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**: The Ivy League of Comedy - **Date**: Sat Sep 12 2026 at 07:30 pm (-04:00) - **Event URL**: https://allevents.in/pittsfield/the-ivy-league-of-comedy/2300030376362821 - **Venue**: Colonial Theatre - Pittsfield - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9lYTRhM2NhMC1hYzllLTExZjEtYTYwOC0yOTMzOTQ1MGE4M2UtcmltZy13MTAwMC1oMTAwMC1kYzI4MTgxOC1nbWlyLmpwZz92PTE3ODg5OTMzOTY.avif - **Categories**: comedy - **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 - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy8zMDM3N2EzMC1hNjJjLTExZjEtODk5MC01ZDA0ZDIzMWEyZGQtcmltZy13MTA4MC1oMTA4MC1kYzk4Njg1OC1nbWlyLmpwZz92PTE3ODgyODQ0NjA.avif ## Trending Events in Pittsfield - **Event Name**: 46th Annual Wild Wind Folk Art & Craft Festival – Welcoming New Vendors - **Description**: Now Accepting New Vendors! 🎨 Join Northwestern Pennsylvania’s premier celebration of handcrafted art at the 46th Annual Wild Wind Folk Art & Craft Festival! Saturday, September 12 & Sunday, September 13, 2026 at the Warren County Fairgrounds, Pit - **Venue**: Warren County Fair - **Banner**: https://cdn-az.allevents.in/events3/banners/96ba2594488c9cd6927265d93e29db93216499ad07210d10cc12cf5f6e9066ff-rimg-w1200-h884-dcf2f2f2-gmir?v=1781702885 - **Event Name**: Rock the Pantry: A Concert to Benefit Pittsfield Community Food Pantry - **Description**: Join us at the Colonial Theatre for an evening filled with “music for meals!” Tickets are now on sale!! 🎟️ https://www.berkshiretheatregroup.org/event/rock-the-pantry Enjoy a night of Berkshire All-Stars with our host, the Rev Tor Band, and guest musici - **Venue**: Colonial Theatre - **Banner**: https://cdn-az.allevents.in/events5/banners/43bd676b913a276b6da6154906848627374d9b60984215a98afb2dce52e0f1fe-rimg-w1200-h710-dc080818-gmir?v=1788301912 - **Event Name**: Rev Tor's Anniversary Jam - **Venue**: Colonial Theatre - Pittsfield - **Banner**: https://cdn-az.allevents.in/events7/banners/bb7c3050-ac52-11f1-8156-4590bdedae04-rimg-w1200-h675-dc080808-gmir.jpg?v=1788960675 - **Event Name**: Orleans at Colonial Theatre Pittsfield - **Venue**: Colonial Theatre Pittsfield - **Banner**: https://cdn-az.allevents.in/events10/banners/e187a080-a03c-11f1-a9b6-5f3c34d9259b-rimg-w1200-h670-dc080808-gmir.jpg?v=1787631882 - **Event Name**: The Ivy League of Comedy - **Venue**: Colonial Theatre - Pittsfield - **Banner**: https://cdn-az.allevents.in/events1/banners/ea4a3ca0-ac9e-11f1-a608-29339450a83e-rimg-w1000-h1000-dc281818-gmir.jpg?v=1788993396 - **Event Name**: Klezmer by Candlelight - **Description**: featuring Frank London’s Klezmer Brass Allstars with Eleanor Reissa with a special pre-concert presentation of The Essential Klezmer with Seth Rogovoy Experience the magic of Candlelight Concerts at the historic Colonial Theatre, where live music and th - **Venue**: The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - **Banner**: https://cdn-az.allevents.in/events10/banners/3a112dfed5e675eeaedd0471e3d91b1e17e52d497726d41324f1dc5f76236cba-rimg-w1200-h628-dc080808-gmir?v=1788191570 - **Event Name**: Rhythmscape: Hispanic Heritage Month Celebration, A Special Cumbia & Zumba Session - **Description**: “Rhythmscape” on Dunham Mall highlights a different rhythm and instructor from our local community each session, reflecting the many identities that make Pittsfield home. Rhythmscape is free and open to all and encourages everyone to experience the joy o - **Venue**: Dunham Mall, Pittsfield, MA 01201, United States - **Banner**: https://cdn-az.allevents.in/events8/banners/077731fbc3c7af0e07032538b8478557d2a3c5ece1450b084f57c46423ce7c22-rimg-w1072-h685-dc88a808-gmir?v=1788272037 - **Event Name**: The Ultimate Cher Experience - **Description**: Snap out of it and turn back time with The Ultimate Cher Experience—a dazzling, high-energy tribute celebrating the one and only Cher. Featuring Lisa Carter, this spectacular show captures the voice, attitude and larger-than-life glamour that made Cher a - **Venue**: The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - **Banner**: https://cdn-az.allevents.in/events9/banners/911f73388ff549524be5636d5e329602c5ad2cc015ccfe4b0abd56544b7cff01-rimg-w1200-h628-dcc8d8e8-gmir?v=1787443032 - **Event Name**: FULL MOON MAZE MADNESS - **Description**: What is better than a FULL MOON? A FULL MOON CORN MAZE! Join us for a LIGHTS OUT, FULL MOON MAZE This maze is not designed to scare our guests, if you want to be scared visit us during our Haunted Maze! Navigate the maze with the moon light only! W - **Venue**: 384 Webster Mills Road , Pittsfield, NH, United States, New Hampshire 03263 ## 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:** The Ivy League of Comedy (Sat Sep 12 2026 at 07:30 pm at Colonial Theatre - Pittsfield), 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), The Ivy League of Comedy (Sat, 12 Sep at 07:30 pm at Colonial Theatre - Pittsfield). - **Q**: What Comedy events are happening in Pittsfield this weekend September 11–13, 2026? - **A:** The Ivy League of Comedy (Sat Sep 12 2026 at 07:30 pm at Colonial Theatre - Pittsfield), The Ivy League of Comedy (Sat, 12 Sep at 07:30 pm at Colonial Theatre - Pittsfield). - **Q**: What Comedy events are happening in Pittsfield in September 2026? - **A:** The Ivy League of Comedy (Sat Sep 12 2026 at 07:30 pm at Colonial Theatre - Pittsfield), The Ivy League of Comedy (Sat, 12 Sep at 07:30 pm at Colonial Theatre - Pittsfield). - **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 Colonial Theatre - Pittsfield, 30 Union 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 Ticket Network Events, Barrington Stage Company. - **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 Lenox](https://allevents.in/lenox-ma/comedy) - [Comedy events in New Lebanon](https://allevents.in/new-lebanon-ny/comedy) - [Comedy events in West Stockbridge](https://allevents.in/west-stockbridge/comedy) - [Comedy events in Stockbridge](https://allevents.in/stockbridge-ma/comedy)