7/9/1940 – 3/10/2019
over to Bradley Palmer to spend a morning riding with my husband or
meeting girlfriends to head out on the trail is what I love.”
Judi (Pinto) Milano, 78, of Boxford, beloved wife
of Joseph J. Dailey, passed away
March 10, 2019 in her home.
Judi’s love of life revolved around family, horses,
art, and music.
For eleven years, she entertained audiences as Cowgirl
Judi on the Rex Trailer TV show
Boomtown. Judi would handle her trick horse, Goldrush, on-stage, at
personal appearances, and in parades. After
Boomtown, competitive 100-mile
endurance riding became her challenge. Since then, she cultivated a
passion for trail and carriage driving, as a member of Essex County Trail
Association, Myopia Driving Club, and Green Mountain Horse Association.
A long-time Boxford
resident, Judi was always ready to meet friends for a ride at Bradley
Palmer State Park. Anyone riding regularly on the trails in and around
Bradley Palmer Park knows Judi. She rode the trails daily for more than
thirty years, building a knowledge of the
complex trail network like few others.
Long-time friend, Sue Knowles, describes her as a trail-riding
Always interested in challenging herself, Judi
decided to hone her talent as a watercolorist, studying with teachers in
Marblehead. Her skill, eye for subject matter, and charming aesthetic
appealed to many, and she soon was having shows and selling her work.
Judi’s artistic abilities transcended generations: Her daughter and
granddaughter are both artists, continuing her legacy.
Judi had a lifelong love of music. She fondly
remembered her father singing
James Infirmary while buttering toast as she and her sister would join
in two-part harmony while doing the dishes. Struck by the experience of
researching and singing songs of the era for her father while he lay in
hospice, Judi formed a singing duo called the Palomino Singers with her
neighbor, Carol Johnson. They entertained area senior citizens with
nostalgic songs they could relate to. Judi found these experiences to be
Judi leaves behind many horse-lovin’, stall-muckin’,
guitar-pickin’, songwritin’, trail-ridin’, dog-walkin’,
murder-ballad-singin’, lobster-eatin’, antique-shoppin’, ice-cream-lovin'
friends and family who sorely miss her.
In addition to her husband she is survived by a
daughter, Lauren Gillette and her husband Timothy Rotman of York, ME; a
granddaughter, Isabella Rotman of Chicago; a brother, Stephen Pinto and
his wife Donna of Newton; a sister, Susan Faenza and her husband Daniel of
Meredith, NH and several nephews and nieces.
Private arrangements are under the direction of the
Whittier-Porter Funeral Home of Ipswich. Memorial contributions in her
name may be made to the Essex County Trail Association, Box 358, Hamilton,
- E-mail a
condolence for family members -