Castro's

Blue Jays Playoff Games
2025-10-25 20:00 (America/Toronto)
All Blue Jays playoff games will be shown on a TV at Castro’s.
Game 2 of the World Series – 8:00pm

Direct From Cuba
2025-10-26 15:00 - 18:00

Isaak Bonk & The Roast Chicken Ramblers
2025-10-30 18:00 - 20:00, 2025-11-09 15:00 - 18:00, 2025-11-30 15:00 - 18:00

Blue Jays Playoff Games
2025-10-31 20:00 - 23:00
GAME 6 will be shown on a TV at Castro’s with the SOUND ON>
People are still encouraged to wear Hallowe’en costumes and some prizes for best costume will be awarded.

Jenie Thai
2025-11-01 17:00 - 19:00
When you meet her, Jenie Thai is composed, pleasant, amiable, friendly, and — she won’t like the word but you have to live with it — sweet. She has an open face, long hair, a ready smile and an easy laugh.
And she is also tough, and gritty, and plays barrelhouse piano steeped in the blues — and if that wasn’t enough to get your head around, she also writes and sings tough and tender ballads, direct from her heart to yours.
There’s a new album, Night on Fire, with a sold out show at Toronto’s Hugh’s Room and — while she now calls Toronto home — she lives on the road, and there’s dust on her shoes, love in her heart, and a whole lot of music in her soul.

Blue Jays Playoff Games
2025-11-01 20:00 - 23:00
GAME 7 will be shown on a TV at Castro’s with the SOUND ON
Don’t miss this once in a lifetime opportunity.

Rocky Verweel & Queen City Blues
2025-11-02 15:00 - 18:00
Rocky Verweel and Queen City Blues is a six piece Blues /Roots / and R&B band .The Band includes a 2 piece horn section and our upbeat and soulful sound is ideal for Festivals ,Bars ,private parties or anywhere live music is appreciated.

Tom Waits Appreciation Congregation
2025-11-03 19:30 - 22:00, 2025-12-01 19:30 - 22:00
The Tom Waits Appreciation Congregation (TWAC) comprise of some of the best musicians in all of Toronto coming together for their love of Tom Waits and paying Tribute to him and his music!

Music Bingo @ Castros
2025-11-04 19:00 - 21:00, 2025-11-25 19:00 - 21:00
Join us for a fun and friendly trivia night on the 1st Tuesday of every month at Castros. Free to play and prizes for the winners.

Mike Daley & Dave Murphy
2025-11-06 18:00 - 20:00
Mike Daley is a guitarist and singer based in Toronto. A professional musician for over 30 years, Mike has toured Canada, the United States and England and has recorded extensively in a variety of musical styles. He is a longtime member of Fraser/Daley with bassist Alec Fraser and is also proud to work with a variety of bands around Toronto including the Tom Waits Appreciation Congregation, the Travellers and others.
Dave Murphy has recorded and performed worldwide for a wide variety of Canadian acts, beginning his career as a young musician with a five year stint as keyboardist for Canadian rock legend “Romping” Ronnie Hawkins. Since forming in 1993, the Dave Murphy Band has performed over 3000 times. The band’s mastery of a wide range of styles earned them opening spots for diverse acts like James Brown and The Barenaked Ladies. The band was the house band for four years running at the Collingwood Elvis Festival, and was enlisted by the Canadian government to perform separate shows for both Queen Elizabeth and Prince Charles.
The band has released two independent CDs of all original material showcasing their wide range of musical interests. Dave also performed with the late, great Canadian guitar virtuoso Jeff Healey during the last five years of his tragically short life. Dave worked as the bandleader of Jeff’s house band for his weekly shows at the club, a band Jeff affectionately called “the best damned bar band in Canada!” Dave also toured world wide with Jeff and performed on Jeff’s two final record releases, the award-winning Mess of Blues and Songs

Sugar Rush
2025-11-07 17:30 - 19:30
Sugar Rush is the ultimate party band, playing really fun, upbeat covers spanning different genres from classic rock, funk, soul, blues, country, jazz, disco, 80s, motown, hard rock, reggae, oldies, R&B, and folk! Get ready for a full evening of dancing, singalongs and just really good music!
Sugar Rush has been a GTA staple since 2007, returning to the circuit after a brief hiatus, familiar to many a musician and music fan for their jam nights at the Curzon, their Friday night residency at the Loaded Dog, beach parties and corporate events. Anchored by Frankie Dee and Tony Carpino with a rotation of top notch players with special surprise guests and currently featuring Gary Lee Hill. This dynamic crew brings all the best classic rock, funk, soul, blues and much more to keep the floor filled. Always guaranteed sweet sounds with Sugar Rush.

DJ Rob
2025-11-07 22:00 - 2025-11-08 02:00

Craig Robertson & The Really Live
2025-11-08 17:00 - 19:00
It’s now been a decade since Craig Robertson released his debut solo album, and during that time the Canadian singer/songwriter has made five more recordings that have found him grow into one of the most compelling voices within the roots music community.

Trivia Night @ Castros
2025-11-11 19:00 - 21:00

Mike Daley & Samantha Windover
2025-11-13 18:00 - 20:00
Mike Daley is a guitarist and singer based in Toronto. A professional musician for over 30 years, Mike has toured Canada, the United States and England and has recorded extensively in a variety of musical styles. He is a longtime member of Fraser/Daley with bassist Alec Fraser and is also proud to work with a variety of bands around Toronto including the Tom Waits Appreciation Congregation, the Travellers and others.
To hear Samantha Windover’s voice for the first time is nothing short of a musical revelation. Warm and rich like a classic record, it carries through the air with ease, delivering lyrics that capture life’s universal yet deeply personal moments.
It would be fair to say that music helped raise Samantha. By the time the Orillia-based singer was ten, she was already performing at music festivals and touring regularly. Now only in her mid-twenties, Samantha boasts an enviable career: having worked with industry legends such as Beau Dixon, Russell de Carle, and Lori Yates, played countless festivals and concerts, and released multiple singles—with a highly anticipated EP on the horizon.
Her first big break came through the Children’s Miracle Network, where she toured for a number of years as part of the show before her talents led her to taking part in the affiliated Patsy Cline tribute shows, touring multiple cities to raise money for the charity. Her connection to Cline’s music was unmistakable, and it wasn’t long before she became a staple at the annual Patsy Cline birthday concert, shared the stage with Duff MacDonald for the Hank and Patsy hoedown show in Orillia, and recorded demos of “Walking After Midnight” and “Crazy” for Heather Morgan in Toronto.
Alongside these performances, Samantha never stopped singing at gigs big and small. So far she has graced the stages of venues and events like the Showplace Performance Centre in Peterborough, Hugh’s Room in Toronto, and most notably, the main stage of the Mariposa Folk Festival, where local media gave her the title of “Mariposa Scene Stealer”.
While mostly known for her love of old country, her musical influences are broad, ranging from Led Zeppelin, Supertramp, Frank Sinatra and Joni Mitchell to Loretta Lynn, Bob Dylan, and of course Patsy Cline. Nowhere are these influences more apparent than in her own written songs.
Samantha’s songwriting process is deeply personal, drawing from life experiences and her own emotions, putting more of a focus on storytelling. At the age of 16, she made her debut as a songwriter with the folk-rock-infused Western Horizon. With lilting vocals that flow like the wind, the song’s words came to her while driving with her father in their home of Orillia. “I was driving with my dad, talking about what kind of song I wanted to write,” she explains. “At some point he looked at the western horizon we were driving past and said, ‘Let’s start with that.’ After that the words for the song, about my love of being in Orillia, just flowed.”
Other songs include the touching Life Goes On, about the death of a beloved family friend, and One of These Days, a honky-tonk style breakup song with the amazing line “One of these days you’ll call me back, but all you’ll get is my voicemail track,” and her latest, a cover on Caroll Baker’s heartfelt song, Picture My Love on You, recorded with the star’s blessing.
Currently, Samantha is working on an upcoming EP. The four-track Second Decade is slated for a 2025 release and will be produced by recording the album in Peterborough with producer James McKenty.
The road to success is a long one, but throughout the years Samantha Windover has proven time and time again that she’s willing to put in the miles. With a voice brought up by musical legends and songwriting that puts her heart out into the world, her incredible talent and dedication to the musical craft has taken her a long way already. Where she goes from here, only she knows.

Fraser / Daley
2025-11-14 17:30 - 19:30, 2025-11-28 17:30 - 19:30
A popular concert and recording act for over 14 years, Toronto-based Fraser/Daley has released three CDs of original music and performed widely, consistently entertaining audiences with their large and varied repertoire, big sound and spontaneous sense of fun. Alec Fraser hails from Glasgow, Scotland and is a respected bassist and Juno and Maple Blues Award winner. Mike Daley was dubbed by Jeff Healey ‘one of Canada’s finest guitarists’ and has a long list of live and studio credits. Alec and Mike met while working in Healey’s touring band in the mid-2000s and found that they enjoyed singing together after the gig. In 2008 they began playing together regularly in Toronto as Alec perfected a unique bass-drums combination instrument that gives this duo the unmistakable sound of a trio. Their three albums, Fraser/Daley, The Whole Fam Damily and Fifty Miles of Elbow Room have garnered steady sales and strong airplay on blues and folk radio, and Alec and Mike have become sought after for their versatile performances, playing everything from intimate house concerts to street dances. Learn more at fraserdaley.com.

Yukon Cigar
2025-11-15 16:00 - 2025-11-16 19:00
Yukon Cigar was lit in 2005. The idea? To take an earthy, hushed songwriting style and set it on fire. Now, after years on the Toronto club circuit (playing the likes of Cameron House, Castro’s Lounge, C’est What, El Mocambo, Rancho Relaxo, and the NXNE festival), mainstays Craig and Peter have taken to backyard parties and neighbourhood pubs, just two acoustics and a growing list of standards. With countless songs in the fire, here lies the promise of sweet sing-alongs to come.

Lily Frost
2025-11-16 17:00 - 19:00
Lily Frost is a dramatic, stylish performer who draws from the aesthetic of Audrey Hepburn in Breakfast at Tiffany’s, the soundtracks of Quentin Tarantino, and the hot & bothered emotional drama that goes on between us fascinating humans. The poetry of Rimbaud, the erotica of Anaïs Nin, and torch singers like Julie London & Juliette Greco serve as strong influences. Frost has toured from Paris to Los Angeles and has shared stages with Pink Martini, Big Bad Voodoo Daddy, Coldplay and many more. Her awards include the Video Silver Sun through Bravo, a Gemini nomination for her theme song co-write for the hit TV series “Being Erica”, and Vancouver Female Vocalist of the Year in 2003. Lily’s songs have been frequently placed in TV shows and movies such as Grey’s Anatomy, Crazy Beautiful, Chevy Cobalt, Charmed, Felicity, and many more. Her efforts are now focused on curating a show that combines swing, rockabilly, burlesque, dance & fashion in an event called Big City Social.

Mike Daley & Lance Anderson
2025-11-20 18:00 - 20:00
Lance Anderson is a Juno award winning producer and Maple Blues Award winning keyboardist. He was honoured to be nominated for the MBA ‘Keyboardist of the Year’ once more in 2022 for his sixth nomination. Lance is a specialist in the N’Orleans piano style.
Mike Daley is a guitarist and singer based in Toronto. A professional musician for over 30 years, Mike has toured Canada, the United States and England and has recorded extensively in a variety of musical styles. He is a longtime member of Fraser/Daley with bassist Alec Fraser and is also proud to work with a variety of bands around Toronto including the Tom Waits Appreciation Congregation, the Travellers and others.

The Shivs
2025-11-21 17:30 - 19:30
The SHiVS are a band based in Toronto, Canada.
Vocals – Sleahy
Guitar – Eric Walker
Bass – Gary Boudreau
Drums – Mat Pataki

Danny Marks
2025-11-22 17:00 - 19:00
This iconic rocker’s roots go back to the sixties as a founding member of Capitol Records’ group, Edward Bear. After a span as a journey man session musician throughout the seventies, Danny settled in to the club scene, establishing a cult following as a genre bender in music and humor.
A house band gig at Toronto’s famed Albert’s Hall led him to host his own nation-wide TV show, Stormy Monday. Through the eighties, Danny starred in CBC radio’s hit series the Hum Line.
Most recently, Danny Marks recorded two original music albums, Guitarchaeology and True, before paying tribute to Toronto’s R&B roots with Big Town Boy in 2005.
Danny’s in his thirteenth year as the radio host of JAZZ.FM91’s Saturday night blues show, bluz.fm.
As a child, young Danny would lock himself in his room with a stack of 45’s, an old Seabreeze record player, and a fantasy of having his own radio show. More than a few years later this pre-pubescent propensity paid off.

Gary Lee Hill featuring Stacie Tabb
2025-11-23 15:00 - 18:00
Join Gary Lee Hill, Stacie Tabb and killer rhythm section for an evening of rocking tunes.
Stacie Tabb – Vocals & Percussion
Gary Lee Hill – Guitar & Vocals
Steve Gotlieb – Bass
Tony Carpino- Drums

The 501 East
2025-11-24 20:00 - 22:00

Ten Feet Tall
2025-11-27 19:00 - 21:00
Ten Feet Tall is Kevin Lacroix, Don Kerr, Peter Murray and Dean Drouillard playing the music of XTC. Based in Toronto, Canada

Communism
2025-11-29 20:00 - 22:00
Communism is a dance party band with high ideals and high kicks. Original songs and classic dance floor anthems by Donna Summer, Kate Bush, Talking Heads, Prince, and much 80’s.

Don Kerr drums (Bahamas, Dan Mangan, Ron Sexsmith, Rheostatics)
Jason Haberman bass (Yaehsun, Yukon Blonde, Dan Mangan)
Mike O’Brien guitar (Zeus, Dan Mangan)
Craig Small – projections

We are Communism – Don, Mike, Jason, & Craig. Joy, unity, and a dance floor for your heart.
