Discover 283 professional 1950s era musicians and bands available for hire in Kitchener, Ontario, Canada. These vintage performers have received 671 reviews from real clients, maintaining an average rating of 5 out of 5.
Of the 283 suppliers listed here, one is based within 30 miles of Kitchener. The other 282 are willing to travel there.
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Rates for 1950s era musicians in Kitchener currently range from about $230 to $2,900+, depending on group size, performance duration, and specific requirements. Most bookings average around $800, representing excellent value for professional vintage entertainment. Contact the supplier you like for an accurate quote.
Based on 123 enquiries for 1950s Era Musicians & Bands at events in Canada, made through this site in the last two years. Updated 13 November 2026.
All Of Me
"The All of Me show was outstanding, one of the best performances I've seen, Paul Gordon and the band outstanding, his tap dancing super, You don't want to miss it."
John Amato
"I am a volunteer at Walden and we all enjoyed your show today
Thanks so much for entertaining the residents
It was terrific.
We look forward to seeing you again"
the Pepper Shakers
"My go-to 3-piece cover band in the Toronto area. I have had the pleasure of working with Hank and the guys on several occasions dating back to 2014 - the Pepper Shakers never disappoint."
Mondo Kane
"Always makes me smile when I hear that Mondo Kane style!"
Free2B Music Ministries
"Best blend of vocal harmonies and uplifting music. Always a wonderful experience at any events of Free2B."
Rick Holland's Uptown Society Orchestra
"All Music Review
Thom Jurek
The title of this set is an apt one. While much of the music presented by the Rick Holland-Evan Dobbins Little Big Band, it hearkens back -- in terms of its sophistication, confidence and outright jazz literacy, not nostalgically -- to an era when progressive jazz, and big bands (this one numbering 10 pieces) flourished on the scene. This is one sophisticated outfit. Featuring the arrangement and compositional skills of Brent Wallarab, Jim Martin, Bill Dobbins and Kerry Strayer, this band struts out the tradition and make some joyous, complex, and elegant music that reflects its own unique identity. The résumés of all these players are impressive and reflected in the confidence of the date. It opens with "SUNY-Triangle," a Martin composition that works its artful sleight-of-hand over Antonio Carlos Jobim's "Triste." Martin uses the rhythmically complex samba and drapes some tough, knotty twists and turns over it. The intro is a beautiful and raucous wake-up call, while the head of the tune, with its staggered entrances and exits -- including some fine soloing by John Viavattine on tenor and John Nyerges on piano -- give this tune a unique identity. "Creature Comfort" is a beautiful mid-tempo ballad by Wallarab with edgeless yet multi-dimensional dissonances written into its harmonics. It swings beautifully and includes a fine, punchy solo by tenorman Glenn Cashman. Besides the originals, there are some fine readings here as well. There's Wallarab's arrangement of Duke Ellington's "Black and Tan Fantasy" that's a thoroughly modern exercise losing none of Ellington's humor or rhythmic complexity. Likewise, Gerry Mulligan's haunting, wee-hours, "Night Lights," is given expert treatment here by Strayer, and Dean Keller's baritone saxophone playing combines Mulligan's sense of lyric and Ben Webster's sense of time. In Time's Shadow reveals that innovation need not sacrifice accessibility or swing. It is convincing evidence that the big band form is alive, well and full of surprises."