- Stockbridge Chamber of Commerce, Stockbridge Library, Stockbridge Police & Fire Departments, and Stockbridge Coffee & Tea present the Halloween Parade and Pumpkin Walk. It will take place on Friday, October 30, 2026, at 6pm. Marchers will meet at the corner of Main & Pine Street at 6:00 p.m. and march up Main Street to the front lawn of the Stockbridge Library for cider and donuts. The pumpkin walk-about with lighted pumpkins carved by local businesses and area children is at the library. The fire truck will be stationed there also. A Halloween story time will take place at 6:30pm and Drop-in Halloween crafts inside the library from 6:00-7:30 pm. In case of rain, the parade will be cancelled, and activities will take place in the library.
Children and businesses interested in showcasing a Jack-O-Lantern of their own should drop them off at the library any time before 5:30pm October 30. (The library staff will light them and provide candles). You can take them home at the end of the evening.
For more information, contact the Stockbridge Chamber of Commerce.
- Berkshire Natural Recourses Council presents Autumn Awe Walk, Alford Springs, Alford, Saturday, October 17, 9:00 am – 11:00 am
Click here for more information
Witches on the Water Event & Fundraiser, Stockbridge Bowl, Stockbridge, Sunday, October 18, 1:00 pm — 3:00 pm
Click here for more information
Joint Hike with OLLI, Olivia’s Overlook, Lenox, Wednesday, October 21, 9:30 am – 11:30 am Click here for more
- Norman Rockwell Museum presents American Stories Curator Talk: Black Excellence and Everyday Life, October 23, 9:30am
https://www.nrm.org/events/american-stories-curator-talk-black-excellence-and-everyday-life
American Stories Curator Talks
Spend a morning with our curators exploring Norman Rockwell Museum’s expansive and thought-provoking exhibition commemorating 250 years of America. Each session will focus on a theme drawn from the exhibition. This program occurs before public opening hours, providing a unique opportunity for reflection and enjoyment of the exhibition.
Black Excellence and Everyday Life: Russell Lord, Chief of Curatorial Affairs will discuss how Black artists – -including contemporary illustrator Kadir Nelson, history painter Charles Lilly, and legendary American photographer James Van Der Zee, represent the dignity, struggles and pride of Black Americans. Lord will also look closely at the work of Robert Carter, Bryan Collier and Melvin Edwards who used their art to educate and speak out for political change and social justice.
$20 plus admission; $10 Members
Upper-level Members get free tickets: 2 for Gallery Guild Level and 4 for Artist’s Forum Level.
Limited space: reservations recommended.
- Stockbridge Library: Join us Saturday, October 17 at 3pm, for a compelling and timely author talk on Tom Rosenstiel’s latest book, The Next Journalism: How the Press Must Change To Serve Democracy. After the author talk, books will be available to purchase.
- Preservation Mass presented 2026 Historic Preservation Summitt: How to Save a Building, October 15 (today) in Dover MA.
2026 Historic Preservation Summit: How to Save a Place. Historic preservation advocacy takes coalitions, compelling arguments, a clear understanding of the rules, and the resilience to push forward when obstacles arise. This one-day intensive presents four sessions built around real-world strategies you can bring home and put to work immediately. You’ll leave with a toolkit, a deeper understanding of the advocacy landscape, and a network of fellow preservationists who are facing the same challenges. Afternoon networking rounds out the day. Limited scholarships available.
For all those interested in this tough and rewarding work, we missed it, BUT contact info@preservationinc.org to request the materials.

