Witness the crazy comedy shows 2026 in Annapolis at the venues near you to laugh till your belly hurts. You cannot miss the chance to witness the popular names of the comedy scene. There are improv workshops, comedy class and comedy shows in Annapolis too where you can try your hands out.
Lighten yourself and laugh it out at a stand up comedy event happening near you in Annapolis.
## Comedy Events in Annapolis - **Event Name**: Josh Blue at Rams Head On Stage - **Interested Audience**: - Count: 1 - **Date**: Thu Oct 15 2026 at 08:00 pm – Thu Oct 15 2026 at 10:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/josh-blue-at-rams-head-on-stage/2400030134445811 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy9iMzJmMjVlMC05YWFjLTExZjEtOWJjNi04YjRmNTZkYjZjNDMtcmltZy13MTIwMC1oNjc1LWRjMTg0ODg4LWdtaXIuanBnP3Y9MTc4NzAyMDIwOA.avif - **Event Name**: Josh Blue - **Date**: Wed Oct 14 2026 at 07:00 pm – Thu Oct 15 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/annapolis/josh-blue/2300030148123744 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy81YThmNDJlMC1iOTRiLTExZjEtYjdhYy0wOWVlZTI4Nzk5ZmUtcmltZy13MTA4MC1oMTM1MC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3OTAzODY5MDE.avif - **Event Name**: You're a Good Man, Charlie Brown - **Description**: Charlie Brown and the entire Peanuts gang explore life’s great questions as they sing songs and celebrate the joy of friendship.About this EventCharlie Brown and the entire Peanuts gang explore life’s great questions as t - **Date**: Sun Sep 27 2026 (-04:00) - **Event URL**: https://allevents.in/annapolis/youre-a-good-man-charlie-brown/100001994250147876 - **Venue**: Live Arts Maryland Studio - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy8xZWE0YTM5OWM3ZTJjOTEyNWNkMzUzMjZhNzAwNDEwNzQwM2FmMDJiMjk5YzcxOGIwM2JjNDA5YTI1MjlhZDNiLXJpbWctdzM5Ni1oNTEyLWRjZjVkOTQ2LWdtaXIuanBnP3Y9MTc4NDIzODUzNw.avif - **Price**: USD 18 to 61 - **Categories**: fitness, Art, Theatre - **Event Name**: Paul Mecurio at Rams Head On Stage - **Date**: Sat Nov 14 2026 at 08:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/paul-mecurio-at-rams-head-on-stage/2400029730960042 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy80NmJjMGFkMC02NDYxLTExZjEtOWVhYi1iOTM1NDczMDQyYmEtcmltZy13MTIwMC1oNjczLWRjMDQwMzAyLWdtaXIuanBnP3Y9MTc4MTA1MDQzOA.avif - **Categories**: trips-adventures - **Event Name**: Paul Mecurio - **Description**: 📍 Venue: Rams Head On Stage - Annapolis 🏠 Address: 33 West Street, Annapolis, MD 21401 🌆 City: Annapolis 📍 Location: 38.9783, -76.4943✨ Enter a world of endless possibilities at Paul Mecurio, where every moment tells a story! 🏛️ The stun - **Date**: Sun Nov 15 2026 at 08:00 pm – Sun Nov 15 2026 at 10:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/paul-mecurio/3200030447510327 - **Venue**: Rams Head On Stage - Annapolis - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Paul+Mecurio&date=Sun+Nov+15+2026+at+08%3A00+pm&bg=3 - **Categories**: trips-adventures - **Event Name**: Jessica Kirson at Maryland Hall for the Creative Arts - **Date**: Thu Jan 28 2027 at 08:00 pm – Thu Jan 28 2027 at 10:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/jessica-kirson-at-maryland-hall-for-the-creative-arts/2400030610553412 - **Venue**: Maryland Hall for the Creative Arts - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9iZjBmNWI0MC1iNWVjLTExZjEtYTI4Ni0wM2FjYzllYjQwYWItcmltZy13MTA4MC1oMTM1MC1kY2Y4ZTgzOC1nbWlyLmpwZz92PTE3OTAwMTYzOTc.avif - **Categories**: Art - **Event Name**: PlanetTyrus Tour Jan. 24th Annapolis, MD - **Description**: Fox News Channel Contributor, Comedian, Wrestling Superstar, 4X Bestselling Author, Tyrus, takes the stage LIVE and in-person.About this Event🌎ALL NEW SHOW 2027 Tour 🌎 Hot coming off of the heels of his last 4 years of so - **Date**: Sun Jan 24 2027 at 07:30 pm – Sun Jan 24 2027 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/planettyrus-tour-jan-24th-annapolis-md/100001998906825123 - **Venue**: DoubleTree by Hilton Hotel Annapolis - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9hNmNkM2FhOTFhMTRmNDcyNThkNWQyOTE3ODUwMDU1ZTYzOTIzN2JkNWUwMmQyNDdmY2E1Y2IxNDJlNjE3YjA0LXJpbWctdzEyMDAtaDk2MC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3ODc3MTIzMDg.avif - **Price**: USD 28 to 315 - **Categories**: fitness, Entertainment, comedy, Art, Sports, literary-art, performances - **Event Name**: Sisiwitch at 49 West - **Description**: Come hang with us at our Annapolis debut! W/ Betsy Tetenman opening - **Interested Audience**: - Count: 21 - **Date**: Wed Oct 14 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/annapolis/sisiwitch-at-49-west/200030741386620 - **Venue**: 49 West Coffeehouse, Winebar & Gallery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy81ODI4NTNhOWEyNWEwYjRmMDFkMzU3OGFmYjk3MDJkNjRlZGFhMzA3ZDVkOTgwODk5YjdhNWFiMThlNDNmNzhlLXJpbWctdzk0Ny1oMjA0OC1kYzA4MDgwOC1nbWlyP3Y9MTc5MDQzMjc4MA.avif - **Event Name**: Paul Mecurio (18+) - **Description**: 📍 Venue: Rams Head On Stage - Annapolis 🏠 Address: 33 West Street, Annapolis, MD 21401 🌆 City: Annapolis 📍 Location: 38.9783, -76.4943🎉 Prepare to be amazed at Paul Mecurio (18+), the most anticipated gathering of the season! 🌟 Set again - **Date**: Fri Nov 13 2026 – Sat Nov 14 2026 (-05:00) - **Event URL**: https://allevents.in/annapolis/paul-mecurio-18/3200029757224402 - **Venue**: Rams Head On Stage - Annapolis - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Paul+Mecurio+%2818%2B%29&date=Fri+Nov+13+2026&bg=3 - **Categories**: trips-adventures - **Event Name**: Tyrus - Comedian - **Date**: Sun Jan 24 2027 at 07:30 pm – Sun Jan 24 2027 at 09:30 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/tyrus-comedian/2300030631060816 - **Venue**: DoubleTree by Hilton Hotel Annapolis - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy84YTdhYWUwMC1iYTAzLTExZjEtYWZjNS1jOTYxZWJhMGQ5N2ItcmltZy13MTA4MC1oMTA4MC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3OTA0NjU5ODQ.avif - **Categories**: comedy, Entertainment - **Event Name**: Jon Lampley at Rams Head On Stage - **Date**: Sun Dec 13 2026 at 08:00 pm – Sun Dec 13 2026 at 10:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/jon-lampley-at-rams-head-on-stage/2400030610632413 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy82NTYxNGNkMC1iNWYwLTExZjEtYTI4Ni0wM2FjYzllYjQwYWItcmltZy13MTAyNC1oODE5LWRjNzg2ODM4LWdtaXIuanBnP3Y9MTc5MDAxNzk1NA.avif - **Event Name**: Dames at Sea - **Date**: Fri Apr 30 2027 – Sat May 15 2027 (-04:00) - **Event URL**: https://allevents.in/annapolis/dames-at-sea/2300030666088629 - **Venue**: Main Stage At Classic Theatre of Maryland - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy9mNTU1YzM1MC1hOWQ2LTExZjEtYWQ1Ny00MTFlZDI5NmFlMzEtcmltZy13MTIwMC1oNjc1LWRjMDgwODA4LWdtaXIuanBnP3Y9MTc4ODY4NzYyOA.avif - **Event Name**: Capitol Fools at Rams Head On Stage - **Date**: Sun Dec 27 2026 at 08:00 pm – Sun Dec 27 2026 at 10:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/capitol-fools-at-rams-head-on-stage/2400029282447059 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9iN2I0ZWEzMC1iNTg5LTExZjEtYjQyZi0zMzU4OTcxMTIxNzAtcmltZy13MTIwMC1oNTUwLWRjMjgyODY4LWdtaXIuanBnP3Y9MTc4OTk3Mzg1Ng.avif - **Categories**: contests, trips-adventures ## Trending Events in Annapolis - **Event Name**: Annapolis Sailboat Show - October 2026 - **Description**: Save the Date — Annapolis Sailboat Show | October 15-18, 2026 Join Signature Catamarans at the renowned Annapolis Sailboat Show, taking place October 15–18, 2026 along the iconic City Dock in downtown Annapolis — widely recognized as one of the premier s - **Venue**: Annapolis City Dock - **Banner**: https://cdn-az.allevents.in/events7/banners/1a6daa133845d0ec328284b4eec37a5d79cf31579c326b2c12dbbea5ecdefa06-rimg-w1200-h899-dc080808-gmir?v=1787612446 - **Event Name**: Michael Franti Trio - **Venue**: Rams Head On Stage - **Banner**: https://cdn-az.allevents.in/events7/banners/c45a6020-b977-11f1-afc5-c961eba0d97b-rimg-w1080-h1350-dce8e8f8-gmir.jpg?v=1790405947 - **Event Name**: Annapolis Sailboat Show - **Venue**: Annapolis City Dock - **Banner**: https://cdn-az.allevents.in/events6/banners/45895280-b8a8-11f1-b7ac-09eee28799fe-rimg-w1200-h746-dc081828-gmir.jpg?v=1790316836 - **Event Name**: Los Lonely Boys - **Venue**: Rams Head On Stage - **Banner**: https://cdn-az.allevents.in/events7/banners/7538a3e0-8ebf-11f1-88dc-e3856eb2568f-rimg-w1200-h810-dc182828-gmir.jpg?v=1785708873 - **Event Name**: Margo Price at Rams Head On Stage - **Venue**: Rams Head On Stage - **Banner**: https://cdn-az.allevents.in/events5/banners/1cfe9600-b60e-11f1-a286-03acc9eb40ab-rimg-w1200-h600-dce8e8e8-gmir.jpg?v=1790030716 - **Event Name**: Navy Midshipmen vs. Tulsa Golden Hurricane - **Venue**: Navy Marine Corps Memorial Stadium - **Banner**: https://cdn-az.allevents.in/events4/banners/7a364810-b986-11f1-afc5-c961eba0d97b-rimg-w1200-h514-dc080808-gmir.jpg?v=1790412272 - **Event Name**: Tulsa Golden Hurricane at Navy Midshipmen Football at Navy Marine Corps Memorial Stadium - **Venue**: Navy Marine Corps Memorial Stadium - **Banner**: https://cdn-az.allevents.in/events9/banners/8e7190c0-b68c-11f1-9a10-a9bfe57ee70b-rimg-w1200-h514-dc080808-gmir.jpg?v=1790085023 - **Event Name**: MarineMax Kent Island at The Annapolis Boat Show - **Description**: Join us Oct 8–11th at the Annapolis Powerboat Show and step aboard your dream boat with the MarineMax Kent Island team!About this EventCome see the MarineMax Kent Island Team at the Annapolis Powerboat Show, October 8–11t - **Venue**: Annapolis City Dock - **Banner**: https://cdn-az.allevents.in/events10/banners/c9e2d1c685e28f1547c2946a98e4f2e8f25d1c7004ceb4035b473aa6d364c9c0-rimg-w533-h419-dcfdfdfe-gmir.jpg?v=1772249726 - **Event Name**: Tulsa Golden Hurricane at Navy Midshipmen Football Tickets - **Description**: Tulsa Golden Hurricane at Navy Midshipmen - **Venue**: Navy-Marine Corps Memorial Stadium - **Banner**: https://cdn-az.allevents.in/events9/banners/495801d0-8c76-11f1-a33a-f7150662a5aa-rimg-w1200-h514-dc080808-gmir.jpg?v=1785457509 ## Browse Comedy Events by Date - [Comedy Events Today in Annapolis](https://allevents.in/annapolis/comedy--today) - [Comedy Events This Weekend in Annapolis](https://allevents.in/annapolis/comedy--this-weekend) - [Comedy Events in September in Annapolis](https://allevents.in/annapolis/comedy--september) - [Comedy Events in October in Annapolis](https://allevents.in/annapolis/comedy--october) ## FAQs - **Q**: What are the top Comedy events in Annapolis? - **A:** Josh Blue at Rams Head On Stage (Thu Oct 15 2026 at 08:00 pm at Rams Head On Stage), Josh Blue (Wed Oct 14 2026 at 07:00 pm at Rams Head On Stage), You're a Good Man, Charlie Brown (Sun Sep 27 2026 at Live Arts Maryland Studio), Paul Mecurio at Rams Head On Stage (Sat Nov 14 2026 at 08:00 pm at Rams Head On Stage), Paul Mecurio (Sun Nov 15 2026 at 08:00 pm at Rams Head On Stage - Annapolis). - **Q**: What Comedy events are happening in Annapolis today September 27, 2026? - **A:** You're a Good Man, Charlie Brown (Sun Sep 27 2026 at Live Arts Maryland Studio). - **Q**: What Comedy events are happening in Annapolis this weekend September 25–27, 2026? - **A:** You're a Good Man, Charlie Brown (Sun Sep 27 2026 at Live Arts Maryland Studio). - **Q**: What Comedy events are happening in Annapolis in September 2026? - **A:** You're a Good Man, Charlie Brown (Sun Sep 27 2026 at Live Arts Maryland Studio). - **Q**: How can I find Comedy events in Annapolis? - **A:** You can discover upcoming Comedy events in Annapolis on AllEvents.in. Browse by date, venue, or price to find events that match your interests. - **Q**: How do I buy tickets for Comedy events in Annapolis? - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets. - **Q**: What are the popular venues for Comedy events in Annapolis? - **A:** Some popular venues hosting Comedy events in Annapolis include Rams Head On Stage, Live Arts Maryland Studio, Rams Head On Stage - Annapolis. - **Q**: What is the price range for Comedy events in Annapolis? - **A:** Prices for Comedy events in Annapolis range from USD 18 to USD 315. Many events also offer free entry. - **Q**: Who are the top organizers for Comedy events in Annapolis? - **A:** Popular organizers hosting Comedy events in Annapolis include Vivid Events, Ticket Network Events, Compass Rose Theater. - **Q**: Are there any online Comedy events available? - **A:** Yes, many Comedy events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere. - **Q**: How can I get notified about new Comedy events in Annapolis? - **A:** Follow the Comedy category on AllEvents.in to get notified when new Comedy events are listed in Annapolis. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/f3/0e051f4d9a4429ae6be27084e31353/comedy.png ## Comedy events from nearby cities - [Comedy events in Edgewater](https://allevents.in/edgewater-md/comedy) - [Comedy events in Crownsville](https://allevents.in/crownsville/comedy)