Oldies Bands for Hire in Oakville

Discover 242 oldies bands and golden oldies groups available in Oakville, Ontario, Canada, bringing vintage music entertainment to weddings, parties and special events. These nostalgic performers, rated 5 out of 5 by 412 reviews from real clients, specialize in classic hits from the 50s through 70s.

Of the 242 suppliers listed here, 12 are based within 30 miles of Oakville. The other 230 are willing to travel there.

Rated Excellent (5/5) from 412 reviews of Oldies Bands
Home > Oldies Bands > Canada > Oakville

Willing to travel to Oakville

Based more than 30 miles from Oakville, nearest first

Solo Singer/Songwriter

Napa

California, United States · 2,229 miles away

No reviews yet Replies in ~1 hr

Book from $200 (USD)

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Terrific engaging entertainer with a marvelous voice and outstanding shows.

San Jose

California, United States · 2,236 miles away

(7) Replies in ~1 hr

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6 piece, percussion driven, devoted to the sounds of Santana

Newark

California, United States · 2,238 miles away

No reviews yet

Book from $6000 (USD)

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Play solo electric guitar

Santa Rosa

California, United States · 2,247 miles away

No reviews yet

Book from $300 (USD)

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Experienced acoustic guitarist, singer and 'one man band' loop pedal act

San Francisco

California, United States · 2,250 miles away

(5) Replies in ~3 hrs

Book from $300 (USD)

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Eastern soul meets western grooves

Lucan

Leinster, Ireland · 3,275 miles away

No reviews yet Replies in < 1 hr

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Professional singer performing all genres of Vocal styles.

Dublin

Leinster, Ireland · 3,284 miles away

No reviews yet

Book from €600 (EUR)

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Meat Loaf Tribute Band

Troon

Scotland, United Kingdom · 3,295 miles away

No reviews yet

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Acoustic Guitar Vocalist

Liverpool

England, United Kingdom · 3,408 miles away

No reviews yet Replies in ~1 hr

Book from £230 (GBP)

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Join the UK’s most authentic 60s band performing the very best hits from the 60s

Leyland

England, United Kingdom · 3,412 miles away

(6) Replies in ~1 hr

Book from £1500 (GBP)

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Lively and energetic party band with amazing mashups and medleys

Manchester

England, United Kingdom · 3,435 miles away

No reviews yet

Book from £1350 (GBP)

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Classic Pop/Rock duo with live drums, guitar, two male vocals with tracks

Plymouth

England, United Kingdom · 3,442 miles away

No reviews yet

Book from £250 (GBP)

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Lively upbeat solo acoustic singer covering everyone’s fave guilty pleasures.

Stoke-on-Trent

England, United Kingdom · 3,449 miles away

No reviews yet

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4 piece Tribute to 1 of the UK's biggest ever bands with the sound and attitude

Leeds

England, United Kingdom · 3,453 miles away

No reviews yet Replies in ~1 hr

Book from £1500 (GBP)

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SMOKIE five piece tribute band, along with 60s / 70s covers

Leeds

England, United Kingdom · 3,453 miles away

No reviews yet

Book from £950 (GBP)

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Showing 109-123 of 242 results

Need help finding Oldies Bands available in Oakville?

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How much does it cost to hire Oldies Bands in Oakville?

$Low price
from$280CAD
$$Average price
from$950CAD
$$$High price
from$4,100CAD

Rates for oldies bands in Oakville currently range from about $280 to $4,100+ 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.

What our enquiries show

Based on 72 enquiries for Oldies Bands at events in Canada, made through this site in the last two years. Updated 29 October 2026.

Typical first reply
Within two hours
78% of enquiries get a reply within a day
How early people enquire
About seven weeks
36% enquire less than a month before the event
Busiest months
July to October
58% of events take place in these months
How far suppliers travel
About 30 miles
For the 88% based outside the event's town

Reviews of Oldies Bands based near Oakville

4.9/5 from 18 reviews
Photo of Flashback 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" Based in Mississauga, Ontario (9 miles from Oakville) Mike O'Conner - Saturday Night Dance Photo of Gary Taylor Guitar 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!" Based in Etobicoke, Ontario (15 miles from Oakville) 22nd September 2026 FC and SRK - Garden Party Photo of All Of Me 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." Based in Hamilton, Ontario (16 miles from Oakville) 16th March 2026 Alex & Heather Moroz - Private Club Show Photo of The Kensie Jazz and Dance Band 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!" Based in Toronto, Ontario (22 miles from Oakville) Jenifer F. - Cocktail and Dinner Music Photo of the Pepper Shakers 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." Based in Toronto, Ontario (22 miles from Oakville) Richard Cheeseman - event planner Photo of Cruisin Vocal Band 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" Based in Whitby, Ontario (48 miles from Oakville) 31st March 2026 Gail - Probus

Want to see more reviews?

There are currently 412 reviews of Oldies Bands in our review centre and the average rating is 5/5.

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Frequently asked questions

The average cost of hiring oldies bands is $950, with prices from $280 to $4,100+. Pricing depends on band size, performance length and the range of decades covered. Oldies bands typically perform hits from the 1950s through to the 1980s and vary from compact trios to larger groups with multiple vocalists.

The oldies bands for hire typically cover hits from the 1950s through to the 1980s, including rock and roll, doo-wop, Motown, pop, disco and classic rock. Many bands offer a broad greatest-hits style setlist that touches on multiple decades of popular music.

Hiring oldies bands is ideal for birthday parties, anniversary celebrations, weddings, corporate events, retirement parties and any occasion where nostalgia and sing-along favourites will get guests on their feet. Most bands have a broad repertoire that can be tailored to the age group and tastes of the audience.

Many oldies bands can tailor their setlist to focus on a particular era if requested. Whether the event calls for 1960s Motown, 1970s disco or a broader oldies mix, most bands are flexible. It is advisable to discuss your preferences when making an enquiry.

Most oldies bands provide their own instruments, amplifiers and PA system for standard event spaces. For larger venues or outdoor events, additional sound equipment may be needed. It is worth confirming technical details before booking.

The repertoire is built to be recognised, so a mixed-age room usually finds common ground faster than it would with a single-genre act. Older guests get the original hits and younger ones know most of them from film and television. Where one age group dominates, say so, and the band can weight the set rather than spreading it thin.

Most stay close to the records, since recognition is the whole point, though tempos are often lifted a little for a dance floor. Some acts modernise the backing while keeping the melody, which suits a younger crowd. Asking which approach an act takes is worth doing, as it changes the feel more than the song list does.

Most bookings place the band after the meal and the speeches, once guests are ready to be on their feet. An earlier slot works for a daytime event or where something lighter is wanted while people arrive. The booking is normally split into two performances with a gap between, so the room can eat or move.

Yes, either add suppliers to your favourites and contact them all at once, or use the find a supplier wizard.

Booking as early as possible increases the chance of securing your supplier's availability on your event date, particularly during busy times of the year. However, many suppliers also accept last minute bookings, and we have successfully arranged bookings for clients with just a few hours' notice.

Contact the supplier you are interested in booking by clicking "Contact Now" on their listing. Discuss your requirements using our messaging system or join a video meeting (like a Zoom-call) to speak face-to-face. Once you are ready to confirm your booking, simply ask the supplier to send you a contract, which you can agree to online, or request amendments. Once you agree to the contract you will be asked to pay a 10% booking fee to confirm the booking, with the balance payable directly to the supplier by the due date you've agreed on.

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