- Plymouth, WI
- Santa Claus / Holiday Party Entertainment
- 13 miles from Sheboygan
- $150+ in person $30 + for virtual
Hugo F. said
“He was the Kindest most amazing Santa I would’ve wished!! ”
The 7 Best Holiday Party Entertainers for hire in Sheboygan, WI
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217 Holiday Party Entertainers serving Sheboygan, WI
- Plymouth, WI
- Bartender / Holiday Party Entertainment
- 13 miles from Sheboygan
- $100 and up
Mary C. said
“Bianca and Mike did an amazing job keeping the guests happy and entertained and provided exceptional service throughout our event. They came out to the tables and offered wine during dinner as well as... ”
- Two Rivers, WI
- Santa Claus / Holiday Party Entertainment
- 29 miles from Sheboygan
- $150 and up, will negotiate for non-profits
Lindsey R. said
“Siddy Santa and Mrs. Claus were a DREAM to work with. They were willing to go over and above to meet the specific needs of our company holiday party, and they did everything with the kindest,... ”
- Fond Du Lac, WI
- Santa Claus / Holiday Party Entertainment
- 37 miles from Sheboygan
- $150 and up
Paul H. said
“Our office put together a social media post. Santa was great at helping us! He was prompt, professional and JOLLY!!! We’ve already booked our next event! Look at this post on Facebook to show how... ”
Hayley Diedrich
New member- Sheboygan, WI
- Bartender / Holiday Party Entertainment
- Contact for rates
Full time bartender with 10 plus years of experience looking to expand my portfolio with some Gig work. On top on bartending, I have done NFL stadium vending!...
- Kohler, WI
- String Trio / Holiday Party Entertainment
- 3 miles from Sheboygan
- $375 1st hr, $240 subsequent hrs; weddings add $75
Monica said
““Tom Palof arranged/composed some music for my wedding prelude. Using what he knew of us as a couple, he put together not just music that enhanced the day, but added to personal connection we felt for... ”
- Sheboygan, WI
- Keyboard Player / Holiday Party Entertainment
- Contact for rates
We are a Christian Church and looking for Christian Musicians
- Germantown, WI
- Corporate Magician / Holiday Party Entertainment
- 41 miles from Sheboygan
- Contact for rates
David D. said
“Glenn was better than advertised. He was very funny, engaged with almost everyone in the crowd. His magic was better than I was expecting, he even had one trick we were all talking about after he... ”
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Bartenders
Caterers
Children’s Party Entertainment
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Comedians
Corporate Event Entertainment
DJs
Easter Bunnies
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Impersonators
Party Bands
Patriotic Entertainment
Photo Booths
Singing Guitarists
Singing Pianists
Singing Telegrams
Storytellers
String Quartets
Waitstaff
About booking Holiday Party Entertainment in Sheboygan, WI
The holidays offer special opportunities to create joy and connection with people you care about the most, and the right entertainment can make your celebration truly shine. From Christmas carolers setting a festive mood to Santas delighting children or DJs keeping the dance floor busy, professional entertainers bring the magic that makes a party memorable. Whether you’re planning a large corporate holiday party or a cozy family Christmas party, you can find the right performer to help you create unforgettable moments.
The cost of hiring holiday party entertainers in Sheboygan, Wisconsin will vary depending on the type of holiday entertainment, their experience, and the length of the performance. A short Santa visit at your family Christmas party will cost less than a live band performing at a holiday corporate event. Contact the local entertainers above to discuss your event details and receive a customized quote.
As you search for Sheboygan holiday party entertainers, view their profiles to read about their services, browse photos, and watch promotional videos. Then, check out reviews from past clients to see what it would be like to work with them. When requesting a quote, include key details like the venue, audience size, expected performance time, and event goals to ensure you receive the most accurate pricing.
Once you find the holiday act you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book holiday party entertainers. You can message the performers, confirm the details of your agreement, and make a secure payment all in one place. Every GigSalad event is covered by our Worry-Free Guarantee, so you can rest easy knowing we’ve got your back. Just relax and let the holiday magic unfold!
Holiday Party Entertainment serving the Sheboygan, WI area
These Holiday Party Entertainment serve the wider Sheboygan and Sheboygan county area and travel to Kohler, Sheboygan Falls, Howards Grove, Oostburg, Cleveland, Hingham, Waldo, Plymouth, Cedar Grove, Adell, Cascade, Elkhart Lake, Newton, Glenbeulah, Random Lake, Greenbush, Belgium, Kiel, St Nazianz, Fredonia, and New Holstein.