The Palo Alto History Project
St. Michael's Alley                                                                                  
                                                                                 
St. Michael's Alley: Countercultural Evolution

Whatever happened to the hippies?  It’s an interesting sociological question, given that the “tune in, turn on
and drop out” mindset didn’t exactly groove with growing up, raising kids and putting food on the table ---
nor did it jive with the culture of the Greed Decade, the 1980s.  So what did the flower children of the sixties
do in the post-Watergate years?  One popular theory is that they became the yuppies of the eighties ---
those Volvo-driving thirty-somethings that held onto their liberal ideology while somewhat guiltily pursuing
information age careers and the suburban dream.  That notion was first advanced by columnist Bob Greene
in his famed 1983 article, “From Yippie to Yuppie,” which told the story of former radical yippie (Youth
International Party) leader Jerry Rubin --- who was by then leading a surprisingly mainstream business
networking group in New York City.  And he wasn’t the only counterculture icon hanging around an office
cubicle.  

Of course, in these parts, the story goes that a lot of the grown-up dot com bigwigs that blew the Internet
bubble of the 1990s were graduates of the Age of Aquarius.  In 2000, columnist David Brooks coined the
term “bobos” (bourgeois bohemians) to describe the ex-hippie usurping of the ranks of the upper middle
class.  “Dumb good-looking people with great parents have been displaced by smart, ambitious, educated
and antiestablishment people with scuffed shoes,” he only half-joked.  

Now it’s said that the bobos are running the world --- Silicon Valley especially.  In Palo Alto you can find
them sipping double espressos at Starbucks, getting massages at Watercourse Way or looking for rustic
furniture at Restoration Hardware.  Indeed much of the economic and social landscape of Palo Alto has
been transformed by the Obama-voting, NPR-pledging, Facebook-running bobos.   

But perhaps no Palo Alto establishment runs the full gamut of this progression like legendary St. Michael’s
Alley --- a kind of hippie to bobo microcosm.  Opening as a kind of European-favored coffehouse in the
late 1950s, it just caught the end of the Beats, helped launch Joan Baez when folk took over and became the
happening spot in town.  In the mid 60’s it garnered a bad reputation, making police watch lists and drawing
the wrath of mainstream Palo Alto.  After closing down in 1966, St. Michael’s Alley reopened 7 years later
as a full-menu restaurant with a new location and new credo to serve an upscale audience.  By the 1990s it
had become a definitive bobo hangout --- featuring such specialties as “Prosciutto-Wrapped Halibut topped
with white wine lemon cape-garlic sauce.”  So, the question is, did St. Mike’s betray its hippie loyalists or is
that just what old-time radicals eat these days?

Because in its early days St. Michael’s Alley was really just a hipster hole-in-the-wall.  Opening at 436
University Avenue on April 1st, 1959, owner and former political pollster Vernon Gates was looking to
capture the spirit of the European cafes that he had known during his studies at the University of Innsbruck in
Austria (St. Michael’s Alley is actually the London street where many of the first English cafes opened in the
17th Century).  Palo Alto’s Alley was a modest establishment, about 90 x 30 feet with a high ceiling and
service bar in the back.  It had a dark, woodsy atmosphere, a piano painted speckled green against a side
wall, and no bandstand. The atmosphere was cozy and informal.  As jazz musician Dick Fregulia
remembers, “A piano player could literally play with one hand on the keys and the other hand reaching for a
coffee cup on one of the adjacent tables.”  

There were performances of all types --- folk singers, jazz bands, staged plays, poetry readings.  And while
it wasn’t obvious at the time, the place was becoming a proving grounds for many rising stars.   Paly high
schooler Joan Baez, members of Jefferson Airplane and Jerry Garcia and the members of the early
incarnations of the Grateful Dead all played there.  Bob Hunter even washed dishes in the kitchen for a while.

It was a credit to Gates that such a creative atmosphere could thrive at St. Mike’s --- especially in a town as
mainstream as Palo Alto in those days. From the beginning, the amateur watercolor artist and poetry writer
pushed his employees to dance, paint and play music.  He saw St. Mike’s as a “bohemian establishment in a
sea of Republicans.” And as such, it soon began attracting counterculture types from all over the Peninsula.

Perhaps too many.  When an 18 year-old Woodside girl was arrested for selling marijuana to her high
school friends in 1964, the judge spoke from the bench about her entry into “the world of pseudo
sophistication, the world of Saint Michael’s Alley.”  The local media ran with those comments and soon St.
Mike’s acquired a not-so-wholesome reputation.  After the Palo Alto police department called St. Mike’s a
hangout for “narcotics users and homosexuals,” the city attorney’s office tried to strip it of its beer license.  
And in June of ‘65, a crackdown by Palo Alto police on what they called “a bunch of local beatniks” led to
the arrest of 4 alleged frequenters of St. Michael’s Alley on drug possession charges.  Soon St. Michael’s
more affluent clientele began to fade away.  As Gates would later recall, “Most of my paying
customers…thought they would lose their security clearances [at work] if they came to the place, so I was
virtually put out of business.”

This might help explain the memories that the somewhat cantankerous Gates had of the musical legends he
once hosted.   Of Joan Baez he recalled, “She would go on signing all night and everybody would hang
around and not buy anything.” Of the early incarnation of the Grateful Dead: “The only thing I credit myself
with is kicking them out and telling them to go home and practice.”

In 1966, Gates closed St. Mikes and spent the next seven years designing silk screenings, writing
metaphysical poetry and meditating “4-6 hours a day.”  But although he called this the happiest period of his
life, Gates made an entrepreneurial comeback in 1973.  He reopened St. Mike’s on quiet Emerson Avenue,
the former home of the city’s modest auto row.  This time, however, he catered to a new type of audience
--- and largely left the days of Joan and Jerry behind.  The new St. Mike’s was an attempt at three-star
restaurant cuisine catering to “educated and professional people, lawyers and doctors, teachers and
professors.”  And as Gates told the Palo Alto Times Tribune in 1991 “I made a conscious effort to drive
away the people who destroyed St. Michael’s Alley.  They can’t support the business.  They were some of
the finest people from Stanford, but they nickel and dimed us to death.”  

Then again, perhaps the new clientele was the old counterculture with new affluent identities.  Gates seemed
to consider this possibility later in the interview: “They grow up.  All the people who might have contributed
to the demise of the first St. Michael’s Alley are middle-aged now… I have clients that have been coming in
since we first opened 18 years ago.”  

Despite the higher prices, there was still an alternative feel to the place--- Gates and employees hung their
paintings in the windows and his dishwasher grew a corn garden out front.   There were weekly poetry and
open mike nights in the so-called “Waiting Room” next door ---a kind of homage to the original St. Mikes.  

But in 1994, the links to the past were severed when Gates sold St. Mike’s and got out of the restaurant
business.  Now the “Waiting Room” is gone and St. Mike’s has taken an even sharper turn toward upscale
cuisine and fine dining.  But no matter how much St. Mike’s changes to cater the capitalist Silicon Valley
around it, the secret of St. Michael’s Alley remains safe with us --- it was once a pretty happening place.

                                                                                                                 -Matt Bowling
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Sources:
Palo Alto Historical Association, Palo Alto Weekly, Palo Alto Times,
Peninsula Times Tribune,
Bobos in Paradise by David Brooks
Jerry Garcia and members of
the Warlocks, later the
Grateful Dead, spent plenty of
time at St. Mike's.
A map of the eastern side of Palo Alto and the 101 freeway which divides Palo Alto from East Palo
Alto.  Zoom in and out with the + and - symbols in the top left corner of the map...
Joan Baez with
classmates at Paly.  She
was one of the early
performers at St. Mike's.
Jazz muscian Dick Fregulia
has fond memories of St.
Michael's Alley.
The original St. Michael's
Alley in England is just that
--- an alley.
Some of the members of
Jefferson Airplane also got
their start at St. Mike's.
This sign in St. Michael's
Alley in England marks the
significance of the spot.
The Grateful Dead's Robert
Hunter once washed dishes in
the St. Mike's kitchen.
The Dudfield Lumber
Company once stood on the
spot of the current St.
Michael's Alley. (PAHA)
Author David Brooks wrote
of "Bobo Culture" in 2000's
Bobos in Paradise.
When Gates opened in 1973
on Emerson Street, St. Mike's
was one door down at 800
Emerson, where La Morenita
restaurant is today.
St. Michael's Alley has come a
long way since the 1950s.
The current St. Michael's
Alley sits in the location
where Vernon's Gates' "The
Waiting Room" originally was
located.
"My era there (summers of 1958 and 59)  preceded beer and wine by at
least five or six years, but it was not odd to be without liquour
because there had never been any in Palo Alto establishments. We got by
on frappees and cappuccino. The girls were hip and sexy, or so it
seemed, and black was the preferred color of clothing. The first wave
of St. Mikes was more like an extension of the scene at Kepler's
Bookstore - that is, more literary and social than musical.
 Regardless of who was playing there, the concept of "rock star" had
not yet been invented. We had our cult followings - some larger than
others - but there was never a line around the block, or even out the
door as I recall. By 1961 or 62 I had graduated to playing paid gigs at
Outside at the Inside and various El Camino Real venues."

-Dick
Memories added by our readers:
"In the early 1960s (summers of 1962-1964) I was a member of the prototype
of the Palo Alto Chamber Orchestra. I don't remember if we called ourselves
that. We played Bach's Brandenberg concertos (among other repertoire) At
Saint Michael's Alley on University Ave. Bill Whitson was our director and
ringleader; he was a recent grad of Drake University and was in the Army (or
just out) at that time.  Other musicians included trumpeter Ralph LaCanna
and pianist Bob Bowman."

-Miriam