10 – Dec 13, 2026 All ages
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Plan Your Visit
Food & Drink
The event lists a sweet shoppe, Saturday breakfast with Santa and holiday meals.
Location
Local Insight & Ratings
Family Friendly
Best For
Families and holiday shoppers
Vibe
Festive and community-minded
Energy Level
Moderate
Photo Friendly
High
Weather Sensitivity
Moderate
Tips & Advice
- Order the 2026 Limited Edition Collectors Ornament now, since it's already on sale and all proceeds go to local nonprofits.
- Plan to spend Saturday in town, when Breakfast with Santa, the bazaar, the Talbot Street Parade and the Lighted Boat Parade all happen.
- Keep in mind that the preview cocktail party, Breakfast with Santa and the Tour of Homes each need their own ticket.
- Stay into Saturday evening to catch the Lighted Boat Parade after a day at the bazaar and the Talbot Street Parade.
- Save Sunday for the holiday music and a last look at the gingerbread display, the marketplace and the Tour of Homes.
Special Events & Promotions
- Gingerbread "House" Preview Cocktail Party on Thursday evening, ticketed separately.
- Breakfast with Santa on Saturday morning, ticketed separately.
- Tour of Homes on Saturday and Sunday, ticketed separately.
- Lighted Boat Parade on Saturday evening.
- 2026 Limited Edition Collectors Ornament on sale now.
Links & Contact
Christmas Events Near Me is an independent guide, not the organizer of this event. For tickets, entries, vendor spots or questions, contact the organizer directly through their contact page.
Frequently Asked Questions
What's on over the weekend?
The Gingerbread Competition and Display and the Marketplace & Sweet Shoppe run Friday through Sunday. Saturday has Breakfast with Santa, the Christ Church Christmas Bazaar, the Talbot Street Parade, holiday meals and the Lighted Boat Parade. The Tour of Homes runs Saturday and Sunday, and Sunday has holiday music.
Where can kids see Santa?
At Breakfast with Santa on Saturday morning. It has its own ticket.
How do I get this year's ornament?
The 2026 Limited Edition Collectors Ornament is on sale now online. All proceeds go to local nonprofit organizations.
Where does the money go?
Christmas in St. Michaels has served the community for 40 years. It funds local nonprofits that improve life in the Bay Hundred area. An all-volunteer board picks grant recipients based on need.
How can I support the event?
You can donate, become a 2026 Patron, or find ways to get involved on the event's Participate page.
Browse Christmas in Annapolis
Always check the official website for the most current information.
We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly. Christmas Events Near Me is an independent guide and isn't affiliated with the events we list.