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The Best 1920s Era Entertainers for Hire in Winston-Salem, NC

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64 1920s Era Entertainers serving Winston-Salem, NC
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1920s Era Entertainment Pricing

Pricing

Using data from quotes sent through GigSalad, we’ve gathered average pricing for hiring 1920s Era Entertainment in your region.

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What Winston-Salem Users Say

5-star review

“Awesome Jazz pianist!!” – Elisa J., reviewing Asheville 1920s Era Entertainer Andrew J. Fletcher. More reviews

Southern Fried Jazz Band - Dixieland Band / 1920s Era Entertainment in Greensboro, North Carolina
Southern Fried Jazz Band - Dixieland Band / 1920s Era Entertainment in Greensboro, North Carolina

Southern Fried Jazz Band

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5.0 (5)
  • Map pin icon Greensboro, NC
  • Vendor category icon Dixieland Band / 1920s Era Entertainment
  • Travel distance icon 25 miles from Winston-Salem
  • Check mark icon 15 Verified Bookings

Emily G. said “Unbelieveable, great crowd interaction and an all around great time!”

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Sleeping Dogs - 1920s Era Entertainment in Chapel Hill, North Carolina
Sleeping Dogs - 1920s Era Entertainment in Chapel Hill, North Carolina

Sleeping Dogs

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5.0 (1)
  • Map pin icon Chapel Hill, NC
  • Vendor category icon 1920s Era Entertainment
  • Travel distance icon 68 miles from Winston-Salem
  • Check mark icon 5 Verified Bookings

Merryanne P. said “The band was great!! Had such a great time!! Highly recommend them”

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Background Jazz Band - Jazz Band / 1920s Era Entertainment in Charlotte, North Carolina Featured vendor banner
Background Jazz Band - Jazz Band / 1920s Era Entertainment in Charlotte, North Carolina

Background Jazz Band

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4.85 (9)
  • Map pin icon Charlotte, NC
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 69 miles from Winston-Salem
  • Check mark icon 22 Verified Bookings

Jordan D. said “The band arrived on time. They were extremely pleasant. They were dressed appropriately. Their sound was amazing. They were a joy to have. Would 100%…”

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Louis Pettinelli Entertainment - Jazz Band / 1920s Era Entertainment in Charlotte, North Carolina Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Louis Pettinelli Entertainment - Jazz Band / 1920s Era Entertainment in Charlotte, North Carolina

Louis Pettinelli Entertainment

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4.87 (47)
  • Map pin icon Charlotte, NC
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 69 miles from Winston-Salem
  • Check mark icon 136 Verified Bookings

Paul R. said “Outstanding job by the quartet. I was very impressed with their professionalism and ability and flexibility to meet the request without being present…”

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The Gatsby Gang Jazz Band - Jazz Band / 1920s Era Entertainment in Charlotte, North Carolina Featured vendor banner
The Gatsby Gang Jazz Band - Jazz Band / 1920s Era Entertainment in Charlotte, North Carolina

The Gatsby Gang Jazz Band

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5.0 (3)
  • Map pin icon Charlotte, NC
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 69 miles from Winston-Salem
  • Check mark icon 9 Verified Bookings

Karin J. said “Couldn’t be happier with these musicians! If you are looking for a traditional jazz trio feel like we were, don’t look any further. This is your group!!…”

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Jazz Band for Holiday Parties - Jazz Band / 1920s Era Entertainment in Charlotte, North Carolina Featured vendor banner
Jazz Band for Holiday Parties - Jazz Band / 1920s Era Entertainment in Charlotte, North Carolina

Jazz Band for Holiday Parties

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0 (0)
  • Map pin icon Charlotte, NC
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 69 miles from Winston-Salem

We provide live jazz for Holiday and Christmas Parties!

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Andrew J. Fletcher - Jazz Pianist / 1920s Era Entertainment in Asheville, North Carolina
Andrew J. Fletcher - Jazz Pianist / 1920s Era Entertainment in Asheville, North Carolina

Andrew J. Fletcher

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4.99 (5)
  • Map pin icon Asheville, NC
  • Vendor category icon Jazz Pianist / 1920s Era Entertainment
  • Travel distance icon 134 miles from Winston-Salem
  • Check mark icon 8 Verified Bookings

Mark H. said “Andrew played beautifully! Friendly and punctual.”

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Moonlight, Music and Mystery - Murder Mystery / 1920s Era Entertainment in Knoxville, Tennessee Featured vendor banner
Moonlight, Music and Mystery - Murder Mystery / 1920s Era Entertainment in Knoxville, Tennessee

Moonlight, Music and Mystery

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4.98 (48)
Top Performer badge
  • Map pin icon Knoxville, TN
  • Vendor category icon Murder Mystery / 1920s Era Entertainment
  • Travel distance icon 206 miles from Winston-Salem
  • Check mark icon 81 Verified Bookings

April C. said “I asked for a singing telegram for my son's 30th birthday, since I couldn't be there. My son loved it and said that if they ever make a movie of his life,…”

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The Creswell Club - Jazz Band / 1920s Era Entertainment in Washington, District Of Columbia Featured vendor banner

This vendor provides virtual services Offers Virtual Services

The Creswell Club - Jazz Band / 1920s Era Entertainment in Washington, District Of Columbia

The Creswell Club

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5.0 (23)
Top Performer badge
  • Map pin icon Washington, DC
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 262 miles from Winston-Salem
  • Check mark icon 23 Verified Bookings

Jordan G. said “The Creswell Club made our wedding night so incredibly special. We contracted them for our wedding ceremony and cocktail hour music, and everything went…”

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Show More 1920s Era Entertainers Near You

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Quick facts
1920s Era Entertainment in Winston-Salem, NC

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1,249 quotes sent

In the past year, 1920s Era Entertainers have sent 1,249 quotes to event planners

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119th most popular

1920s Era Entertainers rank #119 in popularity out of 545 categories on GigSalad

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5 out of 5 stars

560 1920s Era Entertainer reviews on GigSalad with an average rating of 5 stars

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Typically hired for

Dinner Parties in Winston-Salem

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3 days on average to book

From request to booking, it takes 3 days (on average) to hire 1920s Era Entertainer

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North Carolina ranks #23

for 1920s Era Entertainer requests in the United States

You are viewing
1920s Era Entertainment in Winston-Salem, NC


For black-tie affairs, large corporate events, high-class dinner parties, holiday parties, birthday parties, anniversary parties, supper clubs, or other occasions, bands playing 1920s Musical Entertainment and period music from the roaring twenties can be an excellent entertainment choice. Popular entertainers from this fun-filled decade include Josephine Baker, Al Jolson, George Gershwin, Vaudeville Performers and Harlem Jazz musicians (to name a few). Related searches include Big Bands, Swing Bands, Jazz Bands, Jazz Singers. Start your search by selecting your city above.

Some things to consider when hiring 1920s entertainment is 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 1920s Era Entertainment in Winston-Salem, North Carolina above.

Please note that these 1920s Era Entertainment may also travel to Walkertown, Pfafftown, Bethania, Wallburg, Clemmons, Lewisville, Rural Hall, Germanton, Tobaccoville, Bermuda Run, Colfax, Welcome, Belews Creek, King, Advance, Walnut Cove, Oak Ridge, East Bend, Stokesdale, Jamestown, Pine Hall, Pinnacle, McCain, Archdale, Trinity, Summerfield, Pilot Mountain, Siloam, Mocksville, and Madison.

Find 1920s Era Entertainment in nearby cities

Kernersville High Point Thomasville Lexington Greensboro Salisbury
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