Discover 240 oldies bands and golden oldies groups available in Richmond Hill, Ontario, Canada, bringing vintage music entertainment to weddings, parties and special events. These nostalgic performers, rated 5 out of 5 by 411 reviews from real clients, specialize in classic hits from the 50s through 70s.
Of the 240 suppliers listed here, 9 are based within 30 miles of Richmond Hill. The other 231 are willing to travel there.
Also covers suppliers based in Toronto, Etobicoke, Mississauga and Whitby.
Based more than 30 miles from Richmond Hill, nearest first
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Book from $1000 (CAD)
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Rates for oldies bands in Richmond Hill currently range from about $280 to $4,000+ depending on group size, performance duration and specific requirements. The average price of $950 typically includes professional sound systems, microphones and often period-appropriate staging elements. Factors affecting pricing include travel distance, event duration, special song requests and whether additional services like DJ sets between live performances are included. Contact the supplier you like for an accurate quote.
Based on 71 enquiries for Oldies Bands at events in Canada, made through this site in the last two years. Updated 20 October 2026.
The Kensie Jazz and Dance Band
"Perfect Jazz Band!
Secured The Kensie Jazz Band for our 30th Anniversary corporate event. From start to finish they were perfect. Perfect background music while guests are engaging in the social circuit. Perfect background music while being seated and served for dinner. The band can adjust their sound level to your preference. They play a range of music. A live band is a classy touch and adds ambience to any event rather than a standard DJ. It is a completely different vibe. Nice group of people! Good pricing as well. Thank you!"
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."
Gary Taylor Guitar
"Gary was such a wonderful musical addition to our event! He arrived on time with his own gear and was very attentive to our schedule and expectations. When there was a lull he took initiative and did some additional songs and kept the vibe going.
As a musician his performance was great. Both instrumentally and vocally very talented. We asked him to engage with the crowd, he didn't hesitate and his interactions came naturally. He even collaborated and improvised with other performers! He was extremely friendly and polite with us and our guests.
Thank you Gary for your special contribution to our night!"
Flashback
"Flashback played at our Saturday night Labour Day Dance on September2nd and the crowd loved it. They were fabulous. I had so many great comments about the band that I already book them for next year. Excellent band.
Mike O'Conner"
Cruisin Vocal Band
"In 2021, when Uxbridge Probus was able to finally get together again, we planned a Gala Christmas Luncheon in December, with "Cruisin" to be our entertainment for the celebration. They were so entertaining, and the feedback so great, we booked them for our Gala Christmas Luncheon in December 2022. Again "Cruisin" received an enthusiastic reception to their program of favourite music, instrumentation, personal patter and included some music to get us into the Christmas Spirit!
The Social Committee of Uxbridge Probus has already booked "Cruisin" for our 2023 Christmas Luncheon! We're really excited to have them for a third time!!
Gail V.
Probus Uxbridge"
Midnight Shakers
"We enjoyed every set we could be a part of! Loved the music selection and your interaction with your audiences! The best music / sound, we went out of our way to catch their sets each night!!!"