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Cincinnati, OH 
Frank Sinatra Impersonator / 1920s Era Entertainment 
80 miles from Winchester Duke D. said “"In addition to sounding like Ol' Blue Eyes, filling the night with the sounds of Sinatra, Matt created an ambience that made us all feel as if...we…”
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Cincinnati, OH
1920s Era Entertainment
80 miles from Winchester 
5 Verified Bookings Nicole said “Punctual, personable and interactive, can’t wait to have him back”
Cincinnati, OH
Jazz Band / 1920s Era Entertainment
80 miles from Winchester
4 Verified Bookings Ali C. said “Different Hats did an amazing job at our wedding reception. Between their live performances and DJ services, they really set the tone for the event and…”
Dayton, OH
Big Band / 1920s Era Entertainment
122 miles from Winchester The Tom Daugherty Orchestra is a Nationally Touring show and dance orchestra featuring an exciting and entertaining "Las Vegas Big Band" show style. The…
Columbus, OH
Dixieland Band / 1920s Era Entertainment
150 miles from Winchester
13 Verified Bookings Christine S. said “I booked Razzamatazz & Jazz for our company Christmas party, which was 1920's themed. The band was very punctual and easy to work with. Everyone at…”
Asheville, NC
Jazz Pianist / 1920s Era Entertainment
188 miles from Winchester
8 Verified Bookings Kristie Q. said “Andrew has played at the wine bar for many years, sometimes with other band members and solo. He is very talented and can accommodate any occasion. He…”
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Nashville, TN
Jazz Band / 1920s Era Entertainment
191 miles from Winchester
36 Verified Bookings Melly G. said “The happiness band was fantastic!!!! I definitely recommend them! They made our Oktoberfest event such a success... they had the crowd involved and dancing…”
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Nashville, TN
Jazz Band / 1920s Era Entertainment
191 miles from Winchester
81 Verified Bookings Jc said “A guitarist and a base very professional and knowing the full bossa nova repertoire. Feedback from someone who lived 8 years in Rio de Janeiro...”
Chattanooga, TN
Illusionist / 1920s Era Entertainment
213 miles from Winchester A Theatrical Magic & Illusion Show the entire Family will Love! Magician & Illusionist Thomas Roberts combines classic sleight of hand with large-scale…
In the past year, 1920s Era Entertainers have sent 488 quotes to event planners
1920s Era Entertainers rank #143 in popularity out of 545 categories on GigSalad
494 1920s Era Entertainer reviews on GigSalad with an average rating of 4.9 stars
Find your best flapper dress and bust out a Gatsby-esque fedora hat and get ready to swing! Let these great bands travel you back in time to the roaring twenties. An era full of swingin' music, jazz greats, and trying to get around that pesky Prohibition. So what are you planning? A birthday party, anniversary, or themed event? Let one of these fantastic bands, musicians, or singers set the mood and get your guests a swingin'! So quit sitting there tappin' your toes and get to booking one of these great 1920s Era Entertainment acts today! Search for 1920s Era Entertainment in Winchester, Kentucky above.
Please note that these 1920s Era Entertainment may also travel to North Middletown, Mount Sterling, Mariemont, Waco, Paris, Clay City, Jeffersonville, Judy, Winston, Stanton, Irvine, and Sharpsburg.
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