Events in Berkshire County, MA

● Listings verifiedFriday, September 18 · every listing checked against its source by our Berkshire County editors

24This week
60Next 30 days
5Free this week
34Venues tracked

This weekend in Berkshire County

The ones worth planning around. All 14 weekend events →

Nature Play Days

Sat, Sep 19 · 10am · Pleasant Valley Wildlife Sanctuary, Lenox

Free events in Berkshire County

5 of this week's 24 events cost nothing. See all 5 free events →

  • Sat 9am

    2026 Summer Farmer's Market

    Main Street , 55 Main St, North Adams · verified Sep 13
    Free

    Browse and buy local produce, baked goods, sweet treats, and handmade items each Saturday, rain or shine.

    Event website ↗
  • Sat 10am

    Buskers

    Great Barrington Farmers' Market, 18 Church St, Great Barrington · verified Sep 11
    Free

    Buskers bring live performances to the Great Barrington Farmers Market. Performers appear at the market as part of a continuing series, and the organizers share who is scheduled to perform.

    Event website ↗
  • Sun 10am

    Fall Fest 2026

    Sweetwood , 1611 Cold Spring Rd, Williamstown
    Free

    Admission is free. Browse vendor booths, enjoy music, grab something to eat, and let kids have fun in the kid zone. Shuttle parking is available at Mt. Greylock High School.

    Event website ↗
  • Mon 12:30pm

    Monday Mahjong Group

    Berkshire Athenaeum, 1 Wendell Ave, Pittsfield · verified Sep 13
    Free

    An all ages Mahjong group offers a welcoming, social game session in the Berkshire Athenaeum's auditorium. All experience levels are welcome, from complete beginners to seasoned players. Supplies are provided, and tutors are available to offer guidance and instruction. Participants may bring their own Mahjong card or use one provided by the library.

    Event website ↗

Live music in Berkshire County

4 shows this weeksee the full live-music calendar →

  • Sat 10am

    Grand Opening & Musical Brunch

    Sanctum Café, 148 North St, Pittsfield · verified Sep 11
    See details

    Sanctum Café marks its grand opening with a Musical Brunch that pairs live music with a relaxed brunch experience. The café highlights sweet and savory crêpes, bagels and bagel sandwiches, yogurt, cereal, smoothies, and other breakfast and lunch options. The celebration introduces a gathering place where food, conversation, music, art, and community meet under one roof. As part of a larger vision within the historic Shipton Building, the café supports Sanctum Gallery and an upstairs classroom that host exhibitions, films, sound baths, yoga, meditation, and a growing community book circle in collaboration with local artists and facilitators, with many programs offered on a donation basis. Evenings later in the week extend the café experience with an espresso bar and pastries often paired with gallery happenings. The building’s exterior features Sisterhood, a mural by Silvia López Chavez that echoes the spirit of connection at the heart of this project. At its core is a simple invitation to nourish one another... a crêpe, a bagel, a pastry, or a cup of coffee can help sustain a place where artists and musicians share their gifts and neighbors find space to connect.

    Event website ↗
  • Sat 10am

    Buskers

    Great Barrington Farmers' Market, 18 Church St, Great Barrington · verified Sep 11
    Free

    Buskers bring live performances to the Great Barrington Farmers Market. Performers appear at the market as part of a continuing series, and the organizers share who is scheduled to perform.

    Event website ↗
  • Sat 3pm

    A Place for Us: The Music of Stephen Sondheim

    Berkshire Athenaeum, 1 Wendell Ave, Pittsfield · verified Sep 13
    See details

    Explore the music of Stephen Sondheim in a concert featuring singer and pianist Jay Daniels. He presents personal interpretations of selections from Gypsy, A Little Night Music, and other Sondheim works. The program also includes a sing-along segment with favorites from West Side Story, encouraging audience participation.

    Event website ↗
  • Sat 7pm

    Rock the Pantry

    Colonial Theatre, 109 South St, Pittsfield · verified Sep 13
    See details

    Colonial Theatre sets the stage for a benefit concert featuring Berkshire all-stars, hosted by the Rev Tor Band with guest musicians Jeff Stevens, Gina Coleman, Wanda Houston, Benny Kohn, and Billy Keane. All proceeds benefit Pittsfield Community Food Pantry, Berkshire County's largest food pantry. The event recognizes the time and talent of the participating artists and the support of its sponsors. Tickets are on sale.

    Event website ↗

All upcoming events, day by day

Every event we track in Berkshire County this week, in order. After one kind of thing? Live music and family events have their own calendars.

Friday, September 18 2 events
  • 4:30pm

    Wine & Warblers

    Pleasant Valley Wildlife Sanctuary, 472 W Mountain Rd, Lenox · verified Sep 11
    See details

    Celebrate migratory birds with Mass Audubon and Dare Bottleshop while taking in the colors of fall at Pleasant Valley. Begin with a tasting of wines from the Southern Hemisphere, reflecting the regions where many birds spend the winter, then savor a full pour while learning about the remarkable journeys of warblers and other migrants headed to Central and South America. Afterward, choose a short walk through the sanctuary to look and listen for warblers, sparrows, hawks, and resident species that remain through winter, or relax with easy, stationary birding from the historic barn’s back deck. Admission includes tasting samples, one glass of wine or a nonalcoholic beverage, and light bites.

    Event website ↗
  • 6pm

    Common Craft Night

    Common Folk, 165 E Main St, North Adams · verified Sep 11
    See details

    Enjoy a relaxed, come-as-you-are meetup where local and visiting makers settle in to work on personal crafts and creative projects alongside like-minded people. Bring a portable activity to focus on, whether that is knitting, crochet, embroidery, painting, drawing, writing, hand spinning, chain maille, coloring, diamond painting, or even building with Legos. The vibe is welcoming and a little playful, and the space is LGBTQ+ friendly. There is no need to register, and membership with Common Folk is not required.

    Event website ↗
Saturday, September 19 11 events
  • 7am

    2nd Annual Hoosic River Run

    B11.2 Swing Space, 1040 Mass Moca Way, North Adams · verified Sep 11
    See details

    The Hoosic River Run returns for its second year with options for a half marathon, 5K, and 1-mile walk, now featuring a newly added half marathon that is the first of its kind to wind through North Adams. Courses highlight mountain vistas, quiet stretches along the Hoosic River, a pass by art at MASS MoCA, and a scenic route through downtown. Registration uses tiered pricing: the half marathon is $80, $90, or $100 depending on the window, the 5K is $35, $40, or $45, and the untimed 1-mile walk is $20. A $10 student discount is available at checkout for the 5K and half marathon for ages 13–22. Children 12 and under participate free in all distances. The half marathon and 5K start first, with the 1-mile walk to follow. A post-race celebration features music, refreshments, and age-division awards. Early bib pickup is offered at Building 1 at MASS MoCA, and race day registration and bib pickup take place at the start line. Participant shirts are available in adult sizes XS through XXL and are guaranteed for those who meet the listed shirt deadline, with a limited number of extras on race day. All 5K and half marathon finishers receive a commemorative medal. First place age-division awards are presented for the 5K and half marathon in groups that include 12 and under, 19 and under, and decade brackets from 20–29 through 70-plus. Eligibility for age-division awards is subject to course cutoffs for the 5K and half marathon. Since 2010, the Hoosic River Revival has worked with engineers and urban planners to evaluate the decades-old flood control system and explore modernization strategies that preserve protection while enhancing river health and expanding public amenities such as river walks and access points.

    Event website ↗
  • 9am

    2026 Summer Farmer's Market

    Main Street , 55 Main St, North Adams · verified Sep 13
    Free

    Browse and buy local produce, baked goods, sweet treats, and handmade items each Saturday, rain or shine.

    Event website ↗
  • 9am

    Makers on Main

    Main Street , 55 Main St, North Adams · verified Sep 11
    See details

    Makers on Main brings creativity out from behind studio doors and into a welcoming marketplace where the public can meet the people behind the work. Serving as an incubator for the creative community, it offers a professional setting for new and established creators to try fresh ideas, grow passion projects, and build a presence in the local economy. Prospective vendors can find details on how to participate.

    Event website ↗
  • 10am

    Nature Play Days

    Pleasant Valley Wildlife Sanctuary, 472 W Mountain Rd, Lenox
    See details

    Young explorers can climb, imagine, and build fine and gross motor skills in the outdoor Nature Play Area at Pleasant Valley. Families can enjoy open-ended play in nature, connect with other local families, wander the trails to Pike’s Pond, and try observation games such as nature bingo and scavenger hunts. Bringing a snack or picnic makes it easy to spend more time together while getting to know the sanctuary and available camps. Admission is free for Mass Audubon members and for Lenox residents, and otherwise included with regular sanctuary admission.

    Event website ↗
  • 10am

    Grand Opening & Musical Brunch

    Sanctum Café, 148 North St, Pittsfield · verified Sep 11
    See details

    Sanctum Café marks its grand opening with a Musical Brunch that pairs live music with a relaxed brunch experience. The café highlights sweet and savory crêpes, bagels and bagel sandwiches, yogurt, cereal, smoothies, and other breakfast and lunch options. The celebration introduces a gathering place where food, conversation, music, art, and community meet under one roof. As part of a larger vision within the historic Shipton Building, the café supports Sanctum Gallery and an upstairs classroom that host exhibitions, films, sound baths, yoga, meditation, and a growing community book circle in collaboration with local artists and facilitators, with many programs offered on a donation basis. Evenings later in the week extend the café experience with an espresso bar and pastries often paired with gallery happenings. The building’s exterior features Sisterhood, a mural by Silvia López Chavez that echoes the spirit of connection at the heart of this project. At its core is a simple invitation to nourish one another... a crêpe, a bagel, a pastry, or a cup of coffee can help sustain a place where artists and musicians share their gifts and neighbors find space to connect.

    Event website ↗
  • 10am

    Buskers

    Great Barrington Farmers' Market, 18 Church St, Great Barrington · verified Sep 11
    Free

    Buskers bring live performances to the Great Barrington Farmers Market. Performers appear at the market as part of a continuing series, and the organizers share who is scheduled to perform.

    Event website ↗
  • 10:30am

    Family Storytime

    B11.2 Swing Space, 1040 Mass Moca Way, North Adams
    See details

    Families with children up to age 6 can take part in a storytime with MASS MoCA Museum Educators, followed by related exploration in the galleries. Each session features a different children’s book connected to contemporary art, creativity, or themes from the exhibitions on view. Meet in Kidspace at the designated time, then continue with a brief gallery walk-through and discussion of the art.

    Event website ↗
  • 12pm

    FleaHive Market

    Hotel Downstreet, 40 Main Street, North Adams · verified Sep 11
    See details

    Discover a carefully selected marketplace devoted to circular fashion at Hotel Downstreet, where vintage and secondhand treasures sit alongside reworked pieces, sustainable apparel and textiles, handmade clothing and accessories, and distinctive jewelry. The market is designed for shoppers who value style with a lighter footprint and for the makers, thrifters, and curators who love to mix categories and bend the rules. Presented in collaboration with Hotel Downstreet and Door Prize. Admission is free and people of all ages are welcome. Vendors are invited to apply, especially those offering vintage or secondhand clothing, textiles, shoes, and accessories, upcycled and reimagined goods, handmade items such as apparel, textiles, jewelry, accessories, and body care, as well as specialty textiles including blankets, table linens, napkins, and similar pieces. Applicants should be prepared to share a short bio, links to their shop or social profiles, and photos of their inventory or typical booth setup.

    Event website ↗
  • 3pm

    A Place for Us: The Music of Stephen Sondheim

    Berkshire Athenaeum, 1 Wendell Ave, Pittsfield · verified Sep 13
    See details

    Explore the music of Stephen Sondheim in a concert featuring singer and pianist Jay Daniels. He presents personal interpretations of selections from Gypsy, A Little Night Music, and other Sondheim works. The program also includes a sing-along segment with favorites from West Side Story, encouraging audience participation.

    Event website ↗
  • 5pm

    XWA Championship Wrestling

    New Moon Lodge, 116 south st, Pittsfield
    See details

    XWA brings a live professional wrestling showcase to Pittsfield with slam-filled action for all ages. Hosted at New Moon Lodge, this family friendly event offers high-energy in-ring entertainment. Tickets will be available.

    Event website ↗
  • 7pm

    Rock the Pantry

    Colonial Theatre, 109 South St, Pittsfield · verified Sep 13
    See details

    Colonial Theatre sets the stage for a benefit concert featuring Berkshire all-stars, hosted by the Rev Tor Band with guest musicians Jeff Stevens, Gina Coleman, Wanda Houston, Benny Kohn, and Billy Keane. All proceeds benefit Pittsfield Community Food Pantry, Berkshire County's largest food pantry. The event recognizes the time and talent of the participating artists and the support of its sponsors. Tickets are on sale.

    Event website ↗
Sunday, September 20 3 events
  • 10am

    Fall Fest 2026

    Sweetwood , 1611 Cold Spring Rd, Williamstown
    Free

    Admission is free. Browse vendor booths, enjoy music, grab something to eat, and let kids have fun in the kid zone. Shuttle parking is available at Mt. Greylock High School.

    Event website ↗
  • 12pm

    MCLA Men's Soccer Golf Tournament

    Waubeeka Golf Links, 137 New Ashford Rd, Williamstown · verified Sep 11
    See details

    Spend a day on the fairways at Waubeeka Golf Links in support of MCLA Men’s Soccer. The outing brings together alumni, current families, friends, and supporters to raise funds for the program. Current players will be involved throughout, assisting with contests, photos, check-in, and other activities. Information on registration and sponsorships will be announced soon.

    Event website ↗
  • 12pm

    The Animal Support Project Fantasy Photos

    Benson's Pet Center, 43 Devonshire Ave, Pittsfield · verified Sep 13
    See details

    A $10 donation provides a framed 4x6 inch photo of your pet, with a new theme featured each month such as Beach Party, Patriotic, Back to School, Halloween, Thanksgiving, Christmas, and more. TASP is operated entirely by volunteers, so every dollar goes directly to pets who need support. Take home a keepsake and make a positive impact for animals in need.

    Event website ↗
Monday, September 21 3 events
  • 12:30pm

    Monday Mahjong Group

    Berkshire Athenaeum, 1 Wendell Ave, Pittsfield · verified Sep 13
    Free

    An all ages Mahjong group offers a welcoming, social game session in the Berkshire Athenaeum's auditorium. All experience levels are welcome, from complete beginners to seasoned players. Supplies are provided, and tutors are available to offer guidance and instruction. Participants may bring their own Mahjong card or use one provided by the library.

    Event website ↗
  • 5pm

    Open Dodgeball

    Berkshire South Regional Community Center, 15 Crissey Rd, Great Barrington · verified Sep 13
    Free

    Enjoy a monthly drop-in dodgeball session at Berkshire South. No advance sign-up is required, just walk in and play. Berkshire South members participate at no cost, and guests pay $10. Guests do not need to attend with a member.

    Event website ↗
  • 5pm

    Common Folk Writer's Jam

    165 E Main St, North Adams · verified Sep 13
    See details

    Common Folk Writer's Jam offers a welcoming space to make progress on current projects and share ideas with fellow writers. All forms are encouraged, from prose to poetry and everything in between. Participants can trade feedback, explore new prompts, brainstorm together, or simply settle in to write alongside others in a relaxed, judgment free setting. Please bring a notebook and pencil or a word processing device. Open to both members and non members.

    Event website ↗
Tuesday, September 22 1 event
  • 6pm

    Grief Support Group

    66 School St, Williamstown · verified Sep 13
    See details

    This peer-led support group provides a caring space for adults to share and listen as they navigate grief. Conversations center on mutual support, understanding, and the healing journey. For more information, contact the Youth Center at (413) 458-5925.

    Event website ↗
Wednesday, September 23 2 events
  • 10:32am

    Estate Sale

    1113 North St, Pittsfield · verified Sep 13
    See details

    Browse a wide-ranging estate sale with furniture such as sofas, chairs, tables, dining sets, and complete bedroom suites. Refresh your space with home decor and stock up on kitchen essentials including dishes, flatware, and small appliances. Discover retro electronics, tools and outdoor equipment for projects and yard work, along with clothing, jewelry, and plenty of books for readers and collectors. Payment is cash only, and street parking is available. Please bring help to load large items. Early arrival may offer the best selection.

    Event website ↗
  • 4pm

    Family Activity Hour

    Great Barrington Family Resource Center, 141 West Ave, Great Barrington · verified Sep 18
    See details

    Family Activity Hour debuts as a refreshed version of the previous Art Hour, designed for parents and children to spend quality time together. Alongside hands-on arts and crafts, the program adds family board games, backyard-style games, movement and wellness activities, and seasonal gatherings to encourage play, learning, and connection. Snacks and drinks are provided, and activities are available in English and Spanish. Advance registration is requested. This program is presented by the Great Barrington Family Resource Center, a program of Clinical & Support Options. The center offers free, multicultural supports for families with children from birth through age 18, including parenting and kid-friendly programs, mental health needs assessments, job and housing referrals, and school-focused assistance, with no insurance required. It primarily serves Southern Berkshire County and welcomes nearby families seeking support, referrals, or community. For details or to register, call 413-528-0298 or email gbfrc@csoinc.org.

    Event website ↗
Thursday, September 24 2 events
  • 10am

    North Adams Draws Weekly Drawing Sessions

    165 E Main St, North Adams · verified Sep 13
    See details

    This relaxed, self-directed portrait drawing session welcomes people of all experience levels to explore likeness, proportion, and dramatic light at a comfortable pace without lessons or critiques. A single model holds one portrait pose for the entire session, organized into roughly twenty minute drawing periods with brief stretch pauses, plus a longer 10 to 15 minute break midway through. Please bring your own paper and drawing supplies; graphite, charcoal, conté, colored pencils, ballpoint pens, and tidy sketchbooks are all suitable. Oil painting is not permitted at this time while ventilation and disposal plans are finalized, with the goal of allowing oils in the future. The session follows a pay-what-you-can model, and contributions support the model and the space. RSVP by emailing NorthAdamsDraws@gmail.com.

    Event website ↗
  • 4pm

    Playful by Nature - Play & Learn Group

    The Family Center, 210 State St, North Adams · verified Sep 18
    See details

    A registered play and learn series built around the Boston Children's Museum Nature curriculum invites families to explore nature together. Each family receives a kit to keep, and the program is designed for ages 2 to 4. The series runs for six weeks in North Adams. Advance registration is required by phone at 413-664-4821.

    Event website ↗

All upcoming events54 more events through Dec 6

Everything else on Berkshire County's calendar over the next 30 days, in order.

Friday, September 25 5 events
  • 6pm

    Common Craft Night

    Common Folk, 165 E Main St, North Adams · verified Sep 18
    See details

    An easygoing creative meetup where makers from near or far settle in with their own portable projects and enjoy the company of other community minded folks with a playful streak. Participants often work on pieces like knitting or crochet, embroidery, painting or sketching, creative writing, hand spinning, chain mail, coloring, diamond art, or building with blocks... anything that travels well fits right in. The environment is LGBTQ+ inclusive, and attendance requires no registration or membership.

    Event website ↗
  • 7:30pm

    Rev Tor's 30th Anniversary Jam

    The Colonial Theatre , 111 South St, Pittsfield · verified Sep 18
    See details

    Rev Tor marks three decades on The Colonial Theatre stage with a night centered on collaboration and musical history. Since 1996, the bandleader has been a steady presence on the East Coast club and festival circuit, traveling from Maine to Key West and sharing stages with members of The Grateful Dead, Dead & Co., Phish, The Allman Brothers Band and New Riders of the Purple Sage. Appearances alongside artists such as Leon Russell, Los Lobos and String Cheese Incident highlight a career known for technical prowess, soul and a generous, collaborative spirit. The anniversary jam features special guests and surprises throughout the show, including former members and musical friends, with an updated list of guests to be announced. General admission is $30, increasing to $40 on the day of the show. A portion of proceeds supports The Jake Galliher Foundation, which honors SSgt Jacob “Jake” M. Galliher by providing scholarships and awards to individuals who reflect his character, carrying forward a legacy of bravery, dedication and kindness.

    Event website ↗
  • 7:30pm

    Channeling the Psychic Within

    Kripalu Center for Yoga & Health, 57 Interlaken Rd, Stockbridge · verified Sep 18
    See details

    Experience a hands-on weekend workshop at the Kripalu Center for Yoga & Health focused on awakening and refining intuitive abilities. Guided by Bill, the program uses meditation, experiential practices, and collaborative exercises to help participants settle mental noise, notice subtle inner signals, and build confidence in their own spiritual insight. Throughout the weekend, you will explore your intuitive clair senses, look at the energetic nature of awareness and vibration, and learn ways to open and balance the chakras to support clearer perception. The curriculum also addresses how to differentiate among spirit guides, ascended masters, and loved ones in spirit. Meditation is presented as a practical tool for clarity and connection, and the teachings highlight how intuition can inform everyday choices and personal development. Bill’s approach centers on compassion, presence, and attentive listening, creating a supportive environment for exploration. Some activities may be optional and can include partner or small-group work, inviting emotional engagement with respect and consent. Recommended reading is Expect the Unexpected: Bringing Peace, Healing, and Hope from the Other Side by Bill Philipps.

    Event website ↗
  • 8pm

    Los Lonely Boys

    Mahaiwe Performing Arts Center, 14 Castle St, Great Barrington · verified Sep 18
    See details

    Los Lonely Boys bring their Texican rock and roll to the Mahaiwe Performing Arts Center, with Lisa Morales opening. Brothers Henry, Jojo, and Ringo Garza shaped their sound in San Angelo, Texas, and reached a wide audience after their debut featuring the chart-topping single Heaven, which earned a Grammy, spent 76 weeks on the Billboard Top 200, and sold more than two million copies. Discovered by Willie Nelson’s nephew, they soon played Farm Aid and recorded with Willie, later collaborating with artists such as Carlos Santana while performing on major stages and supporting global causes. After a 2013 stage accident that sidelined Henry, the band doubled down on family and music, paused touring in 2019, then returned in 2022 with fresh momentum and even opened for The Who. Their 2024 album Resurrection on BMG blends their trademark style with soul and roots influences, energizing live audiences. Tickets are on sale now, priced from $34 to $69, with Mahaiwe member and youth discounts available.

    Event website ↗
  • 8pm

    Madison Cunningham

    B11.2 Swing Space, 1040 Mass Moca Way, North Adams · verified Sep 18
    See details

    Grammy award winner Madison Cunningham brings an evening of folk music to the Hunter Center, celebrating Ace, her newest album. The performance draws from a collection that follows the journey of heartbreak and renewal, moving from falling out of love to finding it again. Ace is her third release on Verve Forecast, co-produced with Robbie Lackritz, known for work with Feist, Rilo Kiley, Bahamas, and Peach Pit, and it spans fourteen tracks shaped with candor and heart. Arriving after the Grammy winning Revealer, this project emerged from a spell of writer’s block and shifts from observation to intensely personal storytelling. Cunningham set out to lead with feeling, crafting songs that are tender, lush, and brave. The first single, My Full Name, earned praise from PASTE for lyrics that balance breadth and intimacy, recalling the timeless quality of classical poetry. As co-producer, Cunningham brings piano to the forefront to create a sound that rises and resonates like a summit. The record is alive and richly textured, reflecting the vision she carried into the writing process, and she has shared that she loves every track.

    Event website ↗
Saturday, September 26 5 events
  • 9am

    Makers on Main

    Main Street, 55 Main St, North Adams · verified Sep 18
    See details

    This weekly craft and artisan market serves as a lively community hub that connects studio-made work with the public. It provides a polished setting where up-and-coming artists and experienced artisans can try out fresh ideas, grow passion projects, and strengthen their foothold in the local economy. Visitors can meet creators, discover new work, and take part in a supportive exchange between makers and the community.

    Event website ↗
  • 9am

    2026 Summer Farmer's Market

    Main Street, 55 Main St, North Adams · verified Sep 18
    Free

    Each Saturday, rain or shine, shoppers can browse and buy local produce, baked goods, sweet treats, and handcrafted items.

    Event website ↗
  • 10am

    Buskers

    Great Barrington Farmers' Market, 18 Church St, Great Barrington · verified Sep 18
    Free

    Live buskers perform at the Great Barrington Farmers Market, offering street performances for market-goers.

    Event website ↗
  • 10:30am

    Outdoor Yoga

    Balderdash Cellars, 55 North St, Pittsfield · verified Sep 18
    See details

    An outdoor yoga session at Balderdash Cellars in Richmond, Massachusetts offers a calm practice amid Berkshire vistas and fresh country air. Designed for all experience levels, the flow encourages strength, flexibility, balance, and presence. The class finishes before the winery opens, creating a peaceful start in nature. After class, participants may relax with a glass of wine and take in the scenery. Please bring a yoga mat, and consider a blanket or towel for extra cushioning. Pre-registration is required. The price is $30 per class, and existing passes and memberships are accepted.

    Event website ↗
  • 7:30pm

    The Ultimate Cher Experience

    The Colonial Theatre , 111 South St, Pittsfield · verified Sep 18
    See details

    Relive six decades of Cher’s biggest songs in a high-energy tribute starring Lisa Carter. She channels the unmistakable voice, attitude, and outsized glamour that define the legend, pairing soaring ballads and dance floor favorites with rapid costume changes, bold fashion, and plenty of glitz. A storytelling moment inspired by the iconic Farewell Tour adds an extra wink to fans. With a New York based band behind her, the show brings powerhouse vocals, big personality, and eye catching looks for a lively, bold, and fabulously over the top experience. Feathers, sequins, attitude, and unforgettable hits set the stage to believe in life after love all over again.

    Event website ↗
Sunday, September 27 1 event
  • 1pm

    Every Body Bounces

    Berkshire South Regional Community Center, 15 Crissey Rd, Great Barrington · verified Sep 18
    See details

    Every Body Bounces offers a two-hour bounce session held each month for families with children who have adaptive needs. The setting is welcoming and relaxed, with room to move, explore at a comfortable pace, and enjoy inflatable play. Whether a child loves big jumps, prefers softer movement, or simply likes being near the action, the emphasis is on active play, togetherness, and community. Guests may bring their own snacks and drinks. Admission is $5 per bouncer for members and guests, and caregivers, parents, and guardians are free. A quiet room will be available for anyone who needs a break from the excitement.

    Event website ↗
Wednesday, September 30 1 event
  • 7pm

    The Urmetazoan

    Boyd-Quinson Stage, 30 Union St, Pittsfield · verified Sep 18
    See details

    Set in a near-future world, The Urmetazoan follows two sisters who look back on their shared history while preparing to part ways, as one gets ready to begin life on Mars. It examines how family ties respond to distance and change, asking whether a lifelong bond can endure over great distance and through time. The story centers on the pull between where they have been and where they are headed, with sisterhood tested by new horizons.

    Event website ↗
Thursday, October 1 2 events
  • 5pm

    Monthly Potluck with seeing rainbows.

    WANDER Berkshires, 34 Depot St, Pittsfield
    See details

    Enjoy an evening of shared food, conversation, and connection at this monthly potluck with Rainbow Seniors. The gathering offers a friendly place to build community and is open to everyone. Guests are encouraged to bring a dish to share, whether homemade or store bought, and to come ready for good food and welcoming company. The meetup takes place at Wander Cafe, with seating in the alley when weather allows, in the same building as Tito’s and Berkshire Pride. For accessibility, use the entrance on the parking lot side and take the elevator to the first floor.

    Event website ↗
  • 7:30pm

    An Evening with David Sedaris

    The Colonial Theatre , 111 South St, Pittsfield
    See details

    An Evening with David Sedaris will take place at the Colonial Theatre in Pittsfield, MA.

    Event website ↗
Saturday, October 3 3 events
  • 9am

    PMC Unpaved 2026

    Camp Mah-Kee-Nac, Lenox · verified Sep 18
    See details

    PMC Unpaved is a community-focused gravel ride and camp experience in the Berkshires, hosted by the Pan-Mass Challenge to raise funds for the Dana-Farber Cancer Institute. Riders can choose from three routes of approximately 20, 30, or 50 miles, nicknamed The Owl, The Raven, and The Eagle. After the ride, the camp atmosphere continues with live entertainment, activities for participants and their loved ones, and a speaker program featuring PMC leadership and members of the PMC Living Proof® community. Every rider-raised dollar supports cancer research and care at Dana-Farber. Now marking its fifth year, this edition is set at Camp Mah-Kee-Nac. Registration is $200, and a minimum fundraising commitment of $2,300 applies.

    Event website ↗
  • 10am

    Tilly's Harvest Fest

    Tilly's Tap & Tavern , 1242 Curran Memorial Hwy, North Adams · verified Sep 13
    See details

    The parking lot at Tilly's Tap & Tavern in Valley Park Bowl will come alive for a harvest celebration featuring a DJ, performances by the Berkshire County Line Dancers, a bounce house, Bowey the Magic Clown, barbecue, and additional attractions. Tilly's Tap & Tavern is hosting. Vendors can apply online for booth space, with single 10 by 10 and double 20 by 20 options available. The fee is 50 dollars per 10 by 10 space.

    Event website ↗
  • 7:30pm

    Ronstadt Rewind

    The Colonial Theatre , 111 South St, Pittsfield
    See details

    Ronstadt Rewind celebrates Linda Ronstadt with a concert packed with sing along favorites that span her career. The set reaches back to her breakout with the Stone Poneys on “Different Drum” and rolls through hits such as “When Will I Be Loved,” “That’ll Be the Day,” “Heat Wave,” “It’s So Easy,” “Blue Bayou,” “Poor Poor Pitiful Me,” “You’re No Good,” and “Tumblin’ Dice.” Led by vocalist Katherine Winston and backed by a live band, the show strives to channel the sound, spirit and emotion of a classic Ronstadt performance, pairing powerhouse singing with heartfelt delivery. Whether returning to the soundtrack of the 60s and 70s or discovering these songs for the first time, audiences can look forward to a feel good night filled with soaring vocals, beloved tunes and a generous dose of retro charm.

    Event website ↗
Wednesday, October 7 3 events
  • 5:30pm

    Wharton on Wednesday

    The Mount, 2 Plunkett St, Lenox · verified Sep 11
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    Wharton on Wednesday brings Edith Wharton’s short fiction to life in a friendly café setting at the Terrace Café, where local performers share readings with a scenic backdrop. This installment features Ryan Winkles presenting His Father’s Son, the story of an artistic young man who confronts the practical businessman who raised him after uncovering signs that his birth father is a renowned violinist. Touched with gentle satire, it explores identity, family ties, and the sway of rumor. Refreshments are available from the Café, and the setting offers a pleasant view as the reading unfolds.

    Event website ↗
  • 6pm

    Living After Loss: Grief Support Group

    Berkshire South Regional Community Center, 15 Crissey Rd, Great Barrington · verified Sep 13
    Free

    Hosted by HospiceCare in the Berkshires, Inc., this grief support group offers a compassionate space for anyone who has experienced a loss. Participants can share their stories, listen to others, and find connection with people who understand. Meetings are held at Berkshire South. Attendance is free, and no preregistration is required.

    Event website ↗
  • 7pm

    Summer, 1976

    The Unicorn Theatre, 6 US-7, Stockbridge · verified Sep 13
    See details

    Summer, 1976 is an intimate two-actor play by Pulitzer Prize winning playwright David Auburn, whose acclaimed work, including Proof, often explores intellect, memory, and the delicate threads of human connection. A longtime collaborator with Berkshire Theatre Group, Auburn has both written and directed multiple projects for BTG, and here he turns his attention to an unlikely friendship between two women during the Bicentennial summer. A chance meeting grows into a relationship that lingers for years, shaping the course of both lives. The production is directed by Isadora Wolfe, returning to BTG after many seasons as a performer, choreographer, and co-director. An Artistic Associate with Punchdrunk in the UK and former Associate Artistic Director and Resident Director for the New York production of Sleep No More, she brings a vivid physical and visual approach to the stage. Her collaborations with artists such as Martha Clarke, Maxine Doyle, Eric Hill, Richard Jones, and Johannes Wieland, along with her work on the faculty of The Juilliard School and as a Fellow at NYU Center for Ballet and the Arts, inform a style that highlights subtle shifts in time, recollection, and connection within Auburn’s close-knit script. Reflective and resonant, this production offers a gentle look at friendship and the quiet moments that can change a life. Recommended for ages 12 and up.

    Event website ↗
Thursday, October 8 1 event
  • 4pm

    Repair Club with Jen Aviles

    Savvy Hive, 53 Main St, North Adams · verified Sep 13
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    A relaxed repair club led by repair specialist @thesensiblesheep offers a friendly space to build mending skills that help clothing last longer. It follows a casual drop-in format. A sewing machine will be set up for demonstrations, and participants can bring garments or other projects to mend on site, either working alongside others or getting guidance on how to make repairs. This program is funded in part by the Local Cultural Council of the Northern Berkshires with support from @masscultural, a state agency.

    Event website ↗
Friday, October 9 4 events
  • 6pm

    Healing with Mantras: A Kirtan and Chanting Immersion

    Kripalu Center for Yoga & Health, 57 Interlaken Rd, Stockbridge · verified Sep 11
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    Immerse in a kirtan and chanting retreat at Kripalu Center for Yoga & Health devoted to healing mantras and deep self care. Guided by Lee Mirabai Harrington, participants explore mantras from Tibetan Buddhist and Tibetan medical traditions with practices intended to support the mind, the chakras, the heart, and the subtle body’s energy pathways. Mornings focus on simple aloud recitation and quiet inner-voice chanting to awaken healing qualities and ease inner obstacles. Afternoons and select evenings feature call-and-response kirtan with devotional chants from Buddhist and Hindu lineages. The immersion introduces mantra healing within the Sowa Rigpa tradition, using specific Tibetan and Sanskrit mantras aimed at clearing subtle blockages, restoring balance, and cultivating stillness and peace in the midst of life’s challenges. Participants learn public mantras from the Sowa Rigpa mantra pharmacy, receive guidance for home practice, and work with methods designed to transform difficult emotions and support healing at physical, mental, and subtle levels. Devotional singing is offered as a heart-opening practice that reconnects practitioners with their innate qualities and can be especially supportive for those who find seated meditation challenging. Between sessions, enjoy Kripalu’s Ayurvedic-inspired cuisine, Ayurvedic spa offerings, and a range of classes in yoga, meditation, dance, and art. The Berkshire Mountains setting invites time outdoors with hiking, boating, and guided activities during vibrant foliage season. The retreat emphasizes rest, rejuvenation, and nourishing community, with the intention that participants depart feeling restored, balanced, and ready to carry the benefits into daily life. Guests are welcome to bring malas, and they are also available for purchase in the Kripalu shop.

    Event website ↗
  • 7:30pm

    Vanya

    Boyd-Quinson Stage, 30 Union St, Pittsfield · verified Sep 11
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    Mark H. Dold delivers a solo reimagining of Chekhov’s Vanya that weaves humor with heartbreak and centers on love, art, and an attempted killing. With one actor inhabiting every role, the story becomes an intimate exchange with the audience, revealing the full sweep of human feeling. Seating is onstage to deepen that closeness, creating an immersive experience with very limited capacity. Because of its unique setup, this engagement is not included in BSC’s subscription offerings.

    Event website ↗
  • 7:30pm

    Deadgrass

    The Colonial Theatre, 111 South St, Pittsfield · verified Sep 11
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    Deadgrass delivers a jamgrass string band exploration of Jerry Garcia’s music, guided by Matt Turk and C Lanzbom with Dave Richards on bass, Kris Bauman on banjo, and Kensuke Shoji on fiddle. Drawing on material tied to Old & In the Way, the Jerry Garcia Band, jug band staples, and classic Grateful Dead tunes, the group revisits the repertoire with the acoustic colors that first fueled Garcia’s artistry. Bluegrass energy, folk tradition, and freewheeling improvisation come together in a warm tribute marked by layered harmonies, agile picking, and wide open jams. With roots that reach into folk, jazz, rock, and Americana, the set shapes an inviting, immersive atmosphere that honors the songs, the spirit, and the community around them. Whether someone has followed the Dead for years or is just finding the groove, this ride is all about settling in, following the jams, and enjoying the journey.

    Event website ↗
  • 8pm

    Voces8

    Mahaiwe Performing Arts Center, 14 Castle St, Great Barrington · verified Sep 11
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    Tickets range from $39 to $69, with special pricing available for Mahaiwe members and youth. Grammy-nominated British ensemble VOCES8 brings its Let’s Fly Away program to Mahaiwe, celebrating the expressive power of the human voice. The concert spans more than five centuries of music, flowing from sacred polyphony and romantic choral writing to contemporary songs, jazz standards, folk melodies, and pop favorites. Known as the most-streamed classical vocal group, VOCES8 appears around the world in both a cappella settings and in collaborations with leading musicians, orchestras, and conductors. The group’s commitment to artistic range and music education is shared both online and in person through the VOCES8 Foundation’s Music Education for All initiative, which reaches up to 40,000 people each year. Appearances include stages such as Wigmore Hall and the Sydney Opera House, with more than one hundred performances scheduled this season. Digital offerings like the VOCES8 Digital Academy and the LIVE From London festival continue, and the ensemble publishes music and learning materials with VOCES8 Publishing, E.C. Schirmer, and Edition Peters, including The VOCES8 Method by Paul Smith. Taylor Scott Davis serves as Composer-in-Residence and Jim Clements as Arranger-in-Residence. Their latest recording, TWENTY, joins releases such as Nightfall, A Choral Christmas, Christopher Tin’s The Lost Birds, Home with Eric Whitacre featuring The Sacred Veil, and Seven Psalms with Paul Simon.

    Event website ↗
Saturday, October 10 6 events
  • 9am

    Pretty Paws Nail Clinic

    Benson's Pet Center , 43 Devonshire Ave, Pittsfield · verified Sep 18
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    Pets can be pampered with nail care by Pretty Paws Professional Pet Services at Benson's Pet Center (Pittsfield). Pricing ranges from $10 to $15.

    Event website ↗
  • 1pm

    🌿 Mindful Member Hikes Are Here! 🌿

    55 North St, Pittsfield · verified Sep 13
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    Guided hikes with the BYDF Team invite a slower pace in the Berkshires, helping participants reconnect with nature and cultivate a calm, present mindset. These outings blend mindful movement and sensory awareness to deepen connection with the landscape. Instructors may weave in mindfulness practices, breathwork, meditation, journaling, reflection, and gentle forest bathing invitations, with space for meaningful connection in community. Expect quiet pauses to listen, stretches of silent walking beneath the trees, opportunities for conversation, and time to simply take in the surroundings. Each gathering is created to nourish body, mind, and spirit. Pre-registration is required. Attendance is complimentary for Discovery Pass, Silver, Gold, and Unlimited Members. New participants can start with a 3-Week Discovery Pass for $49 that includes unlimited classes, Mindful Member Hikes, specialty outdoor experiences, a guest pass, and full access to the on-demand video library.

    Event website ↗
  • 5:30pm

    Fall Frenzy '26

    North Adams Recreation Center , 22 Brickyard Court, North Adams · verified Sep 18
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    TIW comes back to North Adams Recreation Center with an evening of pro wrestling, featuring the annual 40-person rumble match.

    Event website ↗
  • 5:30pm

    Indigo Room: Raul Midón

    Mahaiwe Performing Arts Center, 14 Castle St, Great Barrington · verified Sep 11
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    Grammy-nominated singer, songwriter, and guitarist Raul Midón brings a distinctive fusion of soul, jazz, Latin rhythms, and acoustic mastery. He has been blind since birth and is renowned for commanding the stage on his own, making his guitar feel like a full ensemble while layering vocals with remarkable finesse. His work has earned admiration from icons such as Quincy Jones, Elton John, and Bill Withers. Midón first reached a global audience with the album State of Mind, produced by Arif Mardin, and he has since collaborated with artists including Herbie Hancock, Stevie Wonder, Marcus Miller, Snoop Dogg, and Roberta Flack. He has performed with orchestras and at leading jazz festivals worldwide, and has introduced new music on The Jennifer Hudson Show. His latest release, Lost & Found, on his own ReKondite ReKords label, showcases his evolving voice as a storyteller and his boundary-blurring approach to songcraft and guitar. General admission is 49 dollars, with cafe-style table seating.

    Event website ↗
  • 7:30pm

    Live at the Colonial Theatre

    The Colonial Theatre, 111 South St, Pittsfield
    See details

    Asia Featuring John Payne brings the signature 1980s arena rock sound to The Colonial Theatre. The English supergroup formed in London in 1981 and burst onto the scene with a 1982 self-titled debut that became the top-selling U.S. album of the year, powered by soaring synths, towering guitars, and radio-ready anthems. The smash single Heat of the Moment turned into an enduring classic, peaking at No. 4 on the Billboard Hot 100 and hitting No. 1 on Mainstream Rock. With powerhouse vocalist and bassist John Payne at the front since 1992, the band carried its melodic rock legacy around the world, touring widely, unveiling new songs, and releasing seven studio albums along with multiple live recordings. Expect shimmering keyboards, driving rhythms, and the larger-than-life hooks that defined 1980s rock, creating a nostalgic, high-energy night for longtime fans and new listeners alike.

    Event website ↗
  • 7:30pm

    Asia featuring John Payne

    The Colonial Theatre, 111 South St, Pittsfield · verified Sep 11
    See details

    Step into a celebration of classic arena rock as Asia delivers the unmistakable sound that defined the 1980s. Founded in London in 1981, the band broke through with its 1982 eponymous debut, the best-selling album in the United States that year, built on gleaming keyboards, muscular guitars, and radio-ready hooks. The smash single Heat of the Moment became a staple, peaking at No. 4 on the Billboard Hot 100 and topping the Mainstream Rock chart. The show features vocalist and bassist John Payne, who joined in 1992 and steered the group for the next 15 years through worldwide touring and new releases, including seven studio albums and several live recordings. Look for shimmering keys, driving rhythms, and an outsized, anthemic feel that channels 80s rock radio, offering a nostalgic ride from mixtape memories to arena-sized choruses for longtime fans and newcomers alike.

    Event website ↗
Friday, October 16 4 events
  • 6pm

    Awaken Your Wild Soul: Reclaim Your Purpose, Power & Inner Wisdom

    Kripalu Center for Yoga & Health, 57 RT-183, West Stockbridge · verified Sep 18
    See details

    For women navigating transition and wondering what is uniquely theirs to do, this restorative, nature-based self-renewal program offers permission to prioritize profound self-care. Led by transformational coach, author, and master retreat facilitator Renée Trudeau, it focuses on reconnecting with your essential self, learning grounding and regulating practices for meeting the unknown, and cultivating sovereignty so your light can shine. Participants explore daily practices that awaken feminine power, speak truth, and express wildness through ritual, dancing, and singing. The experience invites a healthy balance of work, play, and rest, encourages tending to the soul to spark aliveness and strengthen intuition, and treats self-care as both an art and a science to support your desired way of being. Time for stillness in nature and guided rest through yoga nidra helps build the capacity to slow down and do less. Throughout, there is space for authentic connection with soulful, heart-minded women of all ages, opening doors to new ways of being, greater freedom, and real joy. This program is for women only, at all life stages, and no prior yoga experience is needed.

    Event website ↗
  • 7:30pm

    INDIGENOUS TIMEKEEPERS - The 13 Moons of Turtle Island with Shawn & Shannon - Kripalu, MA

    Kripalu Center for Yoga & Health, 57 Interlaken Rd, Stockbridge · verified Sep 18
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    At Kripalu Center for Yoga & Health, a three day retreat invites participants to explore Indigenous teachings that honor the 13 Moons of Turtle Island. Guided by spiritual mentors Shawn Stevens and Shannon Chada, the program moves through an Indigenous perspective month by month to cultivate harmony with the Earth and rekindle gratitude and ceremony in everyday life. Stories and teachings encourage reconnection to nature’s rhythms and seasons, with time devoted to the wisdom of each moon, the celebration of transitions as moments of renewal, and the nurturing of balance, healing, ancestral connection, and belonging. The weekend begins with a welcome circle and storytelling, continues with a full day of wisdom sharing that includes lecture and story, and concludes on the final morning with a closing fire circle and a time for questions. Participants can expect practical tools to keep aligning with natural cycles after the retreat. Shawn Stevens, also known as Red Eagle, is an enrolled member of the Stockbridge Munsee Band of Mohicans. He is a spiritualist, musician, artist, historian, and storyteller who shares his people’s cultural history across the eastern and midwestern regions of North America. A Mohican storyteller, drummer, singer, flute player, and ordained minister, he is a certified facilitator for White Bison’s Mending Broken Hearts program, with work centered on cultural preservation, healing, unity, and addressing the impacts of ancestral trauma. Shannon Chada, known as Good Singing Woman, is a spiritual mentor and holistic teacher whose path weaves together culture, community, and nature. With more than 27 years as an Ordained Holistic Minister Practitioner, she offers spiritual education, Reiki training, aromatherapy, cranial sacral therapy, yoga, wedding officiant services, and teachings on Indigenous peacemaking and cultural reclamation. Rooted in the Stockbridge Munsee Mohican community, she is an artist, Native dancer, and singer-songwriter who helps build connections between Indigenous and non-Indigenous communities while encouraging authenticity, compassion, unity, and care for the Earth. This program welcomes everybody and honors all diversities. A companion retreat, Indigenous Wisdom: Empowering Your Spiritual Path, focuses on the four sacred hills of life, the 7 Elder Teachings, and reclaiming a spiritual compass. Each retreat stands on its own, and together they deepen connection to Indigenous knowledge and wisdom.

    Event website ↗
  • 7:30pm

    Vitamin String Quartet and more

    Mahaiwe Performing Arts Center, 14 Castle St, Great Barrington · verified Sep 18
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    Vitamin String Quartet teams up with vocal trio Girl Named Tom for a boundary-blurring performance that fuses string virtuosity with rich three-part harmony. Known for transforming pop and rock hits into intricate instrumental showpieces and for an appearance in Season 4 of the Netflix series Bridgerton, the quartet joins the winners of The Voice, now a standout in contemporary American folk, for a program of reimagined classics, current favorites, and memorable collaborations. Tickets range from $54 to $84, with Mahaiwe member and youth discounts available.

    Event website ↗
  • 7:30pm

    Yesterday and Today: The Interactive Beatles Experience

    The Colonial Theatre , 111 South St, Pittsfield · verified Sep 18
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    Experience the surge of the British Invasion in an interactive Beatles concert created by brothers Billy, Matthew, and Ryan McGuigan. Instead of a fixed setlist, the music is guided by the crowd. Before the show, guests submit favorite Beatles songs along with the memories tied to them, and those requests shape a one-of-a-kind performance in real time. From the opening chord to a joyful singalong at the end, the McGuigan brothers and their band blend audience stories with their lifelong devotion to The Beatles. The atmosphere recalls the era of screaming fans, transistor radios, and music that defined a generation. Because the selections change each night, every show becomes a personal, nostalgic celebration that is never the same twice. A two-time Las Vegas headliner and recipient of an Omaha Entertainment & Arts Award, this production has drawn sold-out crowds nationwide and broke box office records. Expect tight harmonies, vintage flavor, and a fully participatory format that brings the spirit, sound, and joy of Beatlemania to life through audience choice.

    Event website ↗
Saturday, October 17 1 event
  • 7:30pm

    The Boy Band Project

    The Colonial Theatre , 111 South St, Pittsfield · verified Sep 18
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    Relive the heyday of chart-topping boy bands with The Boy Band Project in a high-octane concert that channels late 90s and early 2000s pop fever. Expect TV countdown nostalgia, poster-worthy charisma and the tight, polished moves you practiced after school. Backed by Broadway-caliber voices and crisp choreography, the performers revive the sound, style and fan energy that shaped a generation. From the harmonies of Backstreet Boys and *NSYNC to favorites from Hanson, 98 Degrees, O-Town, Boyz II Men, Jonas Brothers and One Direction, the set brims with sing-alongs, precision vocals and signature dance breaks. Cast members bring credits from shows like Wicked, Hairspray, Mamma Mia!, The Book of Mormon, Rock of Ages and Altar Boyz, blending powerhouse skill with playful nostalgia for anyone who loves irresistible pop hooks. Seen on Good Morning America and on stages around the world, the group has held residencies in New York City and Provincetown, opened for Todrick Hall and performed everywhere from cruise ships to London’s O2 Academy. Packed with throwback routines and pure pop fun, this feel-good show revives the ultimate boy band era from first note to final pose.

    Event website ↗
Sunday, October 18 2 events
  • 9am

    Run for the Revolution 5K/10K/15K

    Pittsfield State Forest, Pittsfield · verified Sep 18
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    Choose your distance on a scenic out and back course at Pittsfield State Forest, with options to walk or run 5K, 10K, or 15K. The route follows a foliage lined road that leaves the forest and returns to the starting point. Complete the loop once for 5K, twice for 10K, or three times for 15K. The first 100 registered runners receive shirts, with sizes not guaranteed. Awards will be given for each distance after the races, and refreshments will be available post race. Sponsored by the Berkshire County Historical Society, which collects, preserves, and shares the history of Berkshire County and cares for Herman Melville’s Arrowhead, a National Historic Landmark.

    Event website ↗
  • 12pm

    The Animal Support Project Fantasy Photos (Halloween & Autumn Theme)

    Benson's Pet Center, 43 Devonshire Ave, Pittsfield · verified Sep 18
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    A $10 donation includes a 4x6 framed keepsake photo of your pet with a rotating monthly theme. Themes range from Beach Party and Patriotic to Back to School, Halloween, Thanksgiving, Christmas, and more. Since TASP is entirely volunteer run, every dollar of your donation goes directly to pets in need. This lighthearted photo experience offers a fun way to celebrate your pet while making a meaningful difference for animals.

    Event website ↗
Friday, October 23 1 event
  • 7:30pm

    A.J. Croce: "Croce Plays Croce"

    Mahaiwe Performing Arts Center, 14 Castle St, Great Barrington
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    A.J. Croce brings his Croce Plays Croce tour for an evening that celebrates songcraft across generations. A renowned singer songwriter, pianist, and multi-instrumentalist, he has built a career over three and a half decades with eleven studio albums, earning more than twenty placements on Billboard’s Top 40 across multiple genres. His performances move easily through American roots, rock and roll, blues, jazz, soul, and global influences, shaping a sound that feels both distinctive and timeless. Over the years he has appeared alongside luminaries such as Ray Charles, B.B. King, James Brown, Willie Nelson, Lyle Lovett, and Rod Stewart, experiences that enrich the stories he tells on stage. As the son of Jim Croce, he waited thirty years before embracing his father’s catalog in concert, launching this project when he found a sincere way to honor that legacy. The show blends beloved Jim Croce songs like “Operator,” “You Don’t Mess Around with Jim,” “Bad, Bad Leroy Brown,” and “Time in a Bottle” with A.J.’s own originals, tied together with storytelling, humor, and striking musicianship. Tickets range from $45 to $70, with discounts available for Mahaiwe Members and for youth.

    Event website ↗
Saturday, October 24 2 events
  • 5:30pm

    Indigo Room: Kate Kortum Quartet

    Mahaiwe Performing Arts Center, 14 Castle St, Great Barrington
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    The Kate Kortum Quartet brings modern jazz to the Indigo Room with a blend of bebop energy and Broadway flair. Tickets are $65 for general admission, and café table seating is available. A member sale will be followed by a public sale. A Juilliard-trained vocalist and the 2025 Sarah Vaughan International Jazz Vocal Competition winner, Kate Kortum has appeared at renowned rooms and festivals including Birdland, Blue Note, Mezzrow, Dizzy's Club, SXSW Festival, and Jazz at Lincoln Center. Her international touring includes collaborations with Bryan Carter, Peter Bernstein, Wynton Marsalis, and the Jazz at Lincoln Center Orchestra. Her debut album, Good Woman, reinterprets standards first written by men through bold arrangements and a distinctly female lens, and along with her follow-up, Wild Woman, has earned more than 5.1 million streams. Beyond her solo work, she performs with The Sunhouse Singers alongside June Cavlan and Joie Bianco, contributing to projects led by Bryan Carter, Charlie Rosen, Christian Wiggs, and Emmet Cohen, including an appearance on the award winning program Live from Emmet's Place.

    Event website ↗
  • 7:30pm

    Heartland

    The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201, 111 South St, Pittsfield
    See details

    Heartland brings 2000s country nostalgia, with special guest Whiskey City. Known for the chart-topping father-daughter classic I Loved Her First, the group revisits the song that has accompanied wedding aisles, milestone dances and memories for nearly two decades. Expect the swell of recognition when those opening notes ring out. Founding members Craig Anderson, his brother Todd and guitarist Mike Myerson return alongside new lead singer Lance Horton, blending familiar roots with fresh energy. Recent tunes like the reflective No Tomorrow and crowd favorite The Tractor Rolls continue their storytelling focus on family, hometown pride and everyday moments. The show moves from tender ballads to upbeat country rock, rich harmonies and a warm, nostalgic feel that aims straight for the heart.

    Event website ↗
Friday, October 30 2 events
  • 7pm

    Yoga Retreat for Women of Color: Each Other’s Harvest: Joy, Love, & Laughter

    Kripalu Center for Yoga & Health, 57 Interlaken Rd, Stockbridge
    See details

    A weekend centered on laughter, love, and joy, celebrating the abundance carried into family and community. As a shared harvest, participants come together as a collective in a welcoming space to replenish, reflect, and connect. There is room to fill personal baskets to the brim, honoring individual gifts and the strength of the group.

    Event website ↗
  • 7:30pm

    Jeff Tweedy Solo with special guest Case Oats

    Mahaiwe Performing Arts Center, 14 Castle St, Great Barrington
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    Jeff Tweedy, founding member and frontman of Wilco, performs a special solo concert featuring songs from across his wide catalog. Alongside 13 albums with Wilco, he has released five solo records, with his most recent being the 30-track Twilight Override. Case Oats opens the show. Tickets range from $55 to $85, with Mahaiwe member and youth discounts available.

    Event website ↗
Saturday, October 31 1 event
  • 9am

    North Adams Elk Lodge Craft Fair

    North Adams Elks 487, 100 Eagle St, North Adams
    See details

    A craft event at the North Adams Elk Lodge features discounts on Halloween-themed items for those seeking seasonal bargains and festive finds.

    Event website ↗
Sunday, November 1 1 event
  • 2am

    Jaguar Path Reiki

    Kripalu Center for Yoga & Health, 57 RT-183, West Stockbridge
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    Grounded in a shamanic perspective and Incan cosmology, this retreat and training at Kripalu Center for Yoga & Health invites participants to recognize their embodied bond with the Earth and the wider web of energy that reaches beyond ordinary notions of time and distance. The experience centers on Reiki as an intuitive language of Nature, first awakening personal healing wisdom, then extending that care to others, to specific situations, to places on the planet, and to the Earth as a whole. Participants receive a certification at the professional level and engage in practices designed to spark meaningful shifts in the energetic system, deepening connection with Spirit, Nature, and the Earth’s restorative qualities while stepping more fully into the role of a Reiki channel. Training highlights include the Jaguar Path Reiki Level One and Two attunements, three energetic symbols that empower innate healing capacity, and a shamanic symbol that links to the ancestral realm. Attendees learn self-healing methods and shamanic techniques such as cord cutting and drum-based work, explore natural gateways within the body and energy field, create a supportive setting, and offer a complete Jaguar Path Reiki session. The curriculum fosters sacred presence and sensitivity to the living intelligence of the symbols, introduces straightforward long-distance practices for sending Reiki beyond limits of time and location, and integrates Reiki with the Chakra Illumination practice to trace an energy pattern back to its origin and release it on every level.

    Event website ↗
Thursday, November 5 1 event
  • 4pm

    Monthly Potluck

    W A N D E R Berkshires, 34 Depot St, Pittsfield
    See details

    Rainbow Seniors and friends gather for a monthly potluck centered on shared meals, conversation, and connection. This recurring event offers a welcoming space to build community and spend time together, and it is open to all. Participants are encouraged to bring a dish to share, whether homemade or store-bought, and enjoy good company. The gathering is held at Wander Cafe, in the same building as Tito’s and Berkshire Pride. For accessible entry, use the door on the parking lot side and take the elevator to the first floor. If weather allows, the alley space may be used.

    Event website ↗
Friday, November 6 1 event
  • 7:30pm

    ThunderBeard: #1 Tribute to ZZ Top - Pittsfield, MA

    The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201, 111 South St, Pittsfield
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    ThunderBeard, billed as America’s number one ZZ Top tribute, brings Texas blues rock to life with grit, swagger, and precision. Expect big guitars, tight grooves, and the unmistakable bearded showmanship as the band salutes decades of hits. The set journeys through the blues-drenched 1970s with songs like La Grange, Waitin’ for the Bus, and Brown Sugar, then shifts into the sleek, synth-touched 1980s for Gimme All Your Lovin’, Sharp Dressed Man, and Legs. From barroom shuffles to arena-sized anthems, the performance captures the vibe, tone, and style fans know by heart, driven by energetic playing and faithful, note-true arrangements.

    Event website ↗
Saturday, November 7 1 event
  • 5:30pm

    TIW Presents "November Knockout '26"

    North Adams Recreation Center , 22 Brickyard Court, North Adams
    See details

    TIW is back with an evening of live professional wrestling at the North Adams Recreation Center.

    Event website ↗
Friday, November 13 1 event
  • 7pm

    The Path Back to You: A Kripalu Women's Retreat & Renewal Weekend

    Kripalu Center for Yoga & Health, 57 RT-183, West Stockbridge
    See details

    Hosted by Beth Reel Coaching, this women’s weekend retreat at the Kripalu Center for Yoga & Health offers time to unwind amid the late autumn beauty of the Berkshires. The experience includes guided hiking, Kripalu yoga classes, great food, a soul-centered women’s circle, and plenty of unscheduled time to rest, reflect, or explore. It is designed to help participants recenter and tune into their own rhythm alongside like-minded women. Pricing is between $600 and $1,400, based on room choice and group size.

    Event website ↗
Saturday, November 14 2 events
  • 9am

    Pretty Paws Nail Clinic

    Benson's Pet Center (Pittsfield), 43 Devonshire Ave, Pittsfield
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    Pretty Paws Professional Pet Services brings pet pampering to the Pittsfield store location, with services priced from $10 to $15.

    Event website ↗
  • 4pm

    For the Horses: Fundraiser & Premiere

    HomeFarm at Undermountain Inc., 471 Under Mountain Rd, Lenox · verified Sep 13
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    For the Horses: Fundraiser and Premiere brings together supporters of animal welfare at HomeFarm at Undermountain Inc. and features the premiere of a Women in Power episode with Bailey Youndt. Attendees can enjoy appetizers and refreshments and take part in raffles provided by other local equine non-profits. Admission is free. Attendance and donations are directed to the non-profits participating in the event, and a suggested $25 per person contribution supports HomeFarm at Undermountain, the host. These efforts help make a difference in the lives of the horses served by these organizations.

    Event website ↗
Saturday, November 21 1 event
  • 2pm

    The Little Mermen & The Princess Pals: Disney Sing Along

    The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201, 111 South St, Pittsfield · verified Sep 13
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    The Little Mermen, a celebrated Disney tribute band praised by Disney, Broadway.com, and ABC News, bring beloved songs to life with a spirited rock twist. Expect Broadway-level vocals, vibrant costumes, and a journey through a century of Disney music, from Mary Poppins and The Lion King to modern favorites like Frozen and Moana. The concert features big sing-along moments and pop and rock inspired arrangements, powered by a cast of princesses, villains, and Disney divas for a nostalgic, joy-filled experience. The group has appeared at major festivals alongside artists such as Stevie Nicks, Joan Jett, and Green Day. Families, Disney fans, and anyone ready to relive the magic are welcome. Costumes are encouraged, and singing along is part of the fun.

    Event website ↗
Thursday, December 3 1 event
  • 4pm

    Monthly Potluck

    W A N D E R Berkshires, 34 Depot St, Pittsfield
    See details

    A monthly potluck for Rainbow Seniors centers on shared food, conversation, and connection. Everyone is welcome. Participants are encouraged to bring a dish to share, whether homemade or store bought, and enjoy plenty of good food with friendly company. Weather permitting, part of the gathering may take place in the alley near Wander Cafe. It is in the same building as Tito’s and Berkshire Pride. For accessible entry, use the door on the parking lot side of the building and take the elevator to the first floor.

    Event website ↗
Sunday, December 6 1 event
  • 12pm

    The Animal Support Project Fantasy Photos (Winter Fun & Holiday Theme)

    Benson's Pet Center (Pittsfield), 43 Devonshire Ave, Pittsfield · verified Sep 13
    See details

    Make a $10 donation and receive a framed 4x6 keepsake photo of your pet. Themes rotate monthly, with options such as Beach Party, Patriotic, Back to School, Halloween, Thanksgiving, and Christmas. Because the effort is entirely volunteer-run, 100% of donations go straight to helping pets in need, turning a fun photo session into real support for animals.

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