Annapolis Live Shows December 2026

Theatre shows, ballet, opera, magic, and circus performances in Annapolis by date and venue.

  • Updated: November 13, 2026

Live shows in Annapolis during December 2026 include touring stage productions, family shows, circus performances, magic acts, ballet, opera, and large-scale theatrical entertainment. Performances take place at theatres, casinos, resorts, and entertainment venues throughout Annapolis and nearby areas.

  • 38 Upcoming Shows
  • Next Show Starts In:
  • A Christmas Carol
  • Dec 3 · 7:30 PM · Annapolis, MD
  • View Tickets
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Shows in December By Dates

Upcoming Shows in December

Select a tour date to explore venue details and event information on city pages. Prices may vary.
Upcoming Live Shows: 38
  • Dec 03, 2026, 7:30 PM Thu — MUSICAL / PLAY: A Christmas Carol at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $129, Tickets Available: 34. Select Seats
  • Dec 04, 2026, 8:00 PM Fri — MUSICAL / PLAY: A Christmas Carol at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $127, 28 tickets remaining! Select Seats
  • Dec 05, 2026, 2:00 PM Sat — MUSICAL / PLAY, Weekend Event: Irving Berlin's Holiday Inn at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $127, Tickets Available: 37. Select Seats
  • Dec 05, 2026, 8:00 PM Sat — MUSICAL / PLAY, High Demand, Weekend Event: A Christmas Carol at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $232, Tickets Available: 52. Select Seats
  • Dec 06, 2026, 2:00 PM Sun — MUSICAL / PLAY, Weekend Event: Irving Berlin's Holiday Inn at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $125, Tickets Available: 35. Select Seats
  • Dec 06, 2026, 7:30 PM Sun — MUSICAL / PLAY, Weekend Event: Irving Berlin's Holiday Inn at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $130, Tickets Available: 36. Select Seats
  • Dec 09, 2026, 7:30 PM Wed — MUSICAL / PLAY: Irving Berlin's Holiday Inn at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $125, 28 tickets remaining! Select Seats
  • Dec 10, 2026, 7:30 PM Thu — MUSICAL / PLAY: A Christmas Carol at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $128, 26 tickets remaining! Select Seats
  • Dec 11, 2026, 8:00 PM Fri — MUSICAL / PLAY: Irving Berlin's Holiday Inn at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $130, 27 tickets remaining! Select Seats
  • Dec 12, 2026, 1:00 PM Sat — BALLET, Best Value, High Demand, Weekend Event: Ballet Theatre of Maryland: The Nutcracker at Maryland Hall For The Creative Arts, 801 Chase Street, Annapolis, MD 21401, US. From $74, Avg. price ~ $150, Tickets Available: 132. Select Seats
  • Dec 12, 2026, 2:00 PM Sat — MUSICAL / PLAY, High Demand, Weekend Event: A Christmas Carol at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $276, Tickets Available: 35. Select Seats
  • Dec 12, 2026, 7:00 PM Sat — BALLET, Best Value, High Demand, Weekend Event: Ballet Theatre of Maryland: The Nutcracker at Maryland Hall For The Creative Arts, 801 Chase Street, Annapolis, MD 21401, US. From $76, Avg. price ~ $158, Tickets Available: 139. Select Seats
  • Dec 12, 2026, 8:00 PM Sat — MUSICAL / PLAY, Weekend Event: Irving Berlin's Holiday Inn at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $127, Tickets Available: 32. Select Seats
  • Dec 13, 2026, 1:00 PM Sun — BALLET, Best Value, High Demand, Weekend Event: Ballet Theatre of Maryland: The Nutcracker at Maryland Hall For The Creative Arts, 801 Chase Street, Annapolis, MD 21401, US. From $76, Avg. price ~ $146, Tickets Available: 178. Select Seats
  • Dec 13, 2026, 2:00 PM Sun — MUSICAL / PLAY, Weekend Event: Irving Berlin's Holiday Inn at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $127, Tickets Available: 32. Select Seats
  • Dec 13, 2026, 4:30 PM Sun — BALLET, Best Value, High Demand, Weekend Event: Ballet Theatre of Maryland: The Nutcracker at Maryland Hall For The Creative Arts, 801 Chase Street, Annapolis, MD 21401, US. From $75, Avg. price ~ $155, Tickets Available: 112. Select Seats
  • Dec 13, 2026, 7:30 PM Sun — MUSICAL / PLAY, High Demand, Weekend Event: A Christmas Carol at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $248, Tickets Available: 48. Select Seats
  • Dec 16, 2026, 7:30 PM Wed — MUSICAL / PLAY: Irving Berlin's Holiday Inn at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $129, Tickets Available: 37. Select Seats
  • Dec 17, 2026, 7:30 PM Thu — MUSICAL / PLAY: A Christmas Carol at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $131, Tickets Available: 32. Select Seats
  • Dec 18, 2026, 8:00 PM Fri — MUSICAL / PLAY, Pay Later Available: Irving Berlin's Holiday Inn at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $130, Avg. price ~ $151, 2 tickets remaining! Select Seats
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Theaters hosting live shows

Explore theaters and performing arts centers hosting live shows across Annapolis and surrounding areas.

Live Shows FAQ

Quick answers about live stage shows, theatre productions, and entertainment performances happening in Annapolis during December 2026.

What live shows are happening in Annapolis during December 2026?

The schedule may include theatre productions, ballet, opera, circus performances, magic shows, family entertainment, and touring stage productions across Annapolis and nearby areas.

Are live show schedules updated regularly?

Yeah. New performances and additional dates are added often as venues announce updated entertainment schedules throughout December.

What types of venues host live shows in Annapolis?

Live shows are commonly hosted at theatres, casinos, resorts, performing arts centers, and entertainment venues across the city.

Are family-friendly live shows available?

Absolutely. Many venues feature family productions, circus performances, seasonal shows, and all-ages stage entertainment throughout the month.

Do live shows happen every week in December?

Most major venues host performances throughout the week, with weekends typically offering the largest number of live shows and stage productions.

Are touring productions included in the schedule?

Yes. Many national and international touring productions stop in Annapolis during December 2026.