Sherbourne Street Archives - Then and Now: Toronto Nightlife HistoryThen and Now: Toronto Nightlife History

1980s, 1990s, Dance Music, Disco, Electro, Gay, House, New Wave, Pop

Then & Now: Boots

December 3, 2014

Boots staff, including Casey McNeill (in denim shirt) and Brent Storey (in white tank top). Photo courtesy of Storey.

The Boots dancefloor during a 1990s Pride weekend event. Photo courtesy of Casey McNeill.

Article originally published September 17, 2013 by The Grid online (thegridto.com).

One of the largest and longest-lasting gay dance clubs in Toronto, this Sherbourne Street super-club went through a number of evolutions as it spurred the local mainstreaming of gay culture during the ’80s and ’90s.

BY: DENISE BENSON

Club: Boots/Boots Warehouse, 592 Sherbourne St.

Years in operation: 1981-2000

History: The story of Boots, one of Toronto’s best-known and longest-lasting gay dance clubs, begins in 1980 at the Waldorf Astoria apartment building. The basement of what was once a hotel at 80 Charles St. E. was rented to a group of men; their first incarnation of Boots proved popular enough that there were noise complaints. The lease was not renewed.

The original Boots on Charles Street. Photo by Joan Anderson,
courtesy of the Canadian Lesbian & Gay Archives.

By late summer of 1981, Boots re-opened in another lower-level location, this time at 592 Sherbourne St., site of the historic Selby Hotel. Once a grand mansion, the building was constructed in the late-1800s, and was home for more than 20 years to members of the wealthy Gooderham family. In 1910, a large addition built on the rear of the mansion opened as Branksome Hall, a private school for girls.

1980s, Alternative, Blues, Dance Music, Funk, Hip-Hop, House, Live Music, New Wave, Rock, Soul

Then & Now: The Diamond Club

October 21, 2014

Article originally published September 12. 2012 by The Grid online (thegridto.com).

We revisit the crown jewel of late-‘80s Toronto nightlife, where everyone from house enthusiasts to members of Pink Floyd felt right at home.

BY: DENISE BENSON

Club: The Diamond Club, 410 Sherbourne St.

Years in operation: 1984-1991

History: While Torontonians have known 410 Sherbourne as a dance club and concert venue for almost three decades, the building was once home to music and theatrics of a different sort. Starting in the 1950s, the German-Canadian Club Harmonie offered everything from community gatherings to oom-pah bands to ballroom dancing at the address.

In the early 1980s, New Yorker Pat Kenny entered the picture. At the time, Kenny owned or co-owned three Manhattan clubs: Greenwich Village rock spots The Bitter End and Kenny’s Castaways (now run by his son), and larger dance club and concert venue The Cat Club.

“Pat was called ‘The Bard of Bleeker Street’ because he was a larger-than-life character, and extremely well known in New York,” says Toronto club and music-industry veteran Randy Charlton, who worked for Kenny. “He helped break the careers of a lot of struggling young artists in the 1960s into the ’70s, like Dylan, Bruce Springsteen, and Mark Knopfler before Dire Straits was well known.”

Though based in New York, Kenny took an interest in Toronto. Friends involved in The Village Gate nightclub and dinner theatre wanted to open an offshoot location here; Kenny opened it at 410 Sherbourne, with Club Harmonie still holding court in a small space within the building. After a few unsuccessful productions, the dinner theatre folded, and Kenny rented the entire building to open a nightclub.