Annapolis Broadway Shows 2026

Upcoming Broadway shows, musicals, and plays in Annapolis and nearby cities.

  • Updated: November 14, 2026

Browse Broadway shows in Annapolis, MD this year, including touring musicals, plays, and major theater productions. Explore performances by date and venue, with schedules updated regularly as new shows and touring productions are announced.

  • 79 Upcoming Shows
  • 0 Shows This Weekend
  • Next Show Starts In:
  • Irving Berlin's Holiday Inn
  • Nov 27 · 8:00 PM · Annapolis, MD
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Broadway Shows By Month & Dates

Upcoming Broadway Shows

Browse Broadway shows by date and venue across Annapolis and nearby cities, including musicals, plays, and touring productions.
Upcoming Broadway Shows: 79
  • Nov 27, 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 $123, Avg. price ~ $144, 13 tickets remaining! Select Seats
  • Nov 28, 2026, 2:00 PM Sat — MUSICAL / PLAY, Best Value, 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 ~ $132, Tickets Available: 30. Select Seats
  • Nov 28, 2026, 8:00 PM Sat — MUSICAL / PLAY, Best Value, 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: 33. Select Seats
  • Nov 29, 2026, 2:00 PM Sun — MUSICAL / PLAY, Best Value, 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: 33. Select Seats
  • Dec 03, 2026, 7:30 PM Thu — MUSICAL / PLAY, Best Value: A Christmas Carol at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $130, Tickets Available: 40. Select Seats
  • Dec 04, 2026, 8:00 PM Fri — MUSICAL / PLAY, Best Value: 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 05, 2026, 2:00 PM Sat — MUSICAL / PLAY, Best Value, 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, Best Value, 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 ~ $243, Tickets Available: 48. Select Seats
  • Dec 06, 2026, 2:00 PM Sun — MUSICAL / PLAY, Best Value, 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 ~ $120, 29 tickets remaining! Select Seats
  • Dec 06, 2026, 7:30 PM Sun — MUSICAL / PLAY, Best Value, 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, Best Value: 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, Best Value: A Christmas Carol at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $130, Tickets Available: 30. Select Seats
  • Dec 11, 2026, 8:00 PM Fri — MUSICAL / PLAY, Best Value: 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, 2:00 PM Sat — MUSICAL / PLAY, Best Value, 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, 8:00 PM Sat — MUSICAL / PLAY, Best Value, 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, 2:00 PM Sun — MUSICAL / PLAY, Best Value, 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, 7:30 PM Sun — MUSICAL / PLAY, Best Value, 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, Best Value: 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, Best Value: 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
  • Dec 19, 2026, 2:00 PM Sat — MUSICAL / PLAY, Best Value, 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 ~ $263, Tickets Available: 37. Select Seats
  • Dec 19, 2026, 8:00 PM Sat — MUSICAL / PLAY, Best Value, 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: 30. Select Seats
  • Dec 20, 2026, 2:00 PM Sun — MUSICAL / PLAY, Best Value, 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, 27 tickets remaining! Select Seats
  • Dec 20, 2026, 7:30 PM Sun — MUSICAL / PLAY, Best Value, 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 ~ $400, Tickets Available: 59. Select Seats
  • Dec 21, 2026, 7:30 PM Mon — MUSICAL / PLAY, Best Value: A Christmas Carol at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $195, Tickets Available: 42. Select Seats
  • Dec 22, 2026, 7:30 PM Tue — MUSICAL / PLAY, Best Value: 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: 33. Select Seats
  • Dec 23, 2026, 2:00 PM Wed — MUSICAL / PLAY, Best Value: 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 23, 2026, 7:30 PM Wed — MUSICAL / PLAY, Best Value: A Christmas Carol at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $254, Tickets Available: 40. Select Seats
  • Dec 24, 2026, 2:00 PM Thu — MUSICAL / PLAY, Best Value: A Christmas Carol at Main Stage At Classic Theatre of Maryland • 125 seats, 1804 West Street, Annapolis, MD 21401, US. From $92, Avg. price ~ $239, Tickets Available: 50. Select Seats
  • Dec 24, 2026, 6:00 PM Thu — MUSICAL / PLAY, Best Value: 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 ~ $123, Tickets Available: 31. Select Seats
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All Broadway Shows in Annapolis

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All Broadway Shows in Annapolis by Production & Venue

Browse all Broadway shows across Annapolis and nearby cities by production, venue, and performance schedule.
  • From limited engagements to extended runs, this list breaks down what’s playing across Annapolis and surrounding areas. Explore productions, venues, and upcoming performance dates all in one place.
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About Broadway in Annapolis

This page provides a structured overview of Broadway shows, musicals, and plays in Annapolis, MD and nearby cities. Listings are based on publicly available schedules and updated regularly as new performance dates and venues are confirmed.

American Arenas® is a live events platform connecting event schedules, venues, and ticket options through trusted marketplace partners.

Annapolis Broadway Shows FAQ

Quick answers about Broadway shows, musicals, theaters, and touring productions in Annapolis.

What Broadway shows are playing in Annapolis right now?

Annapolis regularly hosts touring musicals, Broadway productions, plays, and live stage performances throughout the year. Current shows and upcoming performances are listed above.

What types of Broadway shows can I find in Annapolis?

You can find touring musicals, classic plays, family productions, comedy performances, and large-scale Broadway-style stage shows across Annapolis theaters.

Are Broadway shows available year-round in Annapolis?

Broadway-style performances take place at theaters, performing arts centers, and major entertainment venues throughout Annapolis and nearby areas.

Where do Broadway shows take place in Annapolis?

Broadway-style performances take place at theaters, performing arts centers, and major entertainment venues throughout Annapolis and nearby areas.

What Broadway shows are happening this weekend in Annapolis?

Annapolis usually has live theater performances and touring productions playing on weekends, especially during busy touring seasons and holiday periods.

How often is the Broadway schedule updated?

Broadway listings are updated regularly as new touring productions, performance dates, and theater schedules are announced.