- Milwaukee, WI
- Pianist / Holiday Party Entertainment
- 17 miles from Waukesha
- $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 61 Best Holiday Party Entertainers for hire in Waukesha, WI
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336 Holiday Party Entertainers serving Waukesha, WI
- Milwaukee, WI
- Magician / Holiday Party Entertainment
- 17 miles from Waukesha
- $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
- 15 miles from Waukesha
- 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
- 15 miles from Waukesha
- Contact for pricing
Deanna S. said
“Santa and Mrs Claus joined a family brunch to chat, take pictures, and give some gifts to our grandchildren. They were excellent with children and our dog. Our grandson became a true believer in Santa... ”
- Milwaukee, WI
- Bartender / Holiday Party Entertainment
- 17 miles from Waukesha
- Starts at $500
Jacob G. said
“Bartenders were attentive, polite, and knowledgeable. Would highly recommend. ”
- Sussex, WI
- Pianist / Holiday Party Entertainment
- 8 miles from Waukesha
- Contact for pricing
Scott K. said
“Rory arrived on time and was very personable. Upon arriving Rory fit right into the gathering like he already knew everyone. Rory was a great entertainer and reacted to the party guest requests and... ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 17 miles from Waukesha
- $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... ”
Santa Jim LLC
New member- Burlington, WI
- Santa Claus / Holiday Party Entertainment
- 23 miles from Waukesha
- 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
- 17 miles from Waukesha
- 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
- 17 miles from Waukesha
- $1,000 – $2,000 per event
Ryan P. said
“We had Bryan at our wedding during our pictures and a little of dinner. He walked table to table and did card tricks and other close up magic. Everyone adored his tricks and left everyone stumped.... ”
- Milwaukee, WI
- Magician / Holiday Party Entertainment
- 17 miles from Waukesha
- $100 – $2,000 per event
Matt W. said
“Doc Plain provided entertainment for my 22nd birthday party. He made a group of college students laugh and be amazed. Some of the tricks he performed were incredible and almost seemed impossible to... ”
- Pleasant Prairie, WI
- Santa Claus / Holiday Party Entertainment
- 35 miles from Waukesha
- $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... ”
- New Berlin, WI
- Santa Claus / Holiday Party Entertainment
- 7 miles from Waukesha
- $125 – $1,600 per event
Dana B. said
“Santa Shane is always a hit with kids and grown kids alike. Engaging, energetic, and joyful! ”
- Hartland, WI
- Classical Ensemble / Holiday Party Entertainment
- 9 miles from Waukesha
- Starts at $150
Kelsey H. said
“I had the flute player at my wedding ceremony, and she did a phenomenal job playing! Would recommend! ”
Custom Elegance
1 Verified booking- Menomonee Falls, WI
- Pianist / Holiday Party Entertainment
- 13 miles from Waukesha
- 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...
- Eagle, WI
- Horse Drawn Carriage / Holiday Party Entertainment
- 15 miles from Waukesha
- Contact for pricing
Jennifer H. said
“We will definitely be booking again! Great people, beautiful horse and carriage! ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 17 miles from Waukesha
- $500 – $3,000 per event
Myra N. said
“Best four piece jazz band ever! My dad loved their music at his 100th birthday party. They really set the mood for our gathering, and they played all the songs my brothers remembered playing when... ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 17 miles from Waukesha
- 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... ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 17 miles from Waukesha
- 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... ”
Giggles Event Services
2 Verified bookings- Milwaukee, WI
- Bartender / Holiday Party Entertainment
- 17 miles from Waukesha
- 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
- Holiday Entertainment / Holiday Party Entertainment
- 17 miles from Waukesha
- 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
- 17 miles from Waukesha
- 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
- Jazz Band / Holiday Party Entertainment
- 17 miles from Waukesha
- 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
- 17 miles from Waukesha
- $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
- Classical Ensemble / Holiday Party Entertainment
- 17 miles from Waukesha
- Contact for pricing
Katherine said
“Joann was wonderful to work with! She made the vision I had for the music for our wedding come to life. She was an incredible communicator and problem solver. She made planning and coordinating a... ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 17 miles from Waukesha
- 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! ”
LeBoeuf Brothers Magic
1 Verified booking- Kansasville, WI
- Magician / Holiday Party Entertainment
- 24 miles from Waukesha
- 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....
- Racine, WI
- Bartender / Holiday Party Entertainment
- 30 miles from Waukesha
- 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. ”
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About booking Holiday Party Entertainment in Waukesha, 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 Waukesha, 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 Waukesha 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 Waukesha, WI area
These Holiday Party Entertainment serve the wider Waukesha and Waukesha county area and travel to Pewaukee, New Berlin, Brookfield, Wales, Genesee Depot, Elm Grove, Sussex, Hartland, Muskego, Big Bend, Delafield, Lisbon, Lannon, Merton, North Prairie, Butler, Nashotah, Hales Corners, Mukwonago, West Allis, Greenfield, Wauwatosa, Dousman, North Lake, Colgate, Greendale, Menomonee Falls, Franklin, Okauchee, and Wind Lake.