Lucinda “Cindy” Hollingsworth Holbrook, 85, Died; Greens Farms Resident, Skier, Model
Lucinda “Cindy” Hollingsworth Holbrook, 85, of Oak Bluffs, Massachusetts, passed away peacefully on October 19th, 2022 surrounded by her children. She was born July 28, 1937 in Greenport, New York to the late Elizabeth (Morrell) and R. Lee Hollingsworth.
Cindy led an interesting and adventurous life. Shortly after graduating from high school in 1955, she walked into the Eileen Ford modeling agency and was signed on the spot. Within a year, she was one of the most sought-after models, even gracing the covers of Vogue and Glamour in the same month. Her career as a top fashion model during the 1950s and 1960s (under her maiden name Lucinda Hollingsworth) offered her the opportunity to travel the world and work with the top fashion photographers of the time such as Horst, Avedon, Radkai, Rawlings, Dambier and Kublin, among others. During Cindy’s prolific career, she appeared on the covers of Vogue, Glamour, Mademoiselle, Charm, McCall’s, Sports Illustrated, and numerous other publications. In addition to her editorial work for these magazines, she was featured in major advertising campaigns for a variety of companies including Monet Jewelry, Revlon, Chanel, Balmain Parfums, Gilbey’s Vodka and Tricosa knitwear. Cindy was a memorable face of her generation, working alongside other top models including Suzy Parker, Jean Patchett, Delores Hawkins, Dovima, and Carmen Dell' Orefice.
After retiring from modeling, Cindy married and raised her three children in Greens Farms, Connecticut while still finding the time to pursue her varied interests and volunteer work. As bright, charming and funny as she was beautiful, Cindy was also very creative and accomplished when she set her mind to something. Having learned to sew at a young age, Cindy excelled at designing and making her own clothing, which always had a unique flair. She continued her education in fashion by attending design classes at Parsons. Another lifelong passion was gardening. She was a member of the Sasqua Garden Club and served a term as President from 1989-1991. Especially in her later years, she could be found most days working in her garden.
Cindy loved antiquing and once spent a three-week trip in England with a good friend visiting antique shops – a large freight container of her finds followed her home. She used her knowledge of antiques as Co-Chair of the Antiques Committee at the Fairfield Women’s Exchange, an organization that she enjoyed supporting for many years. Cindy also loved interior design and architecture. She designed, furnished and landscaped three wonderful houses in her last 30 years. Cindy’s favorite sport was skiing. She was an elegant and graceful skier who logged more than 2 million vertical feet of off-piste helicopter skiing with CMH in the Canadian Rockies over her lifetime. As elegant as she was grounded, Cindy was never afraid to get her hands dirty and was always building or fixing things in her woodshop. She probably owned more power tools than most men. Her family would routinely find things around the house that she “MacGyvered” with a bit of string or duct tape.
A long-time summer resident, Cindy moved to Martha’s Vineyard full-time in 2018. She worked as a volunteer at the Chicken Alley Thrift Store and joined a bridge group where she made some very good friends. Her marriage to George W. Holbrook, Jr. ended in 1994. She is survived by her three children, Megan Holbrook (Eric Vogel), Amy Holbrook and John Holbrook, and her brothers George (Teresa) Hollingsworth and John (JoAnn) Hollingsworth, as well as 14 nieces and nephews. She was preceded in death by her parents and her brother C. Thomas Hollingsworth. A memorial service will be held in Westport, Connecticut on December 3rd at 1 pm at the Greens Farms Church. A private family burial in Cutchogue, New York will follow. In lieu of flowers, please consider a donation to the Connecticut or Massachusetts Audubon Society.
Morning Weather Report
Today
Sunny, with a high near 68. North wind 5 to 7 mph.
Tonight
Clear, with a low around 46. Calm wind.
Tomorrow
Sunny, with a high near 64. Light and variable wind.
Tomorrow Night
Mostly clear, with a low around 46. Calm wind.
November RTM Meeting: School Administrators Contract Approved and Capital Projects Funded
November 1st, 2022 Agenda & Results
Westport’s Representative Town Meeting met in the Town Hall Auditorium for a session beginning at 7:30 and adjourning at 8:36 in the evening.
1. To take such action as the meeting may determine, upon the recommendation of the Board of Education, to not reject the agreement between the Westport Intermediate Administrators Association and the Board of Education for the period covering July 1, 2023 to June 30, 2026. Unanimously Approved by all present RTM members.
2. To take such action as the meeting may determine, upon the recommendation of the Board of Finance and a request by the Superintendent of Schools, to approve an appropriation of $831,000.00 for FY22-23 Capital Projects. Unanimously Approved by all present RTM members.
3. To take such action as the meeting may determine, upon the request of 3 RTM members, to adopt an ordinance restricting the use of gas-powered leaf blowers in Westport. (First reading. Full text available in the Town Clerk's Office).First reading completed; expected vote will take place in January
“Who Are You When You Are Dreaming”; MoCA Seeks High School Artists to Submit their Creations
MoCA Westport’s 2022 High School Student Art Exhibition: Identity MoCA [Museum of Contemporary Art] Westport invites all high school students to submit works of art for a 2023 High School Student Art Exhibition on view at the Museum from January 13 - February 26, 2023.
Submissions should express the theme of Who Are You When You Are Dreaming, an open-ended concept created by the Teens at MoCA council. Guidelines are as follows:
• All high school students may submit one work, and all works will be accepted. Participation is not limited to a specific town or region.
• Art may be a drawing, painting, digital/graphic image, photograph, sculpture or video. • All two-dimensional work must be framed and ready to hang.
• Work may not exceed a maximum of 30 inches in either height or width.
• Submissions are due by midnight on Sunday, December 18, 2022.
“Our high school exhibition is always a highlight – the level of talent and creativity of students across the region is outstanding. Once again, we thank our high school teachers for their support in bringing this annual exhibition to fruition,” commented Ruth Mannes, MoCA Westport’s Executive Director.
The High School Student Art Exhibition will be on view concurrent with an exhibition featuring works from the Westport Public Arts Collections (WestPAC), in collaboration with the Westport Arts Advisory Committee (WAAC).
There is an entry fee of $10/entry. Funding to waive this fee is available; contact Liz Leggett, Director of Admissions at liz@mocawestport.org for details. Further information on artwork drop-off and pick-up, and the submission process, is available on mocawestport.org.

