Lucinda (Cindy) Hollingsworth Holbrook of Oak Bluffs died peacefully on Oct. 19, surrounded by her children. She was 85.

She was born July 28, 1937 in Greenport, N.Y. to the late Elizabeth Morrell Hollingsworth and R. Lee Hollingsworth.

Cindy led an interesting and adventurous life. Shortly after graduating from high school, she was signed by the Eileen Ford modeling agency. Within a year, she was one of the most sought-after models, gracing the covers of Vogue and Glamour in the same month. Her modeling career offered her the opportunity to travel the world and work with the top fashion photographers including Horst and Avedon.

During her prolific career, she appeared on the covers of Vogue, Glamour, Mademoiselle, Charm, McCall’s, Sports Illustrated and numerous other publications. She was featured in major advertising campaigns for companies including Monet Jewelry, Revlon, Chanel, Balmain Parfums, Gilbey’s Vodka and Tricosa knitwear. She was a memorable face of her generation.

After retiring from modeling, she married George W. Holbrook Jr. and raised her three children in Greens Farms, Conn. while pursuing varied interests and volunteer work. Her marriage ended in 1994.

She was bright, charming, funny and also creative and accomplished when she set her mind to something. Having learned to sew at a young age, she excelled at designing and making her own clothing. 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. Most days, especially in her later years, she could be found working in her garden. She loved antiquing and once spent a three-week trip in England visiting shops after which 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 she supported for many years. 

She loved interior design and architecture. She designed, furnished and landscaped three houses in her last 30 years. She was never afraid to get her hands dirty and was always building or fixing things in her woodshop. Her family routinely found things around the house that she “MacGyvered” with a bit of string or duct tape.

Her favorite sport was skiing, at which she was elegant and graceful. She logged more than two million vertical feet of off-piste helicopter skiing in the Canadian Rockies.

She was a longtime summer resident of the Vineyard and moved here full-time in 2018. She volunteered at the Chicken Alley Thrift Store and joined a bridge group where she made some very good friends.

She is survived by her three children,

Megan Holbrook and her spouse Eric Vogel, Amy Holbrook and John Holbrook; her brothers and sisters in law, George and Teresa Hollingsworth and John and JoAnn Hollingsworth; and 14 nieces and nephews. She was predeceased by her parents and her brother C. Thomas Hollingsworth.

A memorial service will be held on Dec. 3 at 1 p.m. at Greens Farms Church in Westport, Conn. She will be interred privately in Cutchogue, N.Y.

Memorial donations can be made to the Audubon Society in Connecticut or Massachusetts.