Artist Alissa DeGregorio brings her work to Roxbury and New Milford

Alissa DeGregorio, a New Milford -based artist and designer, has pieces on display at Mine Hill Distillery.
Agnes Fohn


Alissa DeGregorio, a New Milford -based artist and designer, has pieces on display at Mine Hill Distillery.
When I’m designing a book, I’m also the bridge between artist and author, the final step that pulls everything together.
— Alissa DeGregorio
A visit to Alissa DeGregorio Art, the website of the artist and designer, reveals the multiple talents she possesses.
Tabs for design, commissions, print club, and classes still reveal only part of her work.On the design page are examples of graphic and book design, including book covers illustrated by DeGregorio, along with samples of licensed products such as coloring pages and lunch boxes, and examples of prop design she has done for film.
The commissions tab includes samples of her pet and house portraits, as well as a new endeavor: wedding bouquet portraits.
“I love painting flowers and it’s a great way to forever preserve such an iconic part of a bride’s special day,” she said.
A shopping tab offers paintings, prints, and calendars for purchase.
Other tabs highlight the classes she teaches at the New Milford Public Library and another new venture:
“I’m starting a print club called ‘Root & Wing’. Each month, I’ll release an animal - or plant-themed – painting as a mailable 5-by-7 print with an accompanying information sheet, meditation and herbal recipe. People can purchase just one month or subscribe for the year,” DeGregorio explained.
DeGregorio considered a career in music.“My dad was a musician, always playing trumpet, piano, guitar or saxophone. As a teenager, I took quickly to the guitar and began writing my own songs, performing on my own and with a band. I thought music would be my path until my mid-twenties, when my focus switched to art.”
She recalls a childhood surrounded by art. “My mom was also an artist, creating detailed pen-and-ink drawings. Artist was the first thing I knew I wanted to be when I grew up and it was never discouraged. As a little kid, I would draw beside her, sculpt with homemade play doh, craft, crochet or paint.”
After graduating from high school in New Fairfield, Conn., and attending Naropa University in Colorado to pursue fine arts and Buddhism for a time, she returned to Connecticut to finish her degree at Western Connecticut State University. “When I was close to completing an illustration BA, a professor encouraged me to stay the extra year and double major in graphic design.”She said the extra time gave her “a strong foundation in design and storytelling. Experience in so many different creative fields has guided my practice and allowed me to pursue many avenues of art-making.”
Her mother, besides being an artist herself, runs Storybook Arts, an agency representing children’s book illustrators. DeGregorio has sometimes helped out. “I’ve always loved children’s illustration; there’s nothing better than a beautifully illustrated story. I had an insider’s eye to the nuts and bolts of the illustration business early on, and that taught me about pricing, contracts, the illustration process and also how to be business savvy but kind.”
DeGregorio likes working with authors who self-publish.She has done this both as a designer and an agent. “When I’m designing a book, I’m also the bridge between artist and author, the final step that pulls everything together. A good agent not only keeps track of timelines and contracts but is a supportive and encouraging ally to the artists they represent.”
An interesting aspect of her many talents is creating props. “I’ve done some prop work for TV and movies, such as handwritten lyric sheets for the upcoming Michael movie, or document and book props for Stranger Things. Those are fun for the wow factor!” she explained.
Of the classes she teaches, she said, “Teaching is enjoyable in that I’m helping to inspire people to have confidence in their own creativity. Watching students leave my classes feeling more joyful is its own reward.”
“I’ve been teaching adult painting classes at the New Milford Public Library for about four years now. I recently taught a series focusing on painting emotions. We talked about what the emotion meant to us, and how to represent that visually. For kids, I try to focus on process art and skill building through an activity, like designing a mythical map or board game, or Herve Tullet-style workshops.” DeGregorio has several classes ongoing through the summer.
DeGregorio’s paintings are on display at Mine Hill Distillery in Roxbury, with an artist reception on May 2 from 5 to 7 p.m. Her husband’s band, Gumbo, will play at the reception.
From May 15 to 17, DeGregorio will be at Goat Days in New Milford, where she will have art for sale.
To find out more about Alissa DeGregorio Art and all that she offers, go to alissadegregorio.com.A link to sign up for classes is also available on the site.
DeGregorio feels fortunate to have followed a path to being an artist. “I love it all and can’t believe some of the things I’ve gotten to do. I look forward to what the future may hold.”
Graham Corrigan
North East Town Hall will be open on Thursday, July 2, for people who need a cool place to sit and sip water. The Town Hall is located at 19 N. Maple Ave. in Millerton.
Community cooling centers are opening across Dutchess County as extreme heat brings temperatures into the high 90s.
Many libraries, town halls and community facilities are serving as cooling centers, offering air-conditioned spaces, drinking water and restrooms. Temperatures are expected to reach triple digits in some areas of the county this week.
The centers will not be open this weekend. All locations will be closed on Saturday, July 4, and Sunday, July 5, for the holiday weekend.
Northeast-Millerton Library, located at 28 Century Blvd., will be open and air-conditioned during its normal business hours — 11 a.m. to 6 p.m. — Wednesday, July 1, to Friday, July 3. The North East Town Hall, at 19 N. Maple Ave., will be available as a cooling center Wednesday, July 1, and Thursday, July 2, between 9 a.m. and 5 p.m.
The Pine Plains Community Center, located at 7775 S. Main St. above the Pine Plains Free Library, will be open 24 hours a day from Wednesday through Friday. The Free Library downstairs is open noon to 6 p.m Friday, and Town Hall, at 3284 Route 199, is open 8 a.m. to 3 p.m. on Wednesday and Thursday.
The Stanford Free Library, located at 6035 Route 82, will be open Monday through Friday from 9 a.m. to 7 p.m., and Stanford’s Town Hall at 26 Town Hall Rd is available from 8 a.m. to 1 p.m. on Monday through Friday.
Extreme heat can cause dehydration and heat stroke. Residents are encouraged to remain inside or under shade whenever possible and drink plenty of water.
D.H. Callahan
On Thursday, June 25, a collection of eager art enthusiasts gathered at Olana State Historic Estate in Hudson to kick off the seventh annual Upstate Art Weekend (UAW).
Helen Toomer, founder, was joined by sculptors Ellen Harvey, Jean Shin and Gabriela Salazar to discuss their work and the legacy of painter Frederic Church. Church, whose 200th birthday is being celebrated this year, is widely credited as one of the founding members of the Hudson River School of painting. The discussion took place at Olana, Church’s grand estate, where the three artists’ installations are on view.
Church’s status as an early environmentalist was mentioned repeatedly during the conversation. Shin’s sculpture “Fallen,” which graced the lawn next to the estate’s main house during last year’s event, featured a fallen hemlock tree trunk planted by Church over 150 years earlier which had been wrapped in tanned leather. She described the work as a direct reference to Church’s experience witnessing the eradication of the area’s hemlocks as the leather tanning industry wreaked havoc on the natural environment of the Hudson Valley in the mid-19th century.
The relationship between art and the environment wasn’t isolated at Church’s former home. Instead, it seemed to be found all over UAW.
Now in its seventh year, UAW works to take the art world out of the city. At its best, the weekend gives artists and curators the opportunity to interact with unfamiliar environments. Just as often, however, it serves as a literal escape, allowing New York City galleries to bring works to pop-up spaces assembled for the express purpose of displaying fine art. The “Loading…” group show in Hudson did just this.
Transplanting six New York City galleries into an intimate event space, “Loading…” featured a wide variety of artists from around the globe. Sheroanawe Hakihiiwe, an Indigenous artist from Venezuela, takes ancient practices and translates his observations of the Amazon into minimalist works. Michael Assif’s “Plant a Weed” highlights the human impact on a natural landscape while feeling like a marshmallow dream. And Margaret Curtis’ “ ‘S ” uses the backdrop of a Hudson River School-style sunset to highlight the chaos of today’s state of the American dream.
The flip side of this art-world field trip is the variety of makeshift galleries in the garages and barns of the Hudson Valley. Places like Ugly Mud Studios and Ten Barn Farm, both in Ghent, along with Foxtrot Farm and Flowers in Stanfordville, housed unexpectedly refined exhibitions. These venues all integrate sustainable practices into their business: Foxtrot is a regenerative flower farm, Ugly Mud uses locally sourced clay, and Ten Barn Farm operates a farm-to-table restaurant called The Kitchen.
But at the end of the day, UAW is about getting the art world into the wild. So it was no surprise to see a panoply of eye-catching outfits, and out-of-this-world works at Art Omi, the sculpture and architecture park in Ghent, on Saturday evening. Complete with avant-garde ambient operatic metal, the Summer Kickoff event served as a testament to the continued growth of UAW. It seems the seeds that Toomer and her collaborators planted seven years ago are flourishing, with no signs of slowing down.

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Natalia Zukerman
Mickalene Thomas and Delano Dunn at Wassaic Project.
Before “Echoes in the Margin,” Delano Dunn’s new solo exhibition at Troutbeck in Amenia opened, the artist sat down with curator and artist Mickalene Thomas for a conversation at the Wassaic Project on Wednesday, June 24. Their wide-ranging discussion offered an intimate look into Dunn’s practice while situating the work within broader questions of history, memory and representation.
Presented by the Wassaic Project, the exhibition brings Dunn’s richly layered paintings into conversation with Troutbeck itself, the historic estate long associated with artists, writers and civil rights leaders, including W.E.B. Du Bois, Langston Hughes and many more.
Thomas, an artist whose multidisciplinary practice spans painting, collage and installation, first met Dunn when she was his graduate adviser at the School of Visual Arts. “I think your work needs to be out there more,” she said, noting the urgency of this collection in the current socio-political moment.
Dunn’s layered collages often begin with an image unearthed from flea markets, used bookstores and forgotten archives.
“I go to secondhand shops, old bookstores, any place that looks like it has history in it,” he said.
Sometimes, he explained, an image becomes the centerpiece of a work. Other times it simply sparks an idea.
“There’ll be an idea that pops into my head. I’ll read something or hear music or a lyric, and then I’ll think, ‘I’ve got to find an image that matches that.’”
His color palette also carries its own history.
“I grew up in L.A. during the L.A. riots,” Dunn said. “I would sit on my porch as a kid. I was watching the neighborhood burn, but the sky was beautiful.”
He still paints with those saturated blues, reds and oranges.
“Color can transport you. Color can make you feel safe, or happy or scared,” he said. “Those colors made me feel safe.”
For Dunn, Troutbeck’s own layered history became an active part of the work. Learning that the estate had hosted W.E.B. Du Bois, Langston Hughes, Ida B. Wells and generations of civil rights leaders informed his direction.
Dunn was given access to Troutbeck’s archives and found handwritten notes by Langston Hughes, and writings by Du Bois and Wells that found their way into the exhibition.
“There was a letter between Amy Spingarn and Martin Luther King Jr.,” Dunn recalled. “To be in its presence and hold it... you don’t see communication like that every day.”

Much of Dunn’s work invites viewers to dig deeper into history rather than accept simplified narratives.
“I want them to look at it and go, ‘Wow, this is really amazing and interesting and colorful and beautiful,’” he said. “And then I want them to be terrified shortly after that.” He accomplishes this through bold, colorful, and often playful compositions that draw the viewer in before revealing their more complex historical underpinnings. As Thomas wrote, “Dunn’s compositions invite viewers to sit within that tension and take it in.” That impulse toward deeper investigation extends to Dunn’s own children, who are often his first audience.
“They’ll ask, ‘What is this? Why does this person look the way they look? Why are you using that color? Why are you using glitter?’”
Those conversations, he said, become lessons in looking beyond appearances.
Thomas framed collage itself as a kind of storytelling practice —“the gathering of information… piecing things together”—and praised Dunn’s ability to translate research, memory and visual pleasure into a unified language. She also underscored the importance of creative joy in the process. “If you’re going to your studio and you’re not having fun,” she said, “you shouldn’t be doing it.”
Dunn said one of the biggest misconceptions he hopes to challenge is the idea that there is a monolithic Black experience.
“There are so many different perspectives out there. This is just one of them,” he said. In the same breath, Dunn said he adopts the label “Black artist” because “it would make my Grandpa proud.”
The nearly two-hour conversation shifted seamlessly between humor and history, studio practice and social commentary, ultimately returning to what both artists believe art can accomplish: encouraging curiosity, complicating familiar stories and inviting viewers to question what they see.
As Dunn put it, “History is so much more nuanced than what we’re taught. There’s so much more going on below the surface.”
D.H. Callahan
Scott Siegler at his home in Sharon.
Scott Siegler is bored of success stories. But Scott Siegler has had the kind of successful Hollywood career that people write books about.
Before he was 30, he’d earned three degrees. Before he moved to Hollywood, he’d already won an Emmy for one of the nine documentaries he directed and produced. Before he helped launch Netscape, bringing the Internet to the public, he’d already started his own Hollywood studio.
Siegler’s had a lot of success in his life, but he’s not going to talk about it unless you ask him directly. He’ll reluctantly tell you about defending “Married… With Children,” the longest-running live-action sitcom ever aired on Fox, when groups of concerned parents tried to get it banned from Television. But bring up a real struggle, like the time he led the board of Pandora through 25 unprofitable quarters, and he lights up. The challenges thrill him more than the successes ever could.
Now, after spending a lifetime rising to business challenges of every stripe, he’s settling into a more creative role. According to his longtime friend David Chase, creator of “The Sopranos,” it’s about time. Chase, who wrote the foreword to Siegler’s debut book, “Mobsters in the Mansion,” reminisces about meeting Siegler over 40 years ago. While Siegler had all the business sense of a top executive, Chase could tell that there was something wilder and more mischievous than the average Hollywood suit.
That mischief springs to life on the pages of“Mobsters in the Mansion.” The loosely autobiographical collection dives into the humor of hubris and failure. The stories unfold chronologically, from adolescence to midlife, but the characters don’t adhere to any timeline. Instead, Siegler uses new people and perspectives to personify the stories he tells, allowing readers to immerse themselves in the emotional truth of the experiences rather than the particulars of one life.
Writing fictionalized stories based in reality freed Siegler from writing the truth. He believes the heart of the story is what matters more than the literal details. “It’s true,” he claimed during a conversation about his book, “but that doesn’t mean it actually happened.”
On Tuesday, July 7 at the Scoville Memorial Library in Salisbury, Siegler will appear in conversation with renowned journalist Brian Ross. Ross has won six Peabodys, six duPont-Columbia Awards and is the author of the New York Times bestseller, “The Madoff Chronicles.” His career in journalism — a profession that leaves little room for creative liberties — should provide an intriguing foil to Siegler’s relationship with the truth.
To register for the event, visit scovillelibrary.org
Millerton News
Crescendo, the Lakeville-based nonprofit specializing in early and rarely performed classical music, is taking a deep dive into the works of Johann Sebastian Bach this summer as artistic director, Christine Gevert, explores the genius of one of history’s greatest composers through a series of public masterclass workshops at Saint James Place in Great Barrington. More information at crescendomusic.org.

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