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## Entertainment Events in Pittsfield - **Event Name**: Pittsfield CityJazz Festival: Grace Kelly & Veronica Swift - **Description**: The capstone concert of the 20th annual Pittsfield CityJazz Festival presents two powerhouses: vocalist Veronica Swift and alto saxophonist Grace Kelly. They will perform together and separately, backed by the University of Connecticut Jazz Ensemble, one - **Interested Audience**: - Count: 22 - **Date**: Sat Apr 25 2026 at 07:00 pm – Sat Apr 25 2026 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/pittsfield/pittsfield-cityjazz-festival-grace-kelly-and-veronica-swift/200029893604412 - **Venue**: Barrington Stage Company Boyd-Quinson Mainstage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9iZmUwYzAxZmNlMWE3YTA2Njg3OTA0NzI5NGQ4Nzk5NjliMzU4ZTFiOGQyOTE4NDY1MGQyOGM0OThlYWQ0ZDBhLXJpbWctdzEwODAtaDEwODAtZGNlNmU2ZGEtZ21pcj92PTE3NzU4NjAyMTE.avif - **Categories**: music, entertainment, festivals, concerts, jazz - **Event Name**: Rev Tor's 30th Anniversary Jam - **Description**: General Admission Tickets: $30, increasing to $40 Day of Show A portion of the proceeds will support The Jake Galliher Foundation. Rev Tor returns to The Colonial stage to celebrate 30 years! Since 1996, Rev Tor has been a consistent presence on the Eas - **Interested Audience**: - Count: 14 - **Date**: Fri Sep 25 2026 at 07:30 pm (-04:00) - **Event URL**: https://allevents.in/pittsfield/rev-tors-30th-anniversary-jam/200029926065653 - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9lYmM2MmRkNWQ1YThiMGQzMzc5MDYwNjAwOWQ5ZTAwN2MxMDExMWFmZjBmMWFlMmI2OTIyYzY0YjJiMzVhMWMxLXJpbWctdzEyMDAtaDYyOC1kYzAwMDAwMC1nbWlyP3Y9MTc3NTg4OTI5MQ.avif - **Categories**: entertainment, music, festivals, concerts, performances, nonprofit, live-music, art - **Event Name**: The Lovin' Spoonful in Pittsfield - **Description**: 🎶 Don't Miss this Out! The Lovin' Spoonful is Live at The Colonial Theatre on Saturday, May 9, 2026! 🎶 This is your moment. The Lovin' Spoonful is hitting The Colonial Theatre on Saturday, May 9, 2026 - **Interested Audience**: - Count: 7 - **Date**: Sat May 09 2026 at 07:00 pm – Sat May 09 2026 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/pittsfield/the-lovin-spoonful-in-pittsfield/3300029311297708 - **Venue**: The Colonial Theatre - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9jZWExODBlMC1kMjliLTExZjAtOGU2Yi0zZDc1ODI5Mjc3NGYtcmltZy13MTE0Ny1oNjQ1LWRjMWYxZjFmLWdtaXIud2VicD92PTE3NjUwMjI3MDc.avif - **Categories**: art, theatre, concerts, music, entertainment, live-music - **Event Name**: THS Theatre presents The Character Carnival - **Description**: 🎭✨ Taconic Theatre Presents: The Character Carnival ✨🎭 We’re so excited to bring back one of our favorite events! After such a great turnout last year, the Character Carnival is returning—this time with even more characters, more crafts, and more games f - **Interested Audience**: - Count: 108 - **Date**: Sat Apr 18 2026 at 12:00 pm – Sat Apr 18 2026 at 04:00 pm (-04:00) - **Event URL**: https://allevents.in/pittsfield/ths-theatre-presents-the-character-carnival/200029758534246 - **Venue**: 96 Valentine Rd, Pittsfield, MA 01201-3022, United States, Pittsfield, MA, United States, Massachusetts 01201 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9mZjllZGIxZDg2MTAxYjcwNDRlNzNlYWM4MjhlMWVkOTdhN2VhZDkwYTVlYjUzZmJhNzVlODI1ZTBmMGZmNjU1LXJpbWctdzEyMDAtaDE2MDAtZGMwMWE1ZDAtZ21pcj92PTE3NzU5MzIyNDA.avif - **Categories**: art, theatre, carnivals, kids, nonprofit - **Event Name**: Yacht Lobsters - **Description**: Back by popular demand, Yacht Lobsters returns to bring the smooth-sailing sounds of 1970s–80s soft rock to the stage once again. This New York City–based band captures the golden era of Steely Dan, the Doobie Brothers, Hall & Oates, Toto and more wit - **Interested Audience**: - Count: 37 - **Date**: Sat May 30 2026 at 07:30 pm (-04:00) - **Event URL**: https://allevents.in/pittsfield/yacht-lobsters/200029423455350 - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9lZmZjYjk0N2NjMjBiYmZjNDRjYWM3ODYzN2U1MTY5YTFjZGYzNzgwZjA1YTY5ZWVkNmNkNmZkZGU2MTdiM2I0LXJpbWctdzEyMDAtaDYyOC1kYzhiNjM0ZS1nbWlyP3Y9MTc3NDY5NjUyNw.avif - **Categories**: music, entertainment - **Event Name**: Soft Rock of the ’70s & ’80s at The Colonial Theatre - **Description**: Back by popular demand, Yacht Lobsters returns to bring the smooth-sailing sounds of 1970s–80s soft rock to the stage once again. This New York City–based band captures the golden era of Steely Dan, the Doobie Brothers, Hall & Oates, Toto and more - **Date**: Sat May 30 2026 at 07:30 pm – Sat May 30 2026 at 08:30 pm (-04:00) - **Event URL**: https://allevents.in/pittsfield/soft-rock-of-the-’70s-and-’80s-at-the-colonial-theatre/80008563501051 - **Venue**: The Colonial Theatre: Berkshire Theatre Group - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4yLmFsbGV2ZW50cy5pbi90aHVtYnMvdGh1bWI2OWNkZDFhYTA2MDJmLmpwZw.avif - **Event Name**: 34th. Annual Harry A Bateman Memorial Jimmy Fund Fishing Derby - **Description**: No Fishing License Is Needed!!! 34th .Annual Harry A. Bateman Memorial Jimmy Fund Fishing Derby, which will take place on Saturday, June 6, 2026 at the Frank Controy Pavilion at Onota Lake in Pittsfield, MA. from 6:00 a.m. to 12:00 p.m. No fishing licen - **Interested Audience**: - Count: 121 - **Date**: Sat Jun 06 2026 at 06:00 am – Sat Jun 06 2026 at 12:00 pm (-04:00) - **Event URL**: https://allevents.in/pittsfield/34th-annual-harry-a-bateman-memorial-jimmy-fund-fishing-derby/200029788789726 - **Venue**: Onota Lake Pavilion - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9jNGZkMWRkNjNhYmY2MThmZmQ3ZDFiMTJiYTQxZGU5ZWM4MWMwYTA0YTQwZWI4NTgyZmU0NDE4ZGYzODJhNDk3LXJpbWctdzEyMDAtaDc1OS1kYzMwMmMzMS1nbWlyP3Y9MTc3NTI0NTc1Ng.avif - **Categories**: music, entertainment, nonprofit, dog - **Event Name**: Volunteer Kick-Off Party! - **Description**: Meet organizers and find out about volunteering--all ages! Raffle Prizes Games Food More! - **Interested Audience**: - Count: 37 - **Date**: Thu Apr 23 2026 at 05:00 pm (-04:00) - **Event URL**: https://allevents.in/pittsfield/volunteer-kick-off-party/200029778344930 - **Venue**: Hot Plate Brewing Co. - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9jM2I1NTI4ZjJjMDY2Yzk5MmE3ZjFhNmFkOTY5MDg0MjQyOGY1ODBmZmJlYTUyODMzMDRjNjFkZTJkMjAyNThkLXJpbWctdzY5Ni1oODUxLWRjZmZmZmZmLWdtaXI_dj0xNzc1MjQ1NzQ3.avif - **Categories**: parties, entertainment - **Event Name**: All White Summer Kick off Party - **Description**: $10.00 ticket - **Interested Audience**: - Count: 57 - **Date**: Sat May 23 2026 at 08:00 pm – Sun May 24 2026 at 12:00 am (-04:00) - **Event URL**: https://allevents.in/pittsfield/all-white-summer-kick-off-party/200029873855158 - **Venue**: 101 Restaurant & Bar - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy83YWI3NDE4ZTllNTQ3MzkxNTgzYTMyMTcwMGNiODdhNmYxMzZhYTVjNjA1N2I3ZjhlYjQ3YWU4MGJlYTA5MWY0LXJpbWctdzg5Ni1oMTIwMC1kY2YzZjJlZS1nbWlyP3Y9MTc3NTU3NjQ2OA.avif - **Categories**: parties, entertainment ## Trending Events in Pittsfield - **Event Name**: Pop-Up Park Picnic: Couple Date Night (Self-Guided) - Pittsfield Area! - **Description**: Pop-Up Picnic in the Park Couple Date Night (Self-Guided) Watch sunset with fun digital activities over picnic!About this Eventhttps://youtu.be/3RnPhdEZLIIPOP-UP PICNIC IN THE PARK DATE NIGHT INCLUDES: - **Venue**: Springside Park - Recommended Park Venue or another park choice (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED) - **Banner**: https://cdn-az.allevents.in/events7/banners/aff5b7dd487cfb8cc71afb2459a1076e53dcfd42550805fa1005fca73ab29be9-rimg-w612-h408-dc46491c-gmir.jpg?v=1758104761 - **Event Name**: 44th Annual Suncook Valley Rotary Club's Hot Air Balloon Rally - **Description**: Get ready for a weekend full of family fun, community spirit, and colorful skies at the 44th Annual Suncook Valley Rotary Hot Air Balloon Rally! From tethered balloon rides and live entertainment to food vendors, kids’ activities, Touch-a-Truck, Meet-a-Ma - **Venue**: Drake Field, Barnstead Road, Pittsfield, NH, United States, New Hampshire 03263 - **Banner**: https://cdn-az.allevents.in/events6/banners/d4b11b964f1737c39dcadd08bd80a79822b02b040fd273e2d9c1ad2955f7c85e-rimg-w1200-h675-dceeeeef-gmir?v=1776011594 - **Event Name**: Rhapsody: The Music of Queen - **Description**: Rhapsody: The Music of Queen returns to The Colonial Theatre for a second consecutive year following the success of its 2025 performance, expanding to two nights of electrifying rock anthems, heartfelt ballads and theatrical flair. Led by Broadway’s Mike - **Venue**: The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - **Banner**: https://cdn-az.allevents.in/events7/banners/8a2bbf099b9b4e6fe1357572c44ccb6f9c07c12a8b3dd289bf2703e2f0f59007-rimg-w1200-h628-dc000000-gmir?v=1775519715 - **Event Name**: Pittsfield CityJazz Festival: Grace Kelly & Veronica Swift - **Description**: The capstone concert of the 20th annual Pittsfield CityJazz Festival presents two powerhouses: vocalist Veronica Swift and alto saxophonist Grace Kelly. They will perform together and separately, backed by the University of Connecticut Jazz Ensemble, one - **Venue**: Barrington Stage Company Boyd-Quinson Mainstage - **Banner**: https://cdn-az.allevents.in/events7/banners/bfe0c01fce1a7a066879047294d879969b358e1b8d29184650d28c498ead4d0a-rimg-w1080-h1080-dce6e6da-gmir?v=1775860211 - **Event Name**: Dancing Dream: The Music of ABBA - **Description**: Feel the sparkle, harmony and pure joy of ABBA’s greatest hits brought to life on stage. Back by popular demand after selling out The Colonial, Dancing Dream: The Music of ABBA channels the iconic sound, style and glamour of Sweden’s most legendary pop gr - **Venue**: The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - **Banner**: https://cdn-az.allevents.in/events8/banners/448eea1f7da8939b2a93462adacf70b34887bbdef5d23a02ce59ae2398bf080a-rimg-w1200-h628-dc0f0a07-gmir?v=1775975085 - **Event Name**: 50th Mother's Day 5K to the support Elizabeth Freeman Center - **Description**: 50th Annual Mother’s Day Women’s 5K & Community 1 Mile walk/Run Sponsored by MountainOne Sunday • May 10,2026 * ONLINE REGISTRATION IS OPEN! * REGISTER https://www.zippy-reg.com/online_reg/index.php?e=1999 Race Start Times: 8:00 AM: 1 Mile Communi - **Venue**: Berkshire Community College - **Banner**: https://cdn-az.allevents.in/events6/banners/6fc1bf16bb5863209f07bfaae55c25ff97aec7756db543eec580b6bc3ca3bee1-rimg-w600-h600-dcd3cbe3-gmir?v=1775245809 - **Event Name**: Rev Tor's 30th Anniversary Jam - **Description**: General Admission Tickets: $30, increasing to $40 Day of Show A portion of the proceeds will support The Jake Galliher Foundation. Rev Tor returns to The Colonial stage to celebrate 30 years! Since 1996, Rev Tor has been a consistent presence on the Eas - **Venue**: The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - **Banner**: https://cdn-az.allevents.in/events2/banners/ebc62dd5d5a8b0d33790606009d9e007c10111aff0f1ae2b6922c64b2b35a1c1-rimg-w1200-h628-dc000000-gmir?v=1775889291 - **Event Name**: The Lovin' Spoonful in Pittsfield - **Description**: 🎶 Don't Miss this Out! The Lovin' Spoonful is Live at The Colonial Theatre on Saturday, May 9, 2026! 🎶 This is your moment. The Lovin' Spoonful is hitting The Colonial Theatre on Saturday, May 9, 2026 - **Venue**: The Colonial Theatre - **Banner**: https://cdn-az.allevents.in/events7/banners/cea180e0-d29b-11f0-8e6b-3d758292774f-rimg-w1147-h645-dc1f1f1f-gmir.webp?v=1765022707 - **Event Name**: Orleans in Pittsfield - **Description**: 🎤 Experience Orleans Live at The Colonial Theatre on Friday, September 11, 2026! 🎤 The countdown has begun! Orleans is taking over The Colonial Theatre on Friday, September 11, 2026, and with hits l - **Venue**: The Colonial Theatre - **Banner**: https://cdn-az.allevents.in/events3/banners/7ea1a160-bbb2-11f0-be3c-f5a10d13c0d4-rimg-w1148-h646-dc2c2c2c-gmir.webp?v=1762503575 ## 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 April in Pittsfield](https://allevents.in/pittsfield/entertainment--april) - [Entertainment Events in May in Pittsfield](https://allevents.in/pittsfield/entertainment--may) ## FAQs - **Q**: What are the top Entertainment events in Pittsfield? - **A:** Pittsfield CityJazz Festival: Grace Kelly & Veronica Swift (Sat Apr 25 2026 at 07:00 pm at Barrington Stage Company Boyd-Quinson Mainstage), Rev Tor's 30th Anniversary Jam (Fri Sep 25 2026 at 07:30 pm at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201), The Lovin' Spoonful in Pittsfield (Sat May 09 2026 at 07:00 pm at The Colonial Theatre), THS Theatre presents The Character Carnival (Sat Apr 18 2026 at 12:00 pm at 96 Valentine Rd, Pittsfield, MA 01201-3022, United States, Pittsfield, MA, United States, Massachusetts 01201), Yacht Lobsters (Sat May 30 2026 at 07:30 pm at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201). - **Q**: What Entertainment events are happening in Pittsfield this weekend April 17–19, 2026? - **A:** THS Theatre presents The Character Carnival (Sat Apr 18 2026 at 12:00 pm at 96 Valentine Rd, Pittsfield, MA 01201-3022, United States, Pittsfield, MA, United States, Massachusetts 01201). - **Q**: What Entertainment events are happening in Pittsfield in April 2026? - **A:** Pittsfield CityJazz Festival: Grace Kelly & Veronica Swift (Sat Apr 25 2026 at 07:00 pm at Barrington Stage Company Boyd-Quinson Mainstage), THS Theatre presents The Character Carnival (Sat Apr 18 2026 at 12:00 pm at 96 Valentine Rd, Pittsfield, MA 01201-3022, United States, Pittsfield, MA, United States, Massachusetts 01201), Volunteer Kick-Off Party! (Thu Apr 23 2026 at 05:00 pm at Hot Plate Brewing Co.). - **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 Barrington Stage Company Boyd-Quinson Mainstage, The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201, The Colonial Theatre. - **Q**: What is the price range for Entertainment events in Pittsfield? - **A:** Prices for Entertainment events in Pittsfield range from USD 39 to USD 39. 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 BerkshiresJazz.org, Berkshire Theatre Group, Beat Curator. - **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 Dalton](https://allevents.in/dalton-ma/entertainment) - [Entertainment events in Lenox](https://allevents.in/lenox-ma/entertainment) - [Entertainment events in Lee](https://allevents.in/lee-ma/entertainment) - [Entertainment events in West Stockbridge](https://allevents.in/west-stockbridge/entertainment) - [Entertainment events in Stockbridge](https://allevents.in/stockbridge-ma/entertainment)