- Milwaukee, WI
- Pianist / Holiday Party Entertainment
- 9 miles from South Milwaukee
- $200 – $1,500 per event
Carolyn B. said
“Judy was fabulous, all of our guests loved her beautiful performances and our team is still excited. ”
The 68 Best Holiday Party Entertainers for hire in South Milwaukee, WI
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337 Holiday Party Entertainers serving South Milwaukee, WI
- Milwaukee, WI
- Magician / Holiday Party Entertainment
- 9 miles from South Milwaukee
- $450 – $5,000 per event
Molly K. said
“Zach was a wonderful addition to our company holiday party! His performance was magical and hilarious; our entire group had a great time. So glad we decided to book with Zach! 10 out of 10 would... ”
- Oconomowoc, WI
- Santa Claus / Holiday Party Entertainment
- 35 miles from South Milwaukee
- Contact for pricing
Dyan P. said
“Lake Country Santa and Mrs. Claus were awesome! They engaged with the children in such an authentic manner. Some of the children were absolutely entranced by Santa and Mrs. Claus. They were warm,... ”
- Oconomowoc, WI
- Santa Claus / Holiday Party Entertainment
- 35 miles from South Milwaukee
- Contact for pricing
Josh K. said
“Santa Jim is amazing! He has Santa trivia, great with kids, very authentic, and he brought Mrs. Claus and an Elf. I couldn’t be anymore happier and will definitely book him again. ”
- Milwaukee, WI
- Bartender / Holiday Party Entertainment
- 9 miles from South Milwaukee
- Starts at $500
Jacob G. said
“Bartenders were attentive, polite, and knowledgeable. Would highly recommend. ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 9 miles from South Milwaukee
- $1,200 – $3,000 per event
Margo A. said
“The guys are pros! The band was communicative, ready to play when our event started, and engaged with our guests. The music was PERFECT for a company holiday party. Entertaining, lively, and appealing... ”
- Sussex, WI
- Pianist / Holiday Party Entertainment
- 24 miles from South Milwaukee
- Contact for pricing
Brandon W. said
“Rory was great. His communication prior to our wedding reception was on target, he was on time and ready to go, and his performance set the perfect tone for our evening. Rory played for over an hour... ”
Santa Jim LLC
New member- Burlington, WI
- Santa Claus / Holiday Party Entertainment
- 27 miles from South Milwaukee
- Starts at $150
Meet Santa Jim For me, being Santa is about much more than putting on a red suit. Every child who meets Santa Jim deserves to be seen, heard, respected,...
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 9 miles from South Milwaukee
- Contact for pricing
Anne B. said
“We were delighted to host the Jazz Flux band at Sacred Heart. Their performance brought energy, joy, and wonderful music to the sisters. The musicians were not only highly skilled but also warm and... ”
- Milwaukee, WI
- Magician / Holiday Party Entertainment
- 9 miles from South Milwaukee
- $100 – $2,000 per event
Ella J. said
“I wanted to surprise my long distance boyfriend with a magician, and Doc Plain Magic worked with me to make my idea even better than I could have imagined. He responded to my initial request quickly... ”
- Milwaukee, WI
- Magician / Holiday Party Entertainment
- 9 miles from South Milwaukee
- $1,000 – $2,000 per event
Samantha C. said
“Kuj Magic was a great addition to our corporate event! Everyone really enjoyed his strolling magic during our cocktail hour and his stage performance. ”
- Pleasant Prairie, WI
- Santa Claus / Holiday Party Entertainment
- 25 miles from South Milwaukee
- $100 – $250 per event
Daniel C. said
“Santa David was incredible! We’ve had the tradition of hiring a Santa for our extended family Christmas Eve for over 50 years. Our long time Santa retired so we were in the market for a new one and... ”
- Gurnee, IL
- Santa Claus / Holiday Party Entertainment
- 37 miles from South Milwaukee
- $150 per hour
Victoria G. said
“Santa Ted was very personable and was a great hit with the kids climbing up on his sleigh! I highly recommend Santa Ted and his sleigh for your gathering! ”
- Milwaukee, WI
- Classical Ensemble / Holiday Party Entertainment
- 9 miles from South Milwaukee
- Contact for pricing
Tammy A. said
“Joann and her ensemble were the perfect touch to my son’s nuptials!! They performed beautifully and I received so many compliments regarding them!! Joann was easy to communicate with, and even... ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 9 miles from South Milwaukee
- $200 – $1,000 per event
Megan M. said
“We recently had the pleasure of having Jazz In Vivo perform at our company holiday party, and they were outstanding! From the moment they arrived, their professionalism and kindness were evident. They... ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 9 miles from South Milwaukee
- Contact for pricing
Rachel P. said
“The band was timely and professional and exactly what we were looking for in a Jazz Band. ”
- Milwaukee, WI
- Holiday Entertainment / Holiday Party Entertainment
- 9 miles from South Milwaukee
- Starts at $800
Laura R. said
“Brett is a consummate professional, facile in his musicality, and very amiable to work with. He was prompt, responsive to messages, and willing to go the extra distance to make our surprise telegram... ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 9 miles from South Milwaukee
- $500 – $3,000 per event
Melissa A. S. said
“I booked this group as a surprise for my husband's 50th birthday and they were great! On time, professional, great personalities, and a pleasure to listen to. I highly recommend them! ”
Giggles Event Services
2 Verified bookings- Milwaukee, WI
- Bartender / Holiday Party Entertainment
- 9 miles from South Milwaukee
- Contact for pricing
I provide great customer service!! I'm an ambassador that promotes brands at stores and liquor departments and retail. I have 20+ years of bartender and...
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 9 miles from South Milwaukee
- Contact for pricing
Denise M. said
“We hired Christopher's project for an elegant awards gala in a unique venue and they provided the perfect background music. Not so loud to be overbearing, but good enough for the guests to take notice... ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 9 miles from South Milwaukee
- Contact for pricing
Bounrod X. said
“Hannah was so easy to work with, and the band has a great sense of humor. Would hire again! ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 9 miles from South Milwaukee
- Contact for pricing
Mardine M. said
“Marcya's voice definitely reflect the classical training but translates well into all genres. Marcya has a powerful voice; but unlike so many, she possesses the ability to appropriately tone it... ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 9 miles from South Milwaukee
- Contact for pricing
Mark M. said
“Chanel and her band were absolutely excellent at our wedding recently. They worked with us prior to the wedding to be sure our expectations would be met and they far exceeded what we thought we... ”
- New Berlin, WI
- Santa Claus / Holiday Party Entertainment
- 13 miles from South Milwaukee
- $125 – $1,600 per event
Dana B. said
“Santa Shane is always a hit with kids and grown kids alike. Engaging, energetic, and joyful! ”
- Racine, WI
- Bartender / Holiday Party Entertainment
- 13 miles from South Milwaukee
- Starts at $250
Jessica F. said
“Anthony is a very good worker and has a real gift for knowing how to provide excellent service to people. ”
LeBoeuf Brothers Magic
1 Verified booking- Kansasville, WI
- Magician / Holiday Party Entertainment
- 20 miles from South Milwaukee
- Starts at $300
We provide entertainment for kids and adults, Parties of any kind. Corporate events, Weddings, Birthdays, Retirement. We can customize a show for your needs....
Custom Elegance
1 Verified booking- Menomonee Falls, WI
- Pianist / Holiday Party Entertainment
- 23 miles from South Milwaukee
- Contact for pricing
As an accomplished pianist and recording artist, I bring a unique blend of artistry, versatility, and professionalism to every performance. My repertoire...
- Hartland, WI
- Classical Ensemble / Holiday Party Entertainment
- 28 miles from South Milwaukee
- Starts at $150
Kelsey H. said
“I had the flute player at my wedding ceremony, and she did a phenomenal job playing! Would recommend! ”
- Eagle, WI
- Horse Drawn Carriage / Holiday Party Entertainment
- 31 miles from South Milwaukee
- Contact for pricing
Jennifer H. said
“We will definitely be booking again! Great people, beautiful horse and carriage! ”
- Waukegan, IL
- Santa Claus / Holiday Party Entertainment
- 38 miles from South Milwaukee
- $100 – $1,200 per event
Rachel M. said
“North Shore Santa was very prompt and professional. He was great with kids and adults and made the event very fun. A couple of the kids wanted to keep going back to talk and take pictures with... ”
Open Bar Catering
1 Verified booking- Fox Lake, IL
- Bartender / Holiday Party Entertainment
- 39 miles from South Milwaukee
- Contact for pricing
Open Bar Catering offers Beverage Catering & Bartending Services in Northern Illinois (Aurora, Chicago, Elgin, Joliet, Naperville, Rockford, Waukegan). Open Bar...
Santa Mark
- Franklin, WI
- Santa Claus / Holiday Party Entertainment
- 9 miles from South Milwaukee
- $350 per hour
Kris N. said
“Very nice, pleasant and easy to work with. Great with the kids of all ages. Even has his own chair and backdrop! ”
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About booking Holiday Party Entertainment in South Milwaukee, 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 South Milwaukee, 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 South Milwaukee 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 South Milwaukee, WI area
These Holiday Party Entertainment serve the wider South Milwaukee and Milwaukee county area and travel to Oak Creek, Cudahy, Saint Francis, Greendale, Caledonia, Greenfield, Franklin, Milwaukee, Hales Corners, West Allis, Franksville, Raymond, Mount Pleasant, Wauwatosa, Shorewood, New Berlin, Racine, Muskego, Whitefish Bay, Elm Grove, Sturtevant, Glendale, Wind Lake, Brookfield, Butler, Fox Point, Big Bend, Union Grove, Brown Deer, and River Hills.