Annapolis Comedy Shows 2026
Stand-up comedy, touring comedians, and live comedy shows in Annapolis and nearby areas.
- Updated: November 13, 2026
Browse comedy shows in Annapolis, MD this year, including stand-up, touring comedians, improv, and club performances. Explore shows by date and venue, with schedules updated regularly as new comedians and events are announced.
- 7 Upcoming Shows
- 1 This Weekend
- Next Show Starts In:
- Paul Mecurio
- Nov 14 · 8:00 PM · Annapolis, MD
- View Tickets
Best Comedy This Week & This Month
Comedy Shows By Dates
Upcoming Comedy Shows
Explore stand-up comedians, comedy tours, and live comedy performances by date and venue in Annapolis.- Nov 14, 2026, 8:00 PM Sat — COMEDY, High Demand, Weekend Event: Paul Mecurio at Rams Head On Stage • 300 seats,
33 West Street, Annapolis, MD 21401, US. From $67, Avg. price ~ $104, Tickets Available: 147. 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. 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. price ~ $135, Tickets Available: 54. 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. price ~ $95, 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. price ~ $252, 23 tickets remaining! Select Seats
- Mar 13, 2027, 6:30 PM Sat — COMEDY, Best Value, Weekend Event: Dave Attell at Rams Head On Stage • 300 seats, 33 West Street, Annapolis, MD 21401, US. From $60, Avg. price ~ $76, Tickets Available: 138. Select Seats
- Mar 13, 2027, 9:30 PM Sat — COMEDY, Best Value, Weekend Event: Dave Attell at Rams Head On Stage • 300 seats, 33 West Street, Annapolis, MD 21401, US. From $60, Avg. price ~ $76, Tickets Available: 174. Select Seats
Comedy Shows by Month
All Comedy Shows in Annapolis
Comedy Clubs & Venues
Comedy Shows FAQ
What comedy shows are happening in Annapolis?
Comedy schedules may include stand-up comedians, touring comedy acts, improv performances, podcast tours, and live comedy specials across Annapolis and nearby areas.
Are comedy schedules updated regularly?
Yeah. New comedy performances and additional tour dates are added often as venues announce updated schedules and special events.
What types of comedy performances are included?
You’ll commonly find stand-up comedy, improv shows, podcast recordings, sketch comedy, and performances by touring comedians.
Where are comedy shows usually performed in Annapolis?
Comedy events are often hosted at comedy clubs, theatres, casinos, bars, resorts, and entertainment venues throughout Annapolis.
Do comedy shows happen during the week?
Absolutely. Many comedy venues host performances throughout the week, while weekends are usually the busiest nights for live comedy.
Do major comedians tour through Annapolis?
Yes. National touring comedians and comedy acts regularly perform in Annapolis throughout the year.