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The 6 Best 1940s Era Entertainers for Hire in Toronto, ON

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57 1940s Era Entertainers serving Toronto, ON
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What Toronto Users Say

5-star review

“A classy night” – Ashley L., reviewing Toronto 1940s Era Entertainer The Kensie Jazz and Dance Band. More reviews

The Kensie Jazz and Dance Band - Wedding Band / 1940s Era Entertainment in Toronto, Ontario Featured vendor banner

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The Kensie Jazz and Dance Band - Wedding Band / 1940s Era Entertainment in Toronto, Ontario

The Kensie Jazz and Dance Band

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5.0 (42)
  • Map pin icon Toronto, ON
  • Vendor category icon Wedding Band / 1940s Era Entertainment
  • Check mark icon 17 Verified Bookings

Ashley L. said “Julie has a gorgeous voice and works with top notch musicians. She was able to provide the perfect classy vibe for our wedding, and made great repertoire…”

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Background Jazz Band - Jazz Band / 1940s Era Entertainment in Toronto, Ontario Featured vendor banner
Background Jazz Band - Jazz Band / 1940s Era Entertainment in Toronto, Ontario

Background Jazz Band

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4.85 (9)
  • Map pin icon Toronto, ON
  • Vendor category icon Jazz Band / 1940s Era Entertainment
  • Check mark icon 22 Verified Bookings

Melissa M. said “Band was on time, playing as we walked in. All of the guys played well throughout the night, smiles on their faces during breaks. Our event cleared out…”

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The Tiffany Hanus Jazz Trio - Jazz Band / 1940s Era Entertainment in Toronto, Ontario Featured vendor banner

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The Tiffany Hanus Jazz Trio - Jazz Band / 1940s Era Entertainment in Toronto, Ontario

The Tiffany Hanus Jazz Trio

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5.0 (15)
  • Map pin icon Toronto, ON
  • Vendor category icon Jazz Band / 1940s Era Entertainment
  • Check mark icon 3 Verified Bookings

Maria C. said “I can't rave about this group enough!! The band is amazing and Tiffany's voice is perfection. We had the group play during our wedding reception and we…”

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Louis Pettinelli Entertainment - Jazz Band / 1940s Era Entertainment in Mississauga, Ontario Featured vendor banner

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Louis Pettinelli Entertainment - Jazz Band / 1940s Era Entertainment in Mississauga, Ontario

Louis Pettinelli Entertainment

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4.87 (47)
  • Map pin icon Mississauga, ON
  • Vendor category icon Jazz Band / 1940s Era Entertainment
  • Travel distance icon 14 miles from Toronto
  • Check mark icon 136 Verified Bookings

Sandy W. said “Working with Louis to arrange the event and make sure all was good to go prior to was very easy, he made it simple and stress free. On the day of our…”

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Faith Amour - Jazz Band / 1940s Era Entertainment in Toronto, Ontario

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Faith Amour - Jazz Band / 1940s Era Entertainment in Toronto, Ontario

Faith Amour

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4.98 (13)
  • Map pin icon Toronto, ON
  • Vendor category icon Jazz Band / 1940s Era Entertainment
  • Check mark icon 21 Verified Bookings

Marco F. said “These ladies were fantastic, very polite and full of energy. They truly made it feel like Christmas in our store. Many great comments from our customers…”

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The Nightbird Band - Jazz Band / 1940s Era Entertainment in Toronto, Ontario
The Nightbird Band - Jazz Band / 1940s Era Entertainment in Toronto, Ontario

The Nightbird Band

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0 (0)
  • Map pin icon Toronto, ON
  • Vendor category icon Jazz Band / 1940s Era Entertainment

If you need a little vintage flavour at your event, look no further than The Nightbird Band, who will effortlessly transport you back to simpler times, when Ella,…

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Hot Club of Buffalo - Swing Band / 1940s Era Entertainment in Buffalo, New York Featured vendor banner
Hot Club of Buffalo - Swing Band / 1940s Era Entertainment in Buffalo, New York

Hot Club of Buffalo

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0 (0)
  • Map pin icon Buffalo, NY
  • Vendor category icon Swing Band / 1940s Era Entertainment
  • Travel distance icon 59 miles from Toronto
  • Check mark icon 1 Verified Booking

Whether you're 9 or 90, The Hot Club of Buffalo makes everyone happy. Dancers love the rhythms. Audiences love the catchy melodies. And everyone has a good time.…

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The Gatsby Gang Jazz Band - Jazz Band / 1940s Era Entertainment in Buffalo, New York Featured vendor banner
The Gatsby Gang Jazz Band - Jazz Band / 1940s Era Entertainment in Buffalo, New York

The Gatsby Gang Jazz Band

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5.0 (3)
  • Map pin icon Buffalo, NY
  • Vendor category icon Jazz Band / 1940s Era Entertainment
  • Travel distance icon 59 miles from Toronto
  • Check mark icon 9 Verified Bookings

Ayodeji B. said “Great evening”

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Chris Robinson Saxophonist - Saxophone Player / 1940s Era Entertainment in Brechin, Ontario

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Chris Robinson Saxophonist - Saxophone Player / 1940s Era Entertainment in Brechin, Ontario

Chris Robinson Saxophonist

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4.93 (10)
Top Performer badge
  • Map pin icon Brechin, ON
  • Vendor category icon Saxophone Player / 1940s Era Entertainment
  • Travel distance icon 62 miles from Toronto
  • Check mark icon 15 Verified Bookings

Sarah H. said “I hired Chris for my wedding last minute as I couldn't find a saxophonist I liked until I discovered this site. I am soooo happy I booked Chris! He was…”

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Quick facts
1940s Era Entertainment in Toronto, ON

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272 quotes sent

In the past year, 1940s Era Entertainers have sent 272 quotes to event planners

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232nd most popular

1940s Era Entertainers rank #232 in popularity out of 545 categories on GigSalad

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5 out of 5 stars

629 1940s Era Entertainer reviews on GigSalad with an average rating of 5 stars

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1.5 days on average to book

From request to booking, it takes 1.5 days (on average) to hire 1940s Era Entertainer

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Ontario ranks #1

for 1940s Era Entertainer requests in Canada

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1940s Era Entertainment in Toronto, ON


At the beginning of the forties, Big Bands continued to dominate popular music, with the Swing legends Glenn Miller, Tommy Dorsey, Duke Ellington and Benny Goodman leading the way, each with a famous band of their own. Bing Crosby's smooth voice made him one of the most popular singers, along with Frank Sinatra, Dinah Shore, Perry Como and Kate Smith.

The Andrews Sisters and their brand of patriotic music entertained troops during WWII, and also became the best-selling female vocal group in the history of popular music. Be-Bop and Rhythm and Blues grew out of the big band era toward the end of the decade, epitomized by Charlie Parker, Dizzie Gillespie, Thelonious Monk and Billy Holiday. For nostalgic private and corporate events, 1940s World War II Era Music can be an excellent choice! Please select a city where you'd like to book 1940s Entertainment.

Some things to consider when hiring 1940s entertainment are to make sure you listen to audio and watch video clips of the performer/group. This will ensure that you truly do book the best for your next event! Next, you want to get references. Talk to people in the area about the performer and get feedback. Finally, get a contract. Many professional performers require a deposit to secure them at your next event. Make sure to read through the contract carefully before contracting their services for your party. Search for 1940s Era Entertainment in Toronto, Ontario above.

Please note that these 1940s Era Entertainment may also travel to East York, Leaside, York, Swansea, Kingsway, Mimico, York Mills, Don Mills, Etobicoke, Downsview, Weston, North York, Scarborough Junction, Willowdale, Brimley, Long Branch, Agincourt, Black Creek Village, Scarborough Township, Rexdale, Thornhill, Scarborough, Concord, Port Credit, Cooksville, West Hill, Malton, Woodbridge, Markham, and Port Union.

Find 1940s Era Entertainment in nearby cities

Banbury-Don Mills Mississauga Vaughan Richmond Hill Pickering Brampton
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