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The 3 Best 1920s Era Entertainers for Hire in Webster, MA

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81 1920s Era Entertainers serving Webster, MA
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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 Webster Users Say

5-star review

“A Class Act” – Sean M., reviewing New York City 1920s Era Entertainer The Creswell Club. More reviews

Background Jazz Band - Jazz Band / 1920s Era Entertainment in Providence, Rhode Island Featured vendor banner
Background Jazz Band - Jazz Band / 1920s Era Entertainment in Providence, Rhode Island

Background Jazz Band

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5.0 (6)
  • Map pin icon Providence, RI
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 29 miles from Webster
  • Check mark icon 19 Verified Bookings

Rebekah S. said “The Background Jazz Band made my event exceptional, classy and wonderful. Great communication from the very beginning and so so easy to work with. I could…”

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The Catnip Junkies - New Orleans Style Entertainment / 1920s Era Entertainment in Providence, Rhode Island Featured vendor banner

This vendor provides virtual services Offers Virtual Services

The Catnip Junkies - New Orleans Style Entertainment / 1920s Era Entertainment in Providence, Rhode Island

The Catnip Junkies

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5.0 (2)
  • Map pin icon Providence, RI
  • Vendor category icon New Orleans Style Entertainment / 1920s Era Entertainment
  • Travel distance icon 29 miles from Webster
  • Check mark icon 2 Verified Bookings

Kim P. said “The Catnip Junkies were everything that we wished for! Such a fun, energetic band! We absolutely loved them! Would highly recommend them.”

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Rent A Casino - Casino Party Rentals / 1920s Era Entertainment in Newton, Massachusetts Featured vendor banner
Rent A Casino - Casino Party Rentals / 1920s Era Entertainment in Newton, Massachusetts

Rent A Casino

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5.0 (2)
  • Map pin icon Newton, MA
  • Vendor category icon Casino Party Rentals / 1920s Era Entertainment
  • Travel distance icon 40 miles from Webster
  • Check mark icon 2 Verified Bookings

Julie T. said “Rent-A-Casino, Steve and Ed, were nothing short of spectacular! As the event coordinator for the PTO, it was my responsibility to seek out possible "casino"…”

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The Gatsby Gang Jazz Band - Jazz Band / 1920s Era Entertainment in Hartford, Connecticut Featured vendor banner
The Gatsby Gang Jazz Band - Jazz Band / 1920s Era Entertainment in Hartford, Connecticut

The Gatsby Gang Jazz Band

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5.0 (3)
  • Map pin icon Hartford, CT
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 45 miles from Webster
  • Check mark icon 9 Verified Bookings

Debbie said “WOW - just WOW! We had a social event at our office and wanted to have some light jazz playing in the background. The group that came was just GREAT!…”

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Wedding Jazz Inc - Jazz Band / 1920s Era Entertainment in Hartford, Connecticut
Wedding Jazz Inc - Jazz Band / 1920s Era Entertainment in Hartford, Connecticut

Wedding Jazz Inc

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0 (0)
  • Map pin icon Hartford, CT
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 45 miles from Webster

Wedding Jazz Inc performs live jazz for your wedding or special event! We perform all the jazz standards by artists such as Miles Davis, Frank Sinatra, and more.

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Jazz Breeze - Jazz Pianist / 1920s Era Entertainment in Boston, Massachusetts Featured vendor banner
Jazz Breeze - Jazz Pianist / 1920s Era Entertainment in Boston, Massachusetts

Jazz Breeze

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5.0 (9)
Top Performer badge
  • Map pin icon Boston, MA
  • Vendor category icon Jazz Pianist / 1920s Era Entertainment
  • Travel distance icon 47 miles from Webster
  • Check mark icon 15 Verified Bookings

Mike R. said “Our corporate event required music during the cocktail hour and having live music from Jazz Breeze truly classed up the event. Letting the Saxophonist…”

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The Creswell Club - Jazz Band / 1920s Era Entertainment in Boston, Massachusetts Featured vendor banner

This vendor provides virtual services Offers Virtual Services

The Creswell Club - Jazz Band / 1920s Era Entertainment in Boston, Massachusetts

The Creswell Club

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5.0 (20)
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  • Map pin icon Boston, MA
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 47 miles from Webster
  • Check mark icon 22 Verified Bookings

Tiffany R. said “Dan and his band helped make our amazing day even more special. They were on time, polite, quick to setup, and were flexible in terms of our special request:…”

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Louis Pettinelli Entertainment - Jazz Band / 1920s Era Entertainment in Boston, Massachusetts Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Louis Pettinelli Entertainment - Jazz Band / 1920s Era Entertainment in Boston, Massachusetts

Louis Pettinelli Entertainment

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4.87 (47)
Top Performer badge
  • Map pin icon Boston, MA
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 47 miles from Webster
  • Check mark icon 136 Verified Bookings

Lisa C. said “As stated above. Band was on time from beginning to end, great singer and musicians. Played like they have been together a life time although they just…”

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Wendee Glick & Friends - Jazz Band / 1920s Era Entertainment in Nashua, New Hampshire

This vendor provides virtual services Offers Virtual Services

Wendee Glick & Friends - Jazz Band / 1920s Era Entertainment in Nashua, New Hampshire

Wendee Glick & Friends

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5.0 (11)
  • Map pin icon Nashua, NH
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 54 miles from Webster
  • Check mark icon 16 Verified Bookings

Amy G. said “We hired Steve Heck and friends for my Dad's 90th Birthday celebration. It was a very small party due to Covid so I just needed a keyboard player/singer.…”

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Show More 1920s Era Entertainers Near You

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Quick facts
1920s Era Entertainment in Webster, MA

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1,247 quotes sent

In the past year, 1920s Era Entertainers have sent 1,247 quotes to event planners

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117th most popular

1920s Era Entertainers rank #117 in popularity out of 545 categories on GigSalad

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5 out of 5 stars

543 1920s Era Entertainer reviews on GigSalad with an average rating of 5 stars

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2.6 days on average to book

From request to booking, it takes 2.6 days (on average) to hire 1920s Era Entertainer

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Massachusetts ranks #14

for 1920s Era Entertainer requests in the United States

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1920s Era Entertainment in Webster, MA


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 Webster, Massachusetts above.

Please note that these 1920s Era Entertainment may also travel to Dudley, Fabyan, Quinebaug, Grosvenor Dale, North Grosvenordale, Thompson, Oxford, East Woodstock, North Oxford, Douglas, Manchaug, Charlton, Woodstock, Charlton City, South Woodstock, Sutton, West Millbury, Charlton Depot, Putnam, Rochdale, Sturbridge, Pascoag, Pomfret, Millbury, Burrillville, Whitinsville, Ballouville, Harrisville, Pomfret Center, and Glendale.

Find 1920s Era Entertainment in nearby cities

Southbridge Auburn Worcester Shrewsbury Woonsocket Smithfield
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