Annapolis Events January 2027
Concerts, sports, comedy shows, Broadway performances, and live events across Annapolis, MD.
- Updated: November 13, 2026
Explore upcoming events in Annapolis in January 2027, including concerts, sports events, comedy shows, Broadway performances, festivals, and live entertainment across the city and nearby areas. Browse events by date, venue, category, and neighborhood throughout the month.
- 8 Upcoming Events
- 7 Event Categories
Browse Events in January By Category
- All Events 8
- concerts 3
- Live Shows 1
- comedy 4
Popular Events in January
Annapolis Events by Date
Browse events happening each day during January 2027.Annapolis Events Schedule – January 2027
Browse concerts, sports, comedy shows, Broadway performances, festivals, and live events across Annapolis.- Jan 16, 2027, 8:00 PM Sat — COUNTRY / FOLK, Weekend Event, Pay Later Available: Cris Jacobs at Rams Head On Stage • 300 seats,
33 West Street, Annapolis, MD 21401, US. From $100, Avg Ticket Price: ~ $146, 4 tickets remaining! Select Seats - Jan 22, 2027, 8:00 PM Fri — Concert, Pay Later Available: Fallin' Free - Tribute to Tom Petty and The Heartbreakers at Rams Head On Stage • 300 seats, 33 West Street, Annapolis, MD 21401, US. From $226, Avg Ticket Price: ~ $261, 2 tickets remaining! Select Seats
- Jan 23, 2027, 8:00 PM Sat — COMEDY, Weekend Event, Pay Later Available: Jessica Michelle Singleton at Rams Head On Stage • 300 seats, 33 West Street, Annapolis, MD 21401, US. From $157, Avg Ticket Price: ~ $181, 2 tickets remaining! Select Seats
- Jan 24, 2027, 7:30 PM Sun — COMEDY, Best Value, Weekend Event: Tyrus - Comedian at DoubleTree by Hilton Hotel Annapolis, 210 Holiday Court, Annapolis, MD 21401, US. From $57, Avg Ticket Price: ~ $137, Tickets Available: 52. Select Seats
- Jan 26, 2027, 8:00 PM Tue — ALTERNATIVE, High Demand: G. Love & Special Sauce at Rams Head On Stage • 300 seats, 33 West Street, Annapolis, MD 21401, US. From $78, Avg Ticket Price: ~ $121, Tickets Available: 150. Select Seats
- Jan 27, 2027, 8:00 PM Wed — ALTERNATIVE, High Demand, Pay Later Available: G. Love & Special Sauce at Rams Head On Stage • 300 seats, 33 West Street, Annapolis, MD 21401, US. From $956, Avg Ticket Price: ~ $1,103, 4 tickets remaining! Select Seats
- Jan 28, 2027, 8:00 PM Thu — COMEDY, Best Value: Jessica Kirson at Maryland Hall For The Creative Arts, 801 Chase Street, Annapolis, MD 21401, US. From $60, Avg Ticket Price: ~ $94, Tickets Available: 433. Select Seats
- Jan 30, 2027, 7:30 PM Sat — COMEDY, Weekend Event, Pay Later Available: Gary Gulman: 7th Hour at Rams Head On Stage • 300 seats, 33 West Street, Annapolis, MD 21401, US. From $137, Avg Ticket Price: ~ $252, 23 tickets remaining! Select Seats
Explore Annapolis Events by Month
About Events in Annapolis During January 2027
January 2027 features concerts, sports games, comedy shows, Broadway performances, festivals, and live entertainment across Annapolis and nearby MD areas. Major arenas, theaters, clubs, and entertainment venues continue to update their schedules throughout the month.
Browse All Events in January
Frequently Asked Questions
What events are happening in Annapolis during January 2027?
Annapolis hosts concerts, sports games, comedy shows, Broadway performances, festivals, and live entertainment throughout January 2027.
Where can I find Annapolis events by date?
Use the monthly event calendar and date filters to browse concerts, sports events, comedy shows, and live performances happening across Annapolis.
Are concerts happening in Annapolis during January 2027?
Yes. Concert schedules include touring artists, arena shows, local performances, music festivals, and live entertainment events throughout Annapolis and nearby MD areas.
What are the top event venues in Annapolis?
Popular venues include arenas, theaters, comedy clubs, stadiums, music halls, and entertainment venues located across Annapolis and nearby areas.
Do event prices change during January 2027?
Yes. Event prices can change based on demand, seating location, performer popularity, venue size, and event date.
Are there weekend events in Annapolis?
Yes. Weekends are usually the busiest time for concerts, sports games, comedy shows, festivals, and major live entertainment events across Annapolis.