GigSalad – Entertainment Marketplace Menu
Search
Favorites Log In List your services

Your list is empty.

Save musicians, entertainers, speakers, and services, and they’ll appear here.

Free Quick Quote
GigSalad – Entertainment Marketplace Menu
Search Favorites
  • Sign UpList your services
  • Log InLog In
  • Musical Acts
  • Speakers
  • Entertainers
  • Other Services
  • Home
  • How It Works
  • About Us
  • Blog
  • Party Ideas
  • Help Center
Quick Quote
1920s Era Entertainment Portrait Image

The Best 1920s Era Entertainers for Hire in Pittsfield, MA

Tell us more about your event.

Receive FREE no-obligation quotes.

0%

Just a couple more things…

We need some additional information to ensure we find the perfect vendor for your event!

  • Book Musicians
  • Bands & Groups
  • 1920s Era Entertainment
81 1920s Era Entertainers serving Pittsfield, MA
filter date
Vendors available on
Any date

How it works (it’s simple!)

Browse vendors

1. Browse 1920s Era Entertainers in Pittsfield and contact your favorites

Communicate

2. Communicate with the 1920s Era Entertainment you select to work out the details of your event

Book!

3. Book them through GigSalad and be covered by our 100% awesome guarantee!

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.

Our Worry-Free Guarantee

Worry-Free Guarantee

Booking a Pittsfield 1920s Era Entertainer through GigSalad offers you extra protection you can’t get anywhere else. You can rest easy knowing that your payment is secure, and that we’ll have your back in the event of any trouble that may occur. Learn more

What Pittsfield 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 Albany, New York Featured vendor banner
Background Jazz Band - Jazz Band / 1920s Era Entertainment in Albany, New York

Background Jazz Band

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
5.0 (6)
  • Map pin icon Albany, NY
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 30 miles from Pittsfield
  • 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…”

Fast Free Quote
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

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
5.0 (3)
  • Map pin icon Hartford, CT
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 56 miles from Pittsfield
  • 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!!…”

Fast Free Quote
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

Rating star emptyRating star emptyRating star emptyRating star emptyRating star empty
0 (0)
  • Map pin icon Hartford, CT
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 56 miles from Pittsfield

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.

Fast Free Quote
Margi & the Dapper Dots - Jazz Band / 1920s Era Entertainment in Stamford, Connecticut Featured vendor banner
Margi & the Dapper Dots - Jazz Band / 1920s Era Entertainment in Stamford, Connecticut

Margi & the Dapper Dots

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
5.0 (1)
  • Map pin icon Stamford, CT
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 98 miles from Pittsfield

Elaine M. said “Margi and the Dapper Dots played my 60th birthday party...they were fantastic!! Margi has a beautiful voice and the band was phenomenal. They played all…”

Fast Free Quote
The Creswell Club - Jazz Band / 1920s Era Entertainment in Greenwich, Connecticut Featured vendor banner

This vendor provides virtual services Offers Virtual Services

The Creswell Club - Jazz Band / 1920s Era Entertainment in Greenwich, Connecticut

The Creswell Club

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
5.0 (20)
Top Performer badge
  • Map pin icon Greenwich, CT
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 100 miles from Pittsfield
  • 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:…”

Fast Free Quote
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

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
5.0 (2)
  • Map pin icon Providence, RI
  • Vendor category icon New Orleans Style Entertainment / 1920s Era Entertainment
  • Travel distance icon 103 miles from Pittsfield
  • Check mark icon 2 Verified Bookings

Elena G. said “Had the Catnip Junkies for a New Orleans themed work event. They did a fantastic job! The music was great and lively. They kept the crowd super engaged…”

Fast Free Quote
The Jazz Committee - Jazz Band / 1920s Era Entertainment in Salem, New Hampshire
The Jazz Committee - Jazz Band / 1920s Era Entertainment in Salem, New Hampshire

The Jazz Committee

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
5.0 (1)
  • Map pin icon Salem, NH
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 107 miles from Pittsfield

Mark S. said “I hired Rick and his band to play for the cocktail hour for my daughter's wedding. Rick was a true professional from beginning to end. We discussed the…”

Fast Free Quote
Elite Tarot - Tarot Reader / 1920s Era Entertainment in Sag Harbor, New York Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Elite Tarot - Tarot Reader / 1920s Era Entertainment in Sag Harbor, New York

Elite Tarot

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
4.99 (13)
Top Performer badge
  • Map pin icon Sag Harbor, NY
  • Vendor category icon Tarot Reader / 1920s Era Entertainment
  • Travel distance icon 112 miles from Pittsfield
  • Check mark icon 43 Verified Bookings

Meaghan D. said “I hired Eve to do individual tarot card readings in my home for a birthday party of approximately 12 guests. Eve was timely, incredibly professional and…”

Fast Free Quote
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

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
5.0 (9)
Top Performer badge
  • Map pin icon Boston, MA
  • Vendor category icon Jazz Pianist / 1920s Era Entertainment
  • Travel distance icon 112 miles from Pittsfield
  • 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…”

Fast Free Quote
Show More 1920s Era Entertainers Near You

You might also like:

Big Bands Brass Bands Charlie Chaplin Impersonators Dixieland Bands Jazz Bands Party Bands Ragtime Bands Swing Bands 1930s Era Entertainment 1940s Era Entertainment

Quick facts
1920s Era Entertainment in Pittsfield, MA

Blue line drawing icon of a paper airplane
1,247 quotes sent

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

Blue line drawing icon of a magnifying glass
118th most popular

1920s Era Entertainers rank #118 in popularity out of 545 categories on GigSalad

Blue line drawing icon of star
5 out of 5 stars

544 1920s Era Entertainer reviews on GigSalad with an average rating of 5 stars

Blue line drawing icon of a clock
2.5 days on average to book

From request to booking, it takes 2.5 days (on average) to hire 1920s Era Entertainer

Blue line drawing icon of a trophy
Massachusetts ranks #14

for 1920s Era Entertainer requests in the United States

You are viewing
1920s Era Entertainment in Pittsfield, 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 Pittsfield, Massachusetts above.

Please note that these 1920s Era Entertainment may also travel to Dalton, Lanesborough, Hinsdale, Lenox, Hancock, New Lebanon, Lenox Dale, Richmond, Washington, Washington, Cheshire, Stephentown, Lee, Berkshire, West Stockbridge, Peru, Canaan, Windsor, West Lebanon, Becket, Stockbridge, South Lee, Glendale, Cherry Plain, Savoy, Adams, Middlefield, East Nassau, Brainard, and Tyringham.

Find 1920s Era Entertainment in nearby cities

Albany Bennington Troy Northampton Easthampton Colonie
GigSalad – Entertainment Marketplace
  • Company
  • About Us
  • Blog
  • Partners
  • Event Planners
  • How It Works
  • Party Ideas
  • Quick Quote
  • Vendors
  • Sign Up
  • Pricing
  • Testimonials
  • Support
  • Help Center
  • Contact Us
  • Privacy Policy
  • Terms
  • Log In

© GigSalad 2022 ❤ Peace, Love & Gigs ®

Privacy Terms