Witness the crazy comedy shows 2026 in Pittsfield 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 Pittsfield too where you can try your hands out.
Lighten yourself and laugh it out at a stand up comedy event happening near you in Pittsfield.
## Comedy Events in Pittsfield - **Event Name**: Vanya - **Description**: October 8-24 Mark H. Dold stars in this one-man adaptation of Chekhov’s classic tale of love, art, and attempted murder. Comedic and tragic, our shared humanity is thrust into sharp focus in Vanya. This fresh adaptation explores the kaleidoscope of human - **Interested Audience**: - Count: 1 - **Date**: Fri Oct 09 2026 at 07:30 pm – Fri Oct 09 2026 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/pittsfield/vanya/200030394317201 - **Venue**: 30 Union St, Pittsfield, MA, United States, Massachusetts 01201 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9lOTE1YjY1ZDcwY2U4ZDM3ZWEwY2Q0YjdlNmQyNmUyYWNiMjIzMjQzOWE3YzUwODA2YThjYmRlMzNiNmMxMzRlLXJpbWctdzEwODAtaDE1MDItZGMxODE4MTgtZ21pcj92PTE3ODgzMDE5MTY.avif - **Categories**: art, theatre, comedy, entertainment - **Event Name**: David Sedaris - **Date**: Thu Oct 01 2026 at 07:30 pm – Thu Oct 01 2026 at 09:30 pm (-04:00) - **Event URL**: https://allevents.in/pittsfield/david-sedaris/2300030365113527 - **Venue**: Colonial Theatre - Pittsfield - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy84ODUzZjVjMC1iOGY4LTExZjEtYjdhYy0wOWVlZTI4Nzk5ZmUtcmltZy13MTA4MC1oMTA4MC1kYzk4Njg1OC1nbWlyLmpwZz92PTE3OTAzNTEzMjk.avif - **Event Name**: Yes Darling - **Description**: With Ryan Montbleau and Hayley Jane Yes Darling is a musical comedy about two artists whose greatest performances happen both onstage and behind closed doors. Part concert, part theatrical comedy and part hilariously candid exploration of modern relation - **Date**: Fri Nov 13 2026 at 07:30 pm (-05:00) - **Event URL**: https://allevents.in/pittsfield/yes-darling/200030709268133 - **Venue**: The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9lYzZjZmJmMzQ3MTY2YzNlYzIxYzJiNzBlN2I5OTQxY2ExNThiZWQ0ZDdjOGJhMmZiYmMyOTYwNjhmNGJjNGNlLXJpbWctdzEyMDAtaDYyOC1kY2M4YzhjOC1nbWlyP3Y9MTc4OTYyMjczMQ.avif - **Categories**: comedy, Entertainment, Music, Concerts ## Trending Events in Pittsfield - **Event Name**: Local Love Arts Festival & Berkshires Jazz Summer Showcase - **Description**: The inaugural Local Love Arts Festival will take place on Sunday, September 27, 2026, from 10:00 am to 3:00 pm at The Common in Downtown Pittsfield. Local artists will take center stage — showcasing their work, connecting with new audiences, and reminding - **Venue**: The Common Park - **Banner**: https://cdn-az.allevents.in/events8/banners/421a198fee199e81fb43ae92b14dd5738df110555da19e1433af4511c10a5830-rimg-w1200-h552-dc480828-gmir?v=1789461857 - **Event Name**: Yesterday and Today: The Interactive Beatles Experience - **Description**: Step into the excitement of the British Invasion with Yesterday and Today: The Interactive Beatles Experience, a nostalgic journey through the music that changed everything. Created by brothers Billy, Matthew and Ryan McGuigan, this isn’t a typical tribut - **Venue**: The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - **Banner**: https://cdn-az.allevents.in/events7/banners/b81f953f1cf5e573894c88794193b4218cacc87135fef6519ae0138be0d252de-rimg-w1200-h628-dc782818-gmir?v=1788020406 - **Event Name**: Vanya - **Description**: October 8-24 Mark H. Dold stars in this one-man adaptation of Chekhov’s classic tale of love, art, and attempted murder. Comedic and tragic, our shared humanity is thrust into sharp focus in Vanya. This fresh adaptation explores the kaleidoscope of human - **Venue**: 30 Union St, Pittsfield, MA, United States, Massachusetts 01201 - **Banner**: https://cdn-az.allevents.in/events3/banners/e915b65d70ce8d37ea0cd4b7e6d26e2acb2232439a7c50806a8cbde33b6c134e-rimg-w1080-h1502-dc181818-gmir?v=1788301916 - **Event Name**: Oktoberfest Vinyl & CD Pop-Up Sale - New & Used Records & CDs - **Description**: Hot Plate Brewing is kicking off the Oktoberfest season with a one-day Vinyl & CD Pop-Up Sale on Sunday, October 4th, from noon to 5 PM. Come browse through thousands of new and used vinyl records and compact discs from various Berkshire dealers a - **Venue**: Hot Plate Brewing Co. - **Banner**: https://cdn-az.allevents.in/events8/banners/5b394abb1198e0a11138a1ac63d8bca0ee2b8312f86b49120a7a5cec192a64d0-rimg-w1200-h649-dce87828-gmir?v=1790244724 - **Event Name**: The States in Between Tour - **Description**: Shannon Tehya and Keegan James are continuing their “States in Between” tour with an intimate listening room concert.About this EventShannon Tehya and Keegan James are continuing their “States in Between” tour with an int - **Venue**: WANDER Berkshires - **Banner**: https://cdn-az.allevents.in/events7/banners/e2a2d59f8f995d597df943a04050541281e0e81929c96d9c0e539964c8246922-rimg-w1200-h1500-dcf8d8c8-gmir.jpg?v=1788361229 - **Event Name**: The Boy Band Project - **Description**: Throw it back to the golden age of pop with The Boy Band Project, a high-energy concert that captures the heart of late-’90s and early-2000s boy band mania. Think TRL countdowns, bedroom posters and choreographed moves you memorized after school. With Bro - **Venue**: The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - **Banner**: https://cdn-az.allevents.in/events10/banners/53bd6cc54b329bcfe0b6b07cb0d810a96191ab14ba85cb3e3136ccfcc1ca384c-rimg-w1200-h628-dc081828-gmir?v=1787443030 - **Event Name**: Mamma Mania: The American Tribute to ABBA - **Description**: Calling all dancing queens! Get ready to sing, dance and experience the music of ABBA in all its glittering, irresistible glory when Mamma Mania brings the ultimate ABBA celebration to the stage. From “Dancing Queen,” “Mamma Mia” and “Waterloo” to “Take - **Venue**: The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - **Banner**: https://cdn-az.allevents.in/events1/banners/ff35556a7ace80cae3a62d4596dabf18962c0591d1bb827043b8b97396c9a1eb-rimg-w1200-h628-dc080808-gmir?v=1789622733 - **Event Name**: Pinnacle Homecoming Weekend - **Description**: Come home to Pinnacle. This fall, we’re bringing together old friends, new families, longtime skiers, neighbors, and everyone who has ever made a memory on this hill for a full weekend celebrating the place that has meant so much to our community. Pinn - **Venue**: Pinnacle Ski Club, Inc. - **Banner**: https://cdn-az.allevents.in/events6/banners/a8e0a33a559d961cd1254b83b11de4a1e55d014bdabfe71e7b4f042f7d577e20-rimg-w1054-h1492-dc080808-gmir?v=1788567349 - **Event Name**: Deadgrass - **Venue**: Colonial Theatre - Pittsfield - **Banner**: https://cdn-az.allevents.in/events8/banners/d98d7550-b8f9-11f1-b7ac-09eee28799fe-rimg-w1200-h1200-dc080808-gmir.png?v=1790351866 ## Browse Comedy Events by Date - [Comedy Events Today in Pittsfield](https://allevents.in/pittsfield/comedy--today) - [Comedy Events This Weekend in Pittsfield](https://allevents.in/pittsfield/comedy--this-weekend) - [Comedy Events in September in Pittsfield](https://allevents.in/pittsfield/comedy--september) - [Comedy Events in October in Pittsfield](https://allevents.in/pittsfield/comedy--october) ## FAQs - **Q**: What are the top Comedy events in Pittsfield? - **A:** Vanya (Fri Oct 09 2026 at 07:30 pm at 30 Union St, Pittsfield, MA, United States, Massachusetts 01201), David Sedaris (Thu Oct 01 2026 at 07:30 pm at Colonial Theatre - Pittsfield), Yes Darling (Fri Nov 13 2026 at 07:30 pm at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201). - **Q**: How can I find Comedy events in Pittsfield? - **A:** You can discover upcoming Comedy events in Pittsfield 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 Pittsfield? - **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 Pittsfield? - **A:** Some popular venues hosting Comedy events in Pittsfield include 30 Union St, Pittsfield, MA, United States, Massachusetts 01201, Colonial Theatre - Pittsfield, The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201. - **Q**: Who are the top organizers for Comedy events in Pittsfield? - **A:** Popular organizers hosting Comedy events in Pittsfield include Barrington Stage Company, Ticket Network Events, Berkshire Theatre Group. - **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 Pittsfield? - **A:** Follow the Comedy category on AllEvents.in to get notified when new Comedy events are listed in Pittsfield. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/f3/0e051f4d9a4429ae6be27084e31353/comedy.png ## Comedy events from nearby cities - [Comedy events in Dalton](https://allevents.in/dalton-ma/comedy) - [Comedy events in West Stockbridge](https://allevents.in/west-stockbridge/comedy)