Make your life happening by enrolling to entertainment events in [CITY]. Find a partner through a salsa night or take your partner to live in concerts by upcoming bands in your town. Get high while playing Beer Pong in a pub crawl or attending stand-up comedy events in [CITY]. Shake your legs in the happy streets, zumba or dance workshops or go for a film screening in the nearby cafes or theaters.
Explore Entertainment Events in [CITY].
## Trending Events in Pittsfield - **Event Name**: Summit Sounds with Grateful BRO - Thur Aug 20th - **Description**: Grateful BRO is BACK at Bousquet for year two! The Blue Roadhouse Orchestra (BRO) brings Grateful Dead vibes and that classic psychedelic rock, blues, and folky music that we all know and love! Great music, beautiful evening views, perfect late summer w - **Venue**: 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 - **Banner**: https://cdn-az.allevents.in/events1/banners/3b34671518b6680f91c59c24e9d744ebcecfb4a9c445c4b72656b641f9ca774d-rimg-w1200-h675-dcd8d8d8-gmir?v=1786124481 - **Event Name**: Speed Dating Ages 40-55 in Pittsfield, MA at Dottie’s Coffee Lounge - **Description**: Ready to meet local singles face-to-face? Join us for a fun, low-pressure evening of meaningful connections!About this EventDitch the swiping. Come meet real, local singles in person. - **Venue**: Dottie's Coffee Lounge - **Banner**: https://cdn-az.allevents.in/events4/banners/e8817ff0c70634843498f38527c0c9d38fc9f15e8cd2cd7709dc33b3eaa014b0-rimg-w1200-h675-dc1e1e17-gmir.jpg?v=1785327196 - **Event Name**: Paint & Sip– Wooden Serving Tray Workshop - **Description**: Get creative with paint and make your own wooden serving tray while sipping your favorite drink!About this Event🍷🎨 Paint & Sip Night – Wooden Serving Tray Workshop @ Tavern At The A 🎨🍷Looking for a fun and crea - **Venue**: Tavern At The A - **Banner**: https://cdn-az.allevents.in/events1/banners/21726ea49f01b20ab18b188f93877f87758c0f26e3cab615526db42a7267bb04-rimg-w840-h639-dcd8bda5-gmir.jpg?v=1784584153 - **Event Name**: 11th Annual MountainOne Thankful 5K - **Description**: Join us for the 11th Annual Thankful 5K benefiting our local food pantries. The best way to start off your Thanksgiving is to join us for the run/walk at 9am. Our new course and venue is at Berkshire Community College. MountainOne sponsors this event so - **Venue**: Berkshire Community College - **Banner**: https://cdn-az.allevents.in/events10/banners/83727cfcb289bf35b96aefb6986404bc69eb802522055388f77dbbacfe40e8e6-rimg-w750-h500-dc181828-gmir?v=1786387453 - **Event Name**: September 4 First Fridays Artswalk - **Description**: The First Fridays Artswalk in downtown Pittsfield concludes its 5-month season (May through September) on Friday, September 4 from 5 to 8 pm as part of the City of Pittsfield’s First Fridays at Five. Participating venues on Friday, September 4 include Cl - **Venue**: North St, Pittsfield, MA 01201, United States - **Banner**: https://cdn-az.allevents.in/events6/banners/a342fd5678fcce9e0ce1bbc01e2f39bc2849a05724013139ab9ee2d8f60560c0-rimg-w1200-h937-dcf8d898-gmir?v=1786504667 - **Event Name**: International Overdose Awareness Day Memorial and Vigil - **Description**: 💜 4th Annual Overdose Memorial Service & Candlelight Vigil 💜 📅 Sunday, August 31, 2025 📍 The Common, 100 First Street, Pittsfield, MA → Procession to Park Square On International Overdose Awareness Day, our community will gather to remember those we - **Venue**: The Common Park - **Banner**: https://cdn-az.allevents.in/events3/banners/f011943544ac023da102eacbadd4494bf4d850b19fe7478eb526fc94e796fd91-rimg-w851-h315-dcf8f8f8-gmir?v=1786470788 - **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=1786639119 - **Event Name**: Summit Sounds with The Hotshot Hillbillies - **Description**: Come see the "Best Live Band of the Berkshires 2025" at the summit of Bousquet! After an AMAZING showing at last year's Summer Stomp concert, the Hotshot Hillbillies are taking their music to new heights at Summit Sounds. The Hotshot Hillbillies are a - **Venue**: 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 - **Banner**: https://cdn-az.allevents.in/events5/banners/0d5736120df124b054c8417e989a4f8f1b59a92dd4ea2226bbdbca400efa7f81-rimg-w1200-h675-dca8a898-gmir?v=1786242835 - **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=1786124483 ## Browse Entertainment Events by Date - [Entertainment Events Today in Pittsfield](https://allevents.in/pittsfield/entertainment--today) - [Entertainment Events This Weekend in Pittsfield](https://allevents.in/pittsfield/entertainment--this-weekend) - [Entertainment Events in August in Pittsfield](https://allevents.in/pittsfield/entertainment--august) - [Entertainment Events in September in Pittsfield](https://allevents.in/pittsfield/entertainment--september) ## FAQs - **Q**: What are the top Entertainment events in Pittsfield? - **A:** CrimeStery Fest 2026 (Fri, 09 Oct at 04:00 pm at DoubleTree by Hilton Hotel Boston North Shore, Ferncroft Road, Danvers, MA, USA), 3rd Annual Music With A Mission (Sun, 13 Sep at 05:00 pm at Pittsfield Lake Ball Diamond). - **Q**: How can I find Entertainment events in Pittsfield? - **A:** You can discover upcoming Entertainment 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 Entertainment 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 Entertainment events in Pittsfield? - **A:** Some popular venues hosting Entertainment events in Pittsfield include DoubleTree by Hilton Hotel Boston North Shore, Ferncroft Road, Danvers, MA, USA, Pittsfield Lake Ball Diamond. - **Q**: What is the price range for Entertainment events in Pittsfield? - **A:** Prices for Entertainment events in Pittsfield range from USD 23 to USD 90. Many events also offer free entry. - **Q**: Who are the top organizers for Entertainment events in Pittsfield? - **A:** Popular organizers hosting Entertainment events in Pittsfield include CrimeStery-Fest, City of Pittsfield. - **Q**: Are there any online Entertainment events available? - **A:** Yes, many Entertainment 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 Entertainment events in Pittsfield? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Pittsfield. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Entertainment events from nearby cities - [Entertainment events in Pembroke](https://allevents.in/pembroke-nh/entertainment) - [Entertainment events in Belmont](https://allevents.in/belmont-nh/entertainment) - [Entertainment events in Deerfield](https://allevents.in/deerfield-nh/entertainment) - [Entertainment events in Canterbury](https://allevents.in/canterbury-nh/entertainment) - [Entertainment events in Concord](https://allevents.in/concord-nh/entertainment)