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Lenox, 10 - 11:30 a.m.
Designed for ages 0-5 and their caregivers, this program offers a morning of short walks, story time, and simple autumn nature fun. FAMILY- Requires adults AND children Cost (all ages): Members $12, Non-members $15 Where: Mass Audubon's Pleasant Valley Wildlife Sanctuary, 472 West Mountain Rd. Lenox, MA 01240 Link to register: https://www.massaudubon.org/programs/pleasant-valley/102726-tiny-trekkers-toddler-nature-time For more info: berkshires@massaudubon.org /413-637-0320
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HOUSATONIC HERITAGE WALK
Stockbridge, 10 am and 1 pm
Free; advance registration required.
Join Rich Bradway for guided walk of the campus of Norman Rockwell Museum. Explore the culturally and ecologically rich landscape that is now home to the present-day Museum. Walk along the riverbank of the Housatonic and learn about the unique geology and topography of the river and the nearby Oxbow. The walk will also address the site’s beginnings as the ancestral homelands of the Stockbridge Munsee tribe of Mohicans and will trace that history forward from the 18th century farmland era and the 19th century when the Butler family acquired the land and built a grand estate on the property to the present day as the home of the Norman Rockwell Museum. Bradway will also touch on the ongoing efforts of the Stockbridge-Munsee to maintain a connection to their Eastern homelands by returning continuously ever since their removal to protect burial sites and other cultural areas and to preserve their connections and heritage.
For more information, visit https://www.nrm.org/events/housatonic-heritage-walk-2/
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STORYTIME WITH STAY & PLAY
Becket, 10:30 a.m. to noon
Becket Athenaeum hosts a storytime from 10:30 to 11 followed by an hour of stay and play with toys, games, puzzles, and snacks for the kids, along with coffee, tea, snacks, and time for connection for the caregivers. Stop by for either or both.
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29TH ANNUAL HANCOCK SHAKER VILLAGE COUNTRY FAIR
Pittsfield, 10am-5:00pm
Free Admission for members. Artisanal crafts, live music, farm animals, craft demonstrations, Irish dancing, quilt show, carriage rides, antique car show, timber framing and more.
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ROXIE'S BARKERY CELEBRATES NEIGHBORHOOD PET STORE DAY!
, 11am-4pm
We're celebrating our 3rd annual Neighborhood Pet Store Day!
Neighborhood Pet Store Day is a day dedicated to celebrating and supporting participating independent pet stores and everything that makes shopping small in your neighborhood so special!
We're celebrating with a BIG day at Roxie's!
Raffles, huge one day only sales, prize wheel, games for prizes, earn a Bark Back Card for platinum paw savings for the next 3 months, special treat flavors, No Paws Left Behind Pup-Cup Bar fundraiser & more!
Bring your pup and come celebrate shopping small, supporting Roxie's & everything that makes our pet store so special!
*Well behaved, leashed dogs welcome.*
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QUEER CRAFTING
Pittsfield, 12:30 - 2 p.m.
Knitters, crocheters, other crafters and beyond are welcome to join us to meet with other LGBTQ+ friends old and new for a twice-a-month craft and social time at Wander Cafe, 34 Depot Street, Pittsfield, first floor.
Want to draw for an hour and a half, drink tea and chat? How about learning to knit? Need a time to finish up that project-in-process?
All ages are welcome. For more information email info@rainbowseniors.org
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CHILI & CORNBREAD NIGHT
North Adams, 4:30 to 6:30 p.m.
Chili & Cornbread Night at Blackinton Union Church!
Come enjoy a warm meal and a night of food, fellowship, and community! We’d love to have you join us on Saturday, September 26th. Come anytime between 4:30–6:30 PM.
Dinner includes:
A bowl of chili, cornbread, a cookie, and a drink. Buttered noodles option available for kids.
Adults: $10
Kids 12 & under: $5
Kids 3 & under: FREE
We’ll also have a small bake sale! Stop by the bake sale table and pick up some treats to enjoy or take home.
Blackinton Union Church
1373 Massachusetts Ave.
North Adams, MA
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CéSAR OROZCO & SONAHEAD
Great Barrington, 7 p.m.
FREE
In conjunction with Festival Latino of the Berkshires
SonAhead is the latest project of Cuban-Venezuelan pianist, vocalist, composer, arranger, violinist, and educator Cesar Orozco, who is also a 2025 Latin Grammy winner for Best Arrangement. In addition to his work on piano, arrangements, and compositions, Orozco takes center stage as the lead vocalist, marking an exciting new chapter in his career. The name SonAhead speaks to its essence: a fusion of Cuban son—a foundational genre for what we now recognize as salsa—infused with elements of modern jazz, electronic music, and Cuban timba, a vibrant style that emerged in the 1990s which has deeply influenced Orozco since his teenage years. Listeners will find echoes of legendary timba groups like NG La Banda, El Médico de la Salsa, and Isaac Delgado woven throughout the music of SonAhead.
https://mahaiwe.org/event/cesar-orozco-sonahead/
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FALL COLORS BY CANOE
Lenox, 8:30 -11 a.m.
This beginner-friendly canoe trip pairs a scenic 'leaf-peeping' experience with chances to spot wildlife that's active in the morning. Along the way, your naturalist will share how protected lands like this support wildlife habitat, connectivity, and Mass Audubon's conservation goals. ADULTS Cost: Members $59, Nonmembers $74 Where: Decker Boat Ramp, New Lenox Rd. Lenox, MA 01240 Link to register: https://www.massaudubon.org/programs/pleasant-valley/102692-fall-colors-by-canoe For more info: berkshires@massaudubon.org /413-637-0320
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BARTHOLOMEW’S COBBLE AND ASHLEY HOUSE TOUR | HOFFMANN BIRD CLUB
Sheffield, 8:30 am – 11:00 am
Join us for a special outing at Bartholomew’s Cobble, an ecologically rich landscape well-known as a hotspot for migrating birds. Following our walk, we’ll have a guided tour of the nearby Ashley House, the oldest house still standing in Berkshire County. Managed by The Trustees, this historic home, owned by Colonel John Ashley, was the site of an early call for American independence and also the home of Mum Bett (Elizabeth Freeman), the enslaved woman who successfully sued for her freedom in 1781. Join us for this special opportunity to explore the landscape of the Cobble and reflect on the profound stories that helped shape our region and nation. The trails offer easy to moderate hiking; most likely, we will be walking Ledges and Bailey Trails down to the Cottonwood Sturdy shoes are recommended Advanced RSVP required; limited to 12 participants Meet at Bartholomew’s Cobble, 105 Weatogue Road, Sheffield Register here: https://hoffmannbirdclub.org/events/bartholomews-cobble-and-ashley-house-tour-2/
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HARVEST & RUST
Dalton, 8pm
Harvest & Rust returns to the Stationery Factory
Widely regarded as one of the premier Neil Young tribute bands in the Northeast USA, Harvest & Rust is celebrated for its stirring, deeply authentic performances. Each show is a thoughtfully curated journey through Young’s remarkable catalog, drawing from his solo career as well as his work with Buffalo Springfield and Crosby, Stills, Nash & Young.
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FRIENDS OF THE NORTH ADAMS PUBLIC LIBARY BOOK SALE!
North Adams, 9:00am-3:00pm
Browse a wide selection of items including books, DVDs, CDs, puzzles, games, and homemade baked goods. Proceeds support the North Adams Public Library programs and community initiatives. St. Elizabeth's Parish Center, 70 Marshall St.
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LEE LIBRARY: AUTHOR TALK
Lee, Noon
Local author Lara Tupper will discuss her book Off Island at the Lee Library, 100 Main St., Lee, on Saturday, September 26th at 12pm. The event is free. Registration is recommended, but not required. To register, please contact the Lee Library at (413) 243-0385 or sign up at the Circulation Desk. leelibraryma.org
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Adams, 1 to 4 pm
Quaker Meeting House, Maple Street Cemetery, Adams, Mass.
Sundays,1 to 4 p.m., July 5 to Oct. 11: Free tours of the 1782 meeting house, place of worship of the family of Susan B. Anthony, born in Adams in 1820. www.adamshistorical.us
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LOCAL LOVE ARTS FESTIVAL
Pittsfield, 10 a.m. to 3 p.m.
The inaugural Local Love Arts Festival will take place on Sunday, September 27, 2026, from 10:00 am to 3:00 pm at The Common in Downtown Pittsfield. Local artists will take center stage — showcasing their work, connecting with new audiences, and reminding our community that some of the region’s most talented creators are right here in our own backyard.
The event will celebrate the incredible talent of Berkshire County’s artists while creating a vibrant Downtown experience filled with art, music, food, family activities, and community. Visitors will enjoy 20+ artisanal vendor booths, the Berkshires Jazz Summer Showcase, food and beverages, a children’s activity area with free face painting and balloon twisting, sidewalk chalk art with Pittsfield Parks and Rec, and interactive arts experiences throughout the day. Hot Plate Brewing Co. will host an exclusive beer and wine garden with a view of the Main Stage.
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29TH ANNUAL HANCOCK SHAKER VILLAGE COUNTRY FAIR
Pittsfield, 10:00am-5:00pm
Free Admission for members. Artisanal crafts, live music, farm animals, craft demonstrations, Irish dancing, quilt show, carriage rides, antique car show, timber framing and more.
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BIRDING & BIKING ON THE ASHUWILLTICOOK RAIL TRAIL | HOFFMANN BIRD CLUB
Cheshire, 7:30 am – 11:00 am
Join us as we search for migrating fall birds while bicycling along the paved Ashuwillticook Rail Trail. The trail is very low grade and paved. Meet in Cheshire at Farnam’s Causeway Road. This is north of Whitney’s Farm & Garden Center, mid-way down Cheshire Reservoir. What to bring: a bike, helmet, binoculars, water, and a snack if you would like. The trip will go north to the “Jungle” and back (approximately 6 miles) If you wish, you may bring a lunch. You can leave it in your car in a cooler while you bike. There are picnic tables and facilities at Farnam’s Crossing. Please RSVP below https://hoffmannbirdclub.org/events/birding-biking-on-the-ashuwillticook-rail-trail-2/
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Lenox, 9:30 - 10:30 a.m.
Renowned cellist Jan Vogler, through a partnership with the Birch Festival, will perform excerpts from Bach’s Cello Suites in Pleasant Valley's historic barn, set against the natural beauty of Pleasant Valley Wildlife Sanctuary. ADULTS & FAMILIES Cost: FREE
Where: Mass Audubon's Pleasant Valley Wildlife Sanctuary, 472 West Mountain Rd. Lenox, MA 01240
Link to register: https://www.massaudubon.org/programs/pleasant-valley/104320-bach-birds
For more info: berkshires@massaudubon.org /413-637-0320
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Becket, 10-11 a.m.
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LEE LIBRARY: YOGA NIDRA
Lee, 4:00 pm
Kathleen Kraft will guide participants through the chair-based practice of yoga nidra, a restful and rejuvenating meditation. This free class takes place at the Lee Library, 100 Main St., Lee on Tuesday, September 29th at 4pm. Registration is required. Please contact the Lee Library at (413) 243-0385 or sign up at the Circulation Desk. leelibraryma.org
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Becket, 10-11 a.m.
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MAH JONGG MEETUP
Becket, 2-4pm
Join friends and neighbors for a fun afternoon of Mah Jongg! We are no longer offering Beginners Lessons but will continue to offer two intermediate/experienced tables. Please bring your own tiles and 2026 National Mah Jongg League cards if you have them. A limited number of cards will be available to use. We’ll confirm the day before whether we have enough players for a game. There is a bonus date every 3rd Thursday from 6-8pm (during Game Night). Registration required.
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LEE LIBRARY: AUTHOR TALK
Lee, 4:00 pm
Michael Ponsor, author and US district judge, will speak at the Lee Library, 100 Main St., Lee, on Wednesday, September 30th at 4pm. He will discuss his work as a judge and an overview of how he came to write Point of Order and other novels. The program will include a reading of an excerpt and questions and discussion. The event is free. Registration is recommended, but not required. To register, please contact the Lee Library at (413) 243-0385 or sign up at the Circulation Desk. leelibraryma.org
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PAINT & SIP WITH LOU
New York, 5:30 p.m. - 7:30 p.m.
Be daring: Paint an Original Keith Haring
The Hudson River School will be back in historical hues at the piquant patio of CL. We will be exploring the style and substance of Keith Haring and then create our own canvasses in various dimensions all the while indulging in sumptuous vino. Count on convivial conversation and off the charts creativity. Canvasses, paint and brushes and palettes will be provided. You take the dare. We gotcha.
Wednesday Sept. 30
5:30 - 7:30 p.m.
$25 for Non-Members | Free for Members
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BERKSHIRE SINGS! FALL CONCERT: TIMELESS MELODIES
Great Barrington, 6:45 pm
Enjoy an evening of community and music at this benefit show. This is a fundraiser for the Berkshire Sings! group that meets weekly at Berkshire South. Featuring: Robert Kelly and Berkshire Sings! Adults: $10
Children 5-13: $5
Children Under 5: Free Tickets available online or at the door. Visit berkshiresouth.org/community-adult
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MORNING MUSHROOM HIKE
Lenox, 8 - 9:30 a.m.
Early fall is one of the best times to notice fungi—and the variety can be surprising. This beginner-friendly hike explores the basics of mushroom identification and introduces the many roles fungi play in healthy forests. ADULTS Cost: Members $15, Nonmembers $20 Where: Where: The Mount, Edith Wharton's Home, 3 Plunkett St. Lenox, MA 01240 Link to register: https://www.massaudubon.org/programs/pleasant-valley/102693-morning-mushroom-hike For more info: berkshires@massaudubon.org /413-637-0320
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Lenox, 4:00 PM-6:30 PM
An evening canoe trip through peak fall foliage on the Housatonic River, timed for the golden hour and the best wildlife-watching of the day. ADULTS Cost: Members $59, Nonmembers $74 Where: Decker Boat Ramp, New Lenox Rd. Lenox, MA 01240 Link to register: https://www.massaudubon.org/programs/pleasant-valley/103551-golden-hour-by-canoe For more info: berkshires@massaudubon.org /413-637-0320
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GOLDEN HOUR BY CANOE
Lenox, 4:00 PM-6:30 PM
An evening canoe trip through peak fall foliage on the Housatonic River, timed for the golden hour and the best wildlife-watching of the day. ADULTS Cost: Members $59, Nonmembers $74 Where: Decker Boat Ramp, New Lenox Rd. Lenox, MA 01240 Link to register: https://www.massaudubon.org/programs/pleasant-valley/103551-golden-hour-by-canoe For more info: berkshires@massaudubon.org /413-637-0320
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AN EVENING WITH DAVID SEDARIS
Pittsfield, 7:30 p.m.
David Sedaris, one of America’s preeminent humor writers, is bringing his sardonic wit and incisive social observation to The Colonial Theatre! For tickets and more information, please visit berkshiretheatre.org.
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Lee, 4:00 pm
Yoga Lee Studio will be teaching a chair yoga class at the Lee Library, 100 Main St., Lee, on Friday, October 2nd at 4pm. This free class will be taught by a registered yoga teacher. Registration is required. Please contact the Lee Library at (413) 243-0385 or sign up at the Circulation Desk. leelibraryma.org
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