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The 4 Best 1950s Era Entertainers for Hire in Mount Pleasant, WI

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103 1950s Era Entertainers serving Mount Pleasant, WI
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1950s Era Entertainment Pricing

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What Mount Pleasant Users Say

5-star review

“AWESOME Pianist!” – Brooke F., reviewing Brookfield 1950s Era Entertainer Rory B.-The "Killer" of the Keys. More reviews

Greg Rogalinski - Frank Sinatra Impersonator / 1950s Era Entertainment in Milwaukee, Wisconsin Featured vendor banner
Greg Rogalinski - Frank Sinatra Impersonator / 1950s Era Entertainment in Milwaukee, Wisconsin

Greg Rogalinski

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5.0 (18)
Top Performer badge
  • Map pin icon Milwaukee, WI
  • Vendor category icon Frank Sinatra Impersonator / 1950s Era Entertainment
  • Travel distance icon 21 miles from Mount Pleasant
  • Check mark icon 24 Verified Bookings

Abbey L. said “All of my guests had a lovely time with this man's classic tunes and style. I even had one regular mention "this is my best experience here ever!"”

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Brew City Big Band - Big Band / 1950s Era Entertainment in Milwaukee, Wisconsin Featured vendor banner
Brew City Big Band - Big Band / 1950s Era Entertainment in Milwaukee, Wisconsin

Brew City Big Band

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5.0 (4)
  • Map pin icon Milwaukee, WI
  • Vendor category icon Big Band / 1950s Era Entertainment
  • Travel distance icon 21 miles from Mount Pleasant
  • Check mark icon 3 Verified Bookings

Lauren W. said “We hired the Brew City Big Band for our corporate Christmas party at EAA Airventure Museum - the theme was 'Gatsby' and our employees loved the music!”

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Rory B.-The "Killer" of the Keys - Pianist / 1950s Era Entertainment in Brookfield, Wisconsin

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Rory B.-The "Killer" of the Keys - Pianist / 1950s Era Entertainment in Brookfield, Wisconsin

Rory B.-The "Killer" of the Keys

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5.0 (3)
  • Map pin icon Brookfield, WI
  • Vendor category icon Pianist / 1950s Era Entertainment
  • Travel distance icon 25 miles from Mount Pleasant
  • Check mark icon 3 Verified Bookings

Brandon W. said “Rory was great. His communication prior to our wedding reception was on target, he was on time and ready to go, and his performance set the perfect tone…”

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Jazz Spectrum Vocal Quartet - Jazz Singer / 1950s Era Entertainment in Mundelein, Illinois
Jazz Spectrum Vocal Quartet - Jazz Singer / 1950s Era Entertainment in Mundelein, Illinois

Jazz Spectrum Vocal Quartet

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0 (0)
  • Map pin icon Mundelein, IL
  • Vendor category icon Jazz Singer / 1950s Era Entertainment
  • Travel distance icon 33 miles from Mount Pleasant

We are a jazz influenced vocal quartet, 2 guys, 2 gals, backed by piano, bass, 2 saxes, trumpet and drums. Big band, swing music...Basie, Ellington, Miller 50's…

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"Frank "K" & Company" - Dance Band / 1950s Era Entertainment in Morton Grove, Illinois Featured vendor banner
"Frank "K" & Company" - Dance Band / 1950s Era Entertainment in Morton Grove, Illinois

"Frank "K" & Company"

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0 (0)
  • Map pin icon Morton Grove, IL
  • Vendor category icon Dance Band / 1950s Era Entertainment
  • Travel distance icon 48 miles from Mount Pleasant

FRANK "K" & COMPANY is a unique and experienced musical group performing all types of music. Our years of experience has given us the versatility…

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Vintage Swing Band - Big Band / 1950s Era Entertainment in Elgin, Illinois
Vintage Swing Band - Big Band / 1950s Era Entertainment in Elgin, Illinois

Vintage Swing Band

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0 (0)
  • Map pin icon Elgin, IL
  • Vendor category icon Big Band / 1950s Era Entertainment
  • Travel distance icon 53 miles from Mount Pleasant
  • Check mark icon 1 Verified Booking

19 Piece Big Band available for weddings, parties, fund raisers, community events. We play music from the 40's thru today. Complete with full Trumpet, Trombone,…

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Liz Mandeville & the Blue Points - Blues Band / 1950s Era Entertainment in Chicago, Illinois Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Liz Mandeville & the Blue Points - Blues Band / 1950s Era Entertainment in Chicago, Illinois

Liz Mandeville & the Blue Points

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5.0 (1)
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  • Map pin icon Chicago, IL
  • Vendor category icon Blues Band / 1950s Era Entertainment
  • Travel distance icon 61 miles from Mount Pleasant
  • Check mark icon 2 Verified Bookings

Deborah D. said “I can't say enough about how wonderful Liz Mandeville and the Blue Points were on our corporate dinner cruise. Beginning with working out some tricky…”

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Jerry Armstrong - Singing Telegram / 1950s Era Entertainment in Chicago, Illinois Featured vendor banner
Jerry Armstrong - Singing Telegram / 1950s Era Entertainment in Chicago, Illinois

Jerry Armstrong

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4.95 (60)
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  • Map pin icon Chicago, IL
  • Vendor category icon Singing Telegram / 1950s Era Entertainment
  • Travel distance icon 61 miles from Mount Pleasant
  • Check mark icon 118 Verified Bookings

Stephanie S. said “Thank you for delivering a great performance and helping us welcome back a coworker. It meant a ton”

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Stevie Swing: Chicago's Sinatra, Crooner & More - Frank Sinatra Impersonator / 1950s Era Entertainment in Chicago, Illinois Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Stevie Swing: Chicago's Sinatra, Crooner & More - Frank Sinatra Impersonator / 1950s Era Entertainment in Chicago, Illinois

Stevie Swing: Chicago's Sinatra, Crooner & More

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5.0 (31)
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  • Map pin icon Chicago, IL
  • Vendor category icon Frank Sinatra Impersonator / 1950s Era Entertainment
  • Travel distance icon 61 miles from Mount Pleasant
  • Check mark icon 46 Verified Bookings

Bev said “Steve was so accommodating, even at the last minute and when I was changing my ideas for the set, he was patient and offered sid options. He has a great…”

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Quick facts
1950s Era Entertainment in Mount Pleasant, WI

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495 quotes sent

In the past year, 1950s Era Entertainers have sent 495 quotes to event planners

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180th most popular

1950s Era Entertainers rank #180 in popularity out of 545 categories on GigSalad

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5 out of 5 stars

957 1950s Era Entertainer reviews on GigSalad with an average rating of 5 stars

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1.3 days on average to book

From request to booking, it takes 1.3 days (on average) to hire 1950s Era Entertainer

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Wisconsin ranks #21

for 1950s Era Entertainer requests in the United States

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1950s Era Entertainment in Mount Pleasant, WI


In the 1950s Rock and Roll music was embraced by teenagers and rock stars were made, including Elvis, with hits including Don't Be Cruel and Heartbreak Hotel, and Chuck Berry and Fats Domino. Color TV became a major influence, stereos were offered for sale and American Bandstand had an audience of millions, playing venue for stars like Bobby Darin, Connie Francis and Fabian to be discovered. Other prominent rock and roll musicians included Paul Anka, Bo Diddley, Buddy Holly, Jerry Lee Lewis, Little Richard. The Grand Ole Opry with its country sounds was in full swing!

The 1950s in the U.S. was a feel-good decade, marked with a rise in the economy for the first time in nearly 30 years. Widespread suburban developments and nuclear family ideals serve as symbols of the 50s era. For a happening birthday party, high school reunion, anniversary party, corporate event or just an event to remember, go nostalgic... go Fifties! Select a city where you'd like to book oldies 1950s Entertainment.

Some things to consider when hiring 1950s 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 1950s Era Entertainment in Mount Pleasant, Wisconsin above.

Please note that these 1950s Era Entertainment may also travel to Franksville, Sturtevant, Caledonia, Somers, Raymond, Union Grove, Kansasville, Woodworth, Bristol, Greendale, Wind Lake, Paddock Lake, Hales Corners, Saint Francis, Waterford, Salem, Russell, Rochester, Tichigan, Winthrop Harbor, Big Bend, Wheatland, Camp Lake, Benet Lake, Silver Lake, Trevor, Burlington, New Munster, Antioch, and Wilmot.

Find 1950s Era Entertainment in nearby cities

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