Revisiting Leary’s Millbrook

Revisiting Leary’s Millbrook

The gatehouse that visitors to the Hitchcock Estate, located at Route 44 and Franklin Avenue, Millbrook and leased by Timothy Leary, passed as they entered the realm of psychedelic possibilities.

Judith O'Hare Balfe

When author Tonia Shoumatoff attended a Millbrook Historical Society (MHS) presentation May 16, 2019, about psychedelic guru Timothy Leary, it made a big impression on her.

In fact, as she related at another MHS presentation Thursday, Jan. 18, 2024, she told the audience that the presentation — made by New York State Historian Devon Lander about the life and times of Millbrook in the Timothy Leary era — inspired the second part of her latest book, “Historic Tales of the Hudson Valley: Life at the End of the Line,” which came out in July 2023.

Shoumatoff told the by now well-known story: Leary had started on the Psilocybin Project while at Harvard University, researching the use of psychedelic drugs and their potential for use in the treatment of mental health issues. Through meetings with different people, and some haphazard events, the Project devolved from there, into something not that scientific and not widely regarded as serious research.

But was Millbrook an odd choice for Leary? No, said Shoumatoff. This area has been a home, a birthplace, for many innovative projects, she said, naming some of the many religious orders that found homes here, such as the Millerites, the Shakers and the Quakers.

Perhaps the beautiful landscape lends itself to solitude, or that the closeness to nature fosters a closeness to prayer. Whatever the reason, Dutchess County, in particular its northeastern corner, has attracted, many peculiar utopian and religious groups.

She read an excerpt from her book:

“A Victorian utopian community claiming to see fairies settled in Wassaic, attracting Japanese samurai and remaking the townscape of Amenia. An early version of the “Borscht Belt” began on the shores of Lake Amenia, where a once-thriving resort community vanished along with the lake itself.

Amidst a crisis of dwindling membership, the NAACP was brought together at major conferences held at Amenia’s Troutbeck estate, then owned by Joel Spingarn, the organization’s first Jewish president. Young graduates from the Rhode Island School of design and other art schools launched the Wassaic Project, a festival and art residency using a converted agricultural grain elevator as their venue.”

Leary and fellow Harvard professor Richard Alpert started the Psilocybin Project in 1960, but by 1962, the project had gotten bad reviews from others at Harvard; Alpert was accused of having given psilocybin to an undergraduate, and both were fired from the university.

In 1963, the Hitchcock brothers invited Leary to rent the estate, consisting of 2,300 acres, for $1 per year, and he lived and entertained there for the next five years. The estate is at Route 44 and Franklin Avenue, and the impressive gate house is still there.

They entertained an assortment of hirsute celebrities such as Allen Ginsberg, R.D. Laing, and Charles Mingus.

Depending on who you’re talking to, the estate is remembered for its endless parties and all kinds of happenings; others say it was all research and science.

At any rate, after five years and a lot of FBI raids, Leary and his entourage left, and we can imagine that Millbrook gave a collective sigh of relief.

John Flanagan, a member of the MHS, was a young reporter at the time for The Poughkeepsie Journal. He related a story involving Leary and Rosemary Woodruff, whom Leary married at the estate in 1967:

Sent by the paper to cover the event, Flanagan was with fellow a fellow journalist when Woodruff began talking to them. Realizing that Flanagan was from The Poughkeepsie Journal, which continuously made negative comments about Leary through its editorials, she flew into a rage and insisted he be thrown out.

When Leary resisted, she said she wouldn’t get married as long as Flanagan was present. He went off to another part of the estate, the marriage was conducted, and Flanagan got his pictures and story through his friend. Because the Journal was a feed for the Associated Press, it ran in newspapers across the world. Begged Flanagan, “Just don’t use my name! I have to live in Millbrook.”

Many people still remember that time in the ’60s when Millbrook became known for its infamous inhabitant. But like all things in the past, memories soften a bit with age, and become substance for historical society presentations.

Shoumatoff was entertaining, at times funny, but still got the message across that however serene the scenery may be, there is always something interesting festering beneath the surface, and even Millbrook has some wild tales to tell.

Latest News

School lunch prices to rise at select District No. 1 schools

Housatonic Valley Regional High School, where the price of school lunch will increase to $4.00 beginning Jan. 5.

Nathan Miller

FALLS VILLAGE -- School lunch prices will increase at select schools in Regional School District No. 1 beginning Jan. 5, 2026, following a deficit in the district’s food service account and rising food costs tied to federal meal compliance requirements.

District officials announced the changes in a letter to families dated Monday, Dec. 15, signed by Superintendent Melony Brady-Shanley and Business Manager Samuel J. Herrick

Keep ReadingShow less
North Canaan Santa Chase 5K draws festive crowd

Runners line up at the starting line alongside Santa before the start of the 5th Annual North Canaan Santa Chase 5K on Saturday, Dec. 13.

By John Coston

NORTH CANAAN — Forty-eight runners braved frigid temperatures to participate in the 5th Annual North Canaan Santa Chase 5K Road Race on Saturday, Dec. 13.

Michael Mills, 45, of Goshen, led the pack with a time of 19 minutes, 15-seconds, averaging a 6:12-per-mile pace. Mills won the race for the third time and said he stays in shape by running with his daughter, a freshman at Lakeview High School in Litchfield.

Keep ReadingShow less
Regional trash authority awarded $350,000 grant to expand operations

The Torrington Transfer Station, where the Northwest Resource Recovery Authority plans to expand operations using a $350,000 state grant.

By Riley Klein

TORRINGTON — The Northwest Resource Recovery Authority, a public entity formed this year to preserve municipal control over trash and recycling services in northwest Connecticut, has been awarded $350,000 in grant funds to develop and expand its operations.

The funding comes from the Department of Energy and Environmental Protection via its Sustainable Materials Management grant program. It is intended to help the NRRA establish operations at the Torrington Transfer Station as well as support regional education, transportation, hauler registration and partnerships with other authorities.

Keep ReadingShow less
Ski jump camp for kids returns Dec. 27, 28
Ski jump camp for kids returns Dec. 27, 28
Photo provided

The Salisbury Winter Sports Association (SWSA) will host its annual Junior Jump Camp, a two-day introduction to ski jumping, on Saturday and Sunday, Dec. 27 and 28, from 9 a.m. to 2 p.m. at Satre Hill in Salisbury.

The camp is open to children ages 7 and up and focuses on teaching the basics of ski jumping, with an emphasis on safety, balance and control, using SWSA’s smallest hill. No prior experience is required.

Keep ReadingShow less