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Highmount, NY 
Aerialist / 1920s Era Entertainment
136 miles from Oswego 
17 Verified Bookings Kimberly C. said “We hosted Maverick's Legacy Annual Spring Festival at the Sussex County Fairgrounds in Augusta, NJ on 5/10/2025. Jessica showed up with plenty of…”
Ottawa, ON
Traveling Theatre / 1920s Era Entertainment
142 miles from Oswego
4 Verified Bookings Live History is an internationally travelling site-specific theatre troupe that specializes in bringing local history to life through fun and unique escape room…
Toronto, ON
Jazz Band / 1920s Era Entertainment
145 miles from Oswego
28 Verified Bookings Dominic P. said “Amazing performance by the Sean Stanley Trio! Everyone loved their music and contributed to a perfect wedding party. The band was very flexible in scheduling…”
In the past year, 1920s Era Entertainers have sent 1,281 quotes to event planners
1920s Era Entertainers rank #106 in popularity out of 540 categories on GigSalad
766 1920s Era Entertainer reviews on GigSalad with an average rating of 5 stars
From request to booking, it takes 2.1 days (on average) to hire 1920s Era Entertainer
for 1920s Era Entertainer requests in the United States
If you’re planning a wedding, corporate event, or birthday party with a Roaring Twenties or Great Gatsby theme, you’ll need authentic 1920s era entertainment to pull it off. Get your guests doing the Charleston with live music from a jazz band or jazz singer. Or, hire flapper dancers to show them how it’s done. You can also keep the audience in their seats with a captivating vaudeville act or magic show.
The cost of booking 1920s entertainment in Oswego, NY will vary depending on the performance length, the type of performer you want, and the complexity of the show. A full show with a 1920s theme complete with multiple jazz musicians and flapper dancers in costume will charge more than a solo performer with a simpler setup. Contact the local 1920s entertainers above to get a quote customized for your event.
While browsing Oswego 1920s era entertainment, look through profiles to see photos and watch videos of their performances. Then read reviews from past clients to see if they have experience with events like yours and what it will be like to work with them. When talking with performers, discuss important details like setup requirements, event schedule, and any special requests for costumes, props, or songs.
Once you find the band or performer you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to hire 1920s entertainment. You can talk with performers, confirm the details of the agreement, and make a secure payment all in one place. Every GigSalad booking is protected by our Worry-Free Guarantee, so you can rest easy knowing we’ve got your back. Just relax and enjoy the show! Search for 1920s Era Entertainment in Oswego, New York above.
These 1920s Era Entertainment serve the wider Oswego and Oswego county area and travel to Minetto, Lycoming, Hannibal, New Haven, Fulton, Sterling, Palermo, Martville, Fair Haven, Mexico, Pennellville, Red Creek, Maple View, Phoenix, Hastings, Parish, Cato, Pulaski, Central Square, Mallory, Wolcott, Brewerton, Clay, Ellisburg, and Cicero.
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