Live Shows in Annapolis 2026
Live stage shows, magic, ballet, opera, and family entertainment in Annapolis and nearby cities.
- Updated: November 13, 2026
Browse live shows in Annapolis, MD this year, including stage productions, musicals, plays, circuses, magic shows, ballet, opera, and family performances. Explore shows by date and venue, with schedules updated regularly as new events are announced.
- 98 Upcoming Shows
- 0 Live Shows This Weekend
- Next Show Starts In:
- Candlelight: Tribute to Coldplay & Imagine Dragons
- Nov 21 · 6:45 PM · Annapolis, MD
- View Tickets
Best Shows This Week & This Month
Featured theater shows, ballet, opera, circus, musicals, plays, and family shows across Annapolis and surrounding areas.
Annapolis Shows By Month & Dates
Upcoming Live Shows
Explore live stage performances, venues, and upcoming show dates in Annapolis.Upcoming Live Shows: 98
- Nov 21, 2026, 6:45 PM Sat — Concert, Weekend Event: Candlelight: Tribute to Coldplay & Imagine Dragons at Maryland Hall For The Creative Arts,
801 Chase Street, Annapolis, MD 21401, US. From $87, Avg. price ~ $109, Tickets Available: 50. Select Seats - Nov 27, 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 ~ $128, 24 tickets remaining! Select Seats
- Nov 28, 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 ~ $132, Tickets Available: 30. Select Seats
- Nov 28, 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: 33. Select Seats
- Nov 29, 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: 33. Select Seats
- 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 ~ $256, Tickets Available: 42. Select Seats
- Dec 06, 2026, 2:00 PM Sun — MUSICAL / PLAY, Weekend Event, 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 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: 37. 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 ~ $127, Tickets Available: 33. 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 ~ $154, Tickets Available: 117. 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 ~ $173, Tickets Available: 115. 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 ~ $125, Tickets Available: 30. 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 ~ $148, Tickets Available: 167. 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 ~ $128, Tickets Available: 35. Select Seats
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Annapolis Shows By Month
Monthly pages help you find upcoming live shows by season, weekend, and date.
All Shows in Annapolis
Browse live stage productions, theatre performances, and entertainment shows happening across Annapolis and nearby cities.
Irving Berlin's Holiday Inn
1804 West Street, Annapolis, MD 21401
Upcoming Shows 168
Nov 27, 2026 8:00 PM
A Christmas Carol
1804 West Street, Annapolis, MD 21401
Upcoming Shows 1826
Dec 03, 2026 7:30 PM
The Nutcracker
801 Chase Street, Annapolis, MD 21401
Upcoming Shows 2169
Dec 12, 2026 1:00 PM
She Stoops To Conquer
1804 West Street, Annapolis, MD 21401
Upcoming Shows 15
Mar 04, 2027 7:30 PM
Dames At Sea
1804 West Street, Annapolis, MD 21401
Upcoming Shows 24
Apr 29, 2027 7:30 PM
The Secret Garden
1804 West Street, Annapolis, MD 21401
Upcoming Shows 108
Jul 08, 2027 7:30 PM
Live Entertainment Venues
Explore theatres, performing arts centers, and venues hosting live shows in Annapolis and nearby cities.
Annapolis City Dock
Annapolis, MD
Live Entertainment Venue
Upcoming Shows 3
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Cabaret Room at Classic Theatre of Maryland
Annapolis, MD
Theatre
Upcoming Shows 4
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Main Stage At Classic Theatre of Maryland
Annapolis, MD
Theatre
Upcoming Shows 79
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Maryland Hall For The Creative Arts
Annapolis, MD
Live Entertainment Venue
Upcoming Shows 10
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Rams Head On Stage
Annapolis, MD
Live Entertainment Venue
Upcoming Shows 2
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Safe Harbor Narrows Point
Grasonville, MD
Live Entertainment Venue
Upcoming Shows 3
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Live Shows FAQ
Quick answers about live stage shows, theatre productions, and entertainment performances in Annapolis.
What types of live shows are happening in Annapolis?
Live shows may include theatre productions, musicals, ballet performances, opera, magic shows, family entertainment, and touring stage productions.
Are live show schedules updated regularly?
Yeah. Performance dates and venue schedules are updated often as new productions and touring events are announced.
Do live shows happen on weekdays?
Absolutely. Many venues host performances throughout the week, while weekends are usually the busiest show dates.
Where are live shows usually performed in Annapolis?
Live shows are commonly hosted at theatres, performing arts centers, auditoriums, and entertainment venues across Annapolis and nearby cities.
Are family-friendly live shows available?
Some productions are designed for all ages, including family theatre, magic performances, and seasonal stage shows.
Do touring productions visit Annapolis?
Yes. Many national and regional touring productions stop in Annapolis throughout the year.
Browse Events by Category
Find concerts, sports, theatre, comedy, and more in Annapolis and nearby areas
live shows
98 Upcoming Events