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The 4 Best 1940s Era Entertainers for Hire in Windsor, ON

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88 1940s Era Entertainers serving Windsor, ON

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What Windsor Users Say

5-star review

“Talented Jazz band” – Kiana C., reviewing Philadelphia 1940s Era Entertainer Louis Pettinelli Entertainment.

Louis Pettinelli Entertainment - Jazz Band / 1940s Era Entertainment in Detroit, Michigan Featured vendor banner
Louis Pettinelli Entertainment - Jazz Band / 1940s Era Entertainment in Detroit, Michigan

Louis Pettinelli Entertainment

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4.91 (65)
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  • Map pin icon Detroit, MI
  • Vendor category icon Jazz Band / 1940s Era Entertainment
  • Travel distance icon 1 mile from Windsor
  • Check mark icon 230 Verified Bookings

Kalani T. said “They were incredible and very professional. Musicians were pros! Made our special day amazing! Highly recommend”

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Gary Sacco as Frank Sinatra/Rat Pack - Frank Sinatra Impersonator / 1940s Era Entertainment in Washington, Michigan Featured vendor banner
Gary Sacco as Frank Sinatra/Rat Pack - Frank Sinatra Impersonator / 1940s Era Entertainment in Washington, Michigan

Gary Sacco as Frank Sinatra/Rat Pack

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5.0 (81)
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  • Map pin icon Washington, MI
  • Vendor category icon Frank Sinatra Impersonator / 1940s Era Entertainment
  • Travel distance icon 30 miles from Windsor
  • Check mark icon 67 Verified Bookings

Kate B. said “The entire crowd loved Gary's performance! Gary was a fabulous Frank Sinatra, his song selection was wonderful and he had the crowd going. Couples…”

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Kevin Wills, Vocalist - Jazz Standards - Crooner / 1940s Era Entertainment in Rochester, Michigan
Kevin Wills, Vocalist - Jazz Standards - Crooner / 1940s Era Entertainment in Rochester, Michigan

Kevin Wills, Vocalist - Jazz Standards

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5.0 (21)
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  • Map pin icon Rochester, MI
  • Vendor category icon Crooner / 1940s Era Entertainment
  • Travel distance icon 26 miles from Windsor
  • Check mark icon 34 Verified Bookings

Renee M. W. said “We are a senior co-op which totally enjoyed Kevin Wills performance. He is a great entertainer!! And a real crowd pleaser. We are so grateful that we…”

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Quick facts
1940s Era Entertainment in Windsor, ON

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226 quotes sent

In the past year, 1940s Era Entertainers have sent 226 quotes to event planners

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247th most popular

1940s Era Entertainers rank #247 in popularity out of 540 categories on GigSalad

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5 out of 5 stars

778 1940s Era Entertainer reviews on GigSalad with an average rating of 5 stars

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1940s Era Entertainment in Windsor, 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 Windsor, Ontario above.

1940s Era Entertainment serving the Windsor, ON area

These 1940s Era Entertainment serve the wider Windsor area and travel to Sandwich, East Windsor, Riverside, River Rouge, Lasalle, La Salle, Grosse Pointe Park, Oldcastle, Ecorse, Melvindale, Tecumseh, Grosse Pointe, Saint Clair Beach, St Clair Beach, River Canard, Grosse Pointe Farms, Harper Woods, Maidstone, Grosse Pointe Woods, Center Line, Pleasant Ridge, McGregor, Riverview, Huntington Woods, Grosse Ile, Emeryville, Redford, St Clair Shores, Essex, and Amherstburg.

Find 1940s Era Entertainment in nearby cities

Detroit Hamtramck Highland Park Dearborn Lincoln Park Wyandotte
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