The B’s Fall Issue Launch Party
November 5, 2025
When we put cookbook author, culinary star, and Hillsdale neighbor Dan “Grossy” Pelosi on the cover of our Fall issue, we knew a celebration was in order.
Step into The Scene—Berkshire galas, fundraisers, openings, and parties, captured with photos and stories from the region’s most vibrant events.
When we put cookbook author, culinary star, and Hillsdale neighbor Dan “Grossy” Pelosi on the cover of our Fall issue, we knew a celebration was in order.
Greenagers’ 2nd Annual Summer Gala celebrated the commitment and creativity of Greenagers youth while raising vital funds to continue creating opportunities for young people. Thanks to our youth crew members and students for sharing their experiences, and to the community that showed up to support them.
The annual Summer Gala in the Village was a spectacular evening with horse-and-carriage rides, cocktails and music in the garden, a stunning sunset off the Round Stone Barn, a delicious dinner, and a night full of stars.
PS21’s annual gala welcomed more than 200 guests to its Pavilion Theater, raising $330,000 in support of programming. The evening honored Francis J. Greenburger with the inaugural PS21 Polestar Award, presented by Senator Kirsten Gillibrand and Assemblymember Didi Barrett. Guests enjoyed cocktails, dinner, an auction, and performances, with Parker Posey and Marina Abramović among those in attendance.
WAM’s elegant brunch featured a performance of songs from Silhouettes, a brand-new musical by Jordan Ealey with music by Ari Afsar. The benefit celebrated the nonprofit’s work at the intersection of art and activism, where women and girls have equal opportunities and equal access to learning, earning, expression, and aspiration.
This year’s celebration honored patrons of the arts Carrie and David Schulman, and featured a special performance by Broadway’s Leslie Rodriguez Kritzer. The evening’s record-breaking proceeds will support BSC’s area of greatest need and its Education Fund, which includes the Playwright Mentoring Project, now in its 25th year.
When we put cookbook author, culinary star, and Hillsdale neighbor Dan “Grossy” Pelosi on the cover of our Fall issue, we knew a celebration was in order.
Greenagers’ 2nd Annual Summer Gala celebrated the commitment and creativity of Greenagers youth while raising vital funds to continue creating opportunities for young people. Thanks to our youth crew members and students for sharing their experiences, and to the community that showed up to support them.
The annual Summer Gala in the Village was a spectacular evening with horse-and-carriage rides, cocktails and music in the garden, a stunning sunset off the Round Stone Barn, a delicious dinner, and a night full of stars.
PS21’s annual gala welcomed more than 200 guests to its Pavilion Theater, raising $330,000 in support of programming. The evening honored Francis J. Greenburger with the inaugural PS21 Polestar Award, presented by Senator Kirsten Gillibrand and Assemblymember Didi Barrett. Guests enjoyed cocktails, dinner, an auction, and performances, with Parker Posey and Marina Abramović among those in attendance.
WAM’s elegant brunch featured a performance of songs from Silhouettes, a brand-new musical by Jordan Ealey with music by Ari Afsar. The benefit celebrated the nonprofit’s work at the intersection of art and activism, where women and girls have equal opportunities and equal access to learning, earning, expression, and aspiration.
This year’s celebration honored patrons of the arts Carrie and David Schulman, and featured a special performance by Broadway’s Leslie Rodriguez Kritzer. The evening’s record-breaking proceeds will support BSC’s area of greatest need and its Education Fund, which includes the Playwright Mentoring Project, now in its 25th year.
This year’s theme, A Midsummer Night’s Dream, transported attendees into Shakespeare’s play with theatrical performances, interactive activities, and an atmosphere that immersed guests in the magic of the Garden’s high season. Proceeds directly support BBG’s efforts to expand access to nature-based education for local children.
Close to 600 attendees gathered for a reception, held at the Castle Street freight yard, and a performance by Broadway star Aaron Tveit inside the historic theater. Gala donations and ticket sales raised $400,000 to support the nonprofit’s general operations. An additional $160,000 from the event’s paddle raise will support the Mahaiwe’s intimate new Indigo Room venue.
The 2025 Summer Celebration was a record-breaking success, coinciding with a memorable Shed performance of Romeo and Juliet, with music by Prokofiev and stage direction by Bill Barclay. Boston Symphony Orchestra Music Director Andris Nelsons conducted. Cocktails, dinner, and after-party were held in tents behind Highwood Manor.
Catch a glimpse of the season’s most dazzling gatherings—from elegant galas to community fundraisers—that brought people together across the Berkshires in support of art, culture, and connection.
From BIFF’s Berkshire Bank Announcement Party in Lenox to Images Cinema’s Red Carpet fundraiser in Williamstown, Berkshire events celebrated arts, film, and community with style this spring.
The B Fall Issue Launch Party, TEDx Berkshires, Norman Rockwell Firehouse Celebration, and LitNet’s Celebration of Friends lit up the Berkshires with community, culture, and creativity this season.
Step inside Berkshire’s summer galas and garden parties—from The Mount and Tanglewood to the Berkshire Museum, Naumkeag, and more. Highlights include Yo-Yo Ma, dazzling soirées, and community celebrations across the region.