Thank you!
Your support is sustaining the future of local news in our communities.

Artist Alissa DeGregorio brings her work to Roxbury and New Milford

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
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.”

Latest News

Downed power line reroutes Route 44 traffic in Millbrook

Traffic is rerouted through Franklin Ave in downtown Millbrook after a power line falls on Route 44 Saturday, May 30.

Aly Morrissey

MILLBROOK – Strong winds ripped through the region Friday night into Saturday morning, knocking down tree limbs and bringing down a power line near the intersection of Route 44 and Franklin Ave Saturday, May 30.

The downed line forced the closure of Sharon Turnpike from Hart Village Road to Franklin Ave from about 11 a.m. until 4 p.m. Saturday, according to Millbrook Police Chief Keith Dworkin.

Keep ReadingShow less

Pauline King Garfield

Pauline King Garfield

EAST CANAAN — Pauline K. (King) Garfield, 94 of 77 South Canaan Rd. formerly of East Canaan, died Sunday May 24, 2026, at Geer Village.She was the wife of the late Duane Garfield who passed August 14, 2017. Pauline was born April 3, 1932 in North Canaan, CT in the former Geer Hospital. She was the daughter of the late Charles and Rose (Van Vlack) King.

Pauline spent her career at Becton Dickinson in Canaan, after being a stay-at-home mother for many years.She was employed at Becton Dickinson for 23 years. She enjoyed bus trips with her late husband Duane to the Casinos, spending time with her family watching the grandchildren grow up. Recently she made a comment to care givers that was “wait until I see that husband of mine for leaving me here, I am going to read him the riot act.” Over the years she enjoyed many crafts, but her favorite was crocheting gifts for everyone.

Keep ReadingShow less
Wassaic Project opens new gallery space in historic Gridley Chapel
Samuelle Green turned paper, wire, and glue into a honeycombed hive at Wassaic Project’s Maxon Mills in Wassaic.
Photo by Graham Corrigan

WASSAIC — The Wassaic Project started its 2026 season in style on Saturday, May 16, with an exhibition that featured 39 artists whose work was showcased at its flagship Maxon Mills location and plans for its new space at Gridley Chapel.

The chapel, which was erected in 1873 and is located across the street from Maxon Mills, is a recent addition to the Wassaic Project.

Keep ReadingShow less
google preferred source

Want more of our stories on Google? Click here to make us a Preferred Source.

Let's hear it - May 28, 2026

Let's hear it - May 28, 2026

Last Week’s Question

What is one change you’d make to your town center to make it more welcoming?

Keep ReadingShow less
Millbrook approves Thorne Building renovations
The Thorne Building on Franklin Avenue in the village of Millbrook.
Archive photo

MILLBROOK — A long-vacant landmark in the center of the village is one step closer to a major transformation after the Planning Board unanimously approved renovation plans for the historic Thorne Building on Monday, May 18.

The project, proposed by the Millbrook Community Foundation, would convert the former school building — vacant for roughly two decades — into the new Thorne Center, a multi-use arts and community hub designed to host performances, educational programming, music instruction and public events.

Keep ReadingShow less
Memorial Day paraders brave wet weather

A ceremonial firing party honored fallen soldiers at Millerton’s American Legion on Route 44 on Monday, May 25. Legion representatives originally planned a parade down Millerton’s Main Street and a ceremony at the Veterans Park monument in front of the Methodist Church, but rain forced the events inside at American Legion Post 178.

Photo by Nathan Miller

Wet weather this past Memorial Day weekend cast a hazy drizzle over much of northeast Dutchess County, forcing holiday ceremonies inside in Millerton and Amenia.

Pine Plains and Millbrook pushed on with parades in those towns, attracting thronging crowds to Main Streets to mourn and reflect on the sacrifice of fallen soldiers.

Keep ReadingShow less
google preferred source

Want more of our stories on Google? Click here to make us a Preferred Source.

google preferred source

Want more of our stories on Google? Click here to make us a Preferred Source.