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The 12 Best 1950s Era Entertainers for Hire in Leesburg, FL

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103 1950s Era Entertainers serving Leesburg, FL
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1950s Era Entertainment Pricing

Pricing

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What Leesburg Users Say

5-star review

“80th B-day Party!” – Rosario V., reviewing Phoenix 1950s Era Entertainer Premier Dueling Pianos Orlando. More reviews

The Vocalitas - 1950s Era Entertainment in Orlando, Florida Featured vendor banner

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The Vocalitas - 1950s Era Entertainment in Orlando, Florida

The Vocalitas

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5.0 (11)
Top Performer badge
  • Map pin icon Orlando, FL
  • Vendor category icon 1950s Era Entertainment
  • Travel distance icon 36 miles from Leesburg
  • Check mark icon 11 Verified Bookings

Shauna F. said “These ladies are truly talented and a joy to have! They made my mom's evening so incredibly special by shining their light! I highly recommend them for…”

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Premier Dueling Pianos Orlando - Dueling Pianos / 1950s Era Entertainment in Orlando, Florida Featured vendor banner

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Premier Dueling Pianos Orlando - Dueling Pianos / 1950s Era Entertainment in Orlando, Florida

Premier Dueling Pianos Orlando

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5.0 (12)
Top Performer badge
  • Map pin icon Orlando, FL
  • Vendor category icon Dueling Pianos / 1950s Era Entertainment
  • Travel distance icon 36 miles from Leesburg
  • Check mark icon 7 Verified Bookings

Kerry J. said “Neil was awesome all of my guests were thoroughly impressed and said he absolutely nailed it so Neil nailed it look forward to doing business with you…”

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Brian + Hannah - Cover Band / 1950s Era Entertainment in Longwood, Florida Featured vendor banner

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Brian + Hannah - Cover Band / 1950s Era Entertainment in Longwood, Florida

Brian + Hannah

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5.0 (4)
  • Map pin icon Longwood, FL
  • Vendor category icon Cover Band / 1950s Era Entertainment
  • Travel distance icon 34 miles from Leesburg
  • Check mark icon 2 Verified Bookings

Tyler A. H. said “We asked Brian and Hannah to play for our wedding day! They arrived on time and we’re very professional. They play everything you ask for and we couldn’t…”

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Chrome 57 Band, 50s, 60s, Oldies, to current hits! - Cover Band / 1950s Era Entertainment in Orlando, Florida Featured vendor banner
Chrome 57 Band, 50s, 60s, Oldies, to current hits! - Cover Band / 1950s Era Entertainment in Orlando, Florida

Chrome 57 Band, 50s, 60s, Oldies, to current hits!

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5.0 (2)
  • Map pin icon Orlando, FL
  • Vendor category icon Cover Band / 1950s Era Entertainment
  • Travel distance icon 36 miles from Leesburg
  • Check mark icon 2 Verified Bookings

Janet H. said “I hired the Chrome 57 Band for our annual "Spring Fling" event, and they were absolutely the best band we've had in all the years of special…”

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Z Street Speakeasy Band, Gatsby Band, 1920s, 1940s, to Current Hits - Jazz Band / 1950s Era Entertainment in Orlando, Florida Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Z Street Speakeasy Band, Gatsby Band, 1920s, 1940s, to Current Hits - Jazz Band / 1950s Era Entertainment in Orlando, Florida

Z Street Speakeasy Band, Gatsby Band, 1920s, 1940s, to Current Hits

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5.0 (5)
  • Map pin icon Orlando, FL
  • Vendor category icon Jazz Band / 1950s Era Entertainment
  • Travel distance icon 36 miles from Leesburg
  • Check mark icon 7 Verified Bookings

Kari W. said “I hired the Z Street Speakeasy Band for a last-minute Gatsby themed cocktail party. All I can say is WOW! I would give them 6 stars if I could. They were…”

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Show Band on Wheels, Theme band with antique car - Jazz Band / 1950s Era Entertainment in Orlando, Florida Featured vendor banner
Show Band on Wheels, Theme band with antique car - Jazz Band / 1950s Era Entertainment in Orlando, Florida

Show Band on Wheels, Theme band with antique car

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5.0 (4)
  • Map pin icon Orlando, FL
  • Vendor category icon Jazz Band / 1950s Era Entertainment
  • Travel distance icon 36 miles from Leesburg
  • Check mark icon 3 Verified Bookings

Nicole K. said “We contracted to do a 88th birthday for my dad. This group was amazing - they worked very hard with me to coordinate and be flexible around the weather.…”

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The American Sirens - Singing Group / 1950s Era Entertainment in Orlando, Florida Featured vendor banner
The American Sirens - Singing Group / 1950s Era Entertainment in Orlando, Florida

The American Sirens

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0 (0)
  • Map pin icon Orlando, FL
  • Vendor category icon Singing Group / 1950s Era Entertainment
  • Travel distance icon 36 miles from Leesburg

The American Sirens Vocal Trio delivers a luxury boutique concert experience; a dazzling female fronted vintage cabaret that transports you to the golden age of…

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Felix and Fingers Dueling Pianos - Dueling Pianos / 1950s Era Entertainment in Orlando, Florida Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Felix and Fingers Dueling Pianos - Dueling Pianos / 1950s Era Entertainment in Orlando, Florida

Felix and Fingers Dueling Pianos

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5.0 (111)
  • Map pin icon Orlando, FL
  • Vendor category icon Dueling Pianos / 1950s Era Entertainment
  • Travel distance icon 36 miles from Leesburg

Jennifer D. said “Amazing time!! They were fun, sounded good, and everyone had a blast and wanted to know who they were, how we found them, etc. highly recommend!!”

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Lyn Sky Entertainment - Stilt Walker / 1950s Era Entertainment in Orlando, Florida
Lyn Sky Entertainment - Stilt Walker / 1950s Era Entertainment in Orlando, Florida

Lyn Sky Entertainment

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5.0 (4)
Top Performer badge
  • Map pin icon Orlando, FL
  • Vendor category icon Stilt Walker / 1950s Era Entertainment
  • Travel distance icon 36 miles from Leesburg
  • Check mark icon 8 Verified Bookings

Shannon S. said “The stilt walkers were amazing! They interacted with the crowd and were so pleasant to work with!”

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Quick facts
1950s Era Entertainment in Leesburg, FL

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498 quotes sent

In the past year, 1950s Era Entertainers have sent 498 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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1.2 days on average to book

From request to booking, it takes 1.2 days (on average) to hire 1950s Era Entertainer

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Florida ranks #3

for 1950s Era Entertainer requests in the United States

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1950s Era Entertainment in Leesburg, FL


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 Leesburg, Florida above.

Please note that these 1950s Era Entertainment may also travel to Fruitland Park, Okahumpka, Yalaha, Lady Lake, Howey In The Hills, Tavares, Grand Island, Wildwood, The Villages, Astatula, Coleman, Sumterville, Weirsdale, Oxford, Center Hill, Mount Dora, Eastlake Weir, Umatilla, Tangerine, Lake Panasoffkee, Mascotte, Summerfield, Ocklawaha, Ferndale, Bushnell, Altoona, Groveland, Webster, Zellwood, and Minneola.

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