- Milwaukee, WI
- Pianist / Holiday Party Entertainment
- $200 – $1,500 per event
Whitney M. said
“Judy was a pleasure to work with. We will be hiring her again for our next Vegas function. ”
The 61 Best Holiday Party Entertainers for hire in Milwaukee, WI
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329 Holiday Party Entertainers serving Milwaukee, WI
- Milwaukee, WI
- Magician / Holiday Party Entertainment
- $450 – $5,000 per event
Bobbi M. said
“Zach did a fantastic job entertaining our diverse group at our company Christmas party. He kept us laughing through the show. I highly recommend booking him for your entertainment needs. ”
- Oconomowoc, WI
- Santa Claus / Holiday Party Entertainment
- 30 miles from Milwaukee
- Contact for pricing
Ashley S. said
“Santa and Mrs. Clause were so wonderful. They interacted with the kids; Mrs. Clause hoola hooped with some of the girls, and Santa went down the slide and played basketball! They ensured all... ”
- Milwaukee, WI
- Magician / Holiday Party Entertainment
- $600 – $2,500 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.... ”
Aleon Piano
1 Verified booking- Milwaukee, WI
- Pianist / Holiday Party Entertainment
- Starts at $300
I love creating a beautiful and memorable atmosphere through live piano music. I perform for weddings, cocktail hours, dinners, romantic evenings, church...
- Milwaukee, WI
- Christmas Carolers / Holiday Party Entertainment
- Contact for pricing
Pete H. said
“The Christmas Carolers were outstanding. Their singing brought alot of the Christmas Spirit to our Christmas Party. ”
- Oconomowoc, WI
- Santa Claus / Holiday Party Entertainment
- 30 miles from Milwaukee
- 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
- Starts at $500
Maraba H. said
“We hired Tavern Team for our wedding reception-- we got amazing cocktails and amazing service! Tavern Team consistently went the extra mile to make our reception so fun and special. ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- $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
- 17 miles from Milwaukee
- Contact for pricing
Laura L. said
“Rory played music for both our wedding ceremony and reception, and we couldn’t have been happier with our choice! Throughout the entire planning process, he was incredibly responsive, accommodating,... ”
Santa Jim LLC
1 Verified booking- Burlington, WI
- Santa Claus / Holiday Party Entertainment
- 31 miles from Milwaukee
- Starts at $150 per hour
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
- 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
- Jazz Band / Holiday Party Entertainment
- $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... ”
- New Berlin, WI
- Santa Claus / Holiday Party Entertainment
- 11 miles from Milwaukee
- $125 – $1,600 per event
Adrian C. said
“Professional, amazing and magical!!! ”
- Eagle, WI
- Horse Drawn Carriage / Holiday Party Entertainment
- 31 miles from Milwaukee
- Contact for pricing
Sara F. said
“Enchanted Carriage did an amazing job! They were very responsive, personable, accommodating, and provided the best possible experience for my daughter’s first birthday. I would recommend! ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- Contact for pricing
Paul F. said
“We booked Chanel le Meaux and the Dapper Cads for our wedding, and they did a FANTASTIC job! We’ve gotten so many compliments about how awesome they were and how much people enjoyed their music. Per... ”
- Milwaukee, WI
- Holiday Entertainment / Holiday Party Entertainment
- Starts at $800
Laura R. said
“Brett was perfect for our “almost” surprise Emerald anniversary dinner for our parents. His musicianship, versatility, friendly demeanor, ability to read the room, and truly lovely voice and style... ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 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
- Bartender / Holiday Party Entertainment
- Starts at $300
Weston H. said
“Thanks! This was an amazing experience, she arrived on time and had excellent communication prior to the event on when she would arrive which made it perfect to plan for. She worked with us on... ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- Contact for pricing
Latrice K. said
“Christopher’s Project was great talent for a surprise birthday party. Great music and talent. ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- 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
- Contact for pricing
Eileen B. said
“The Lane Co Chapter of the American Red Cross had put on a major fundraiser each year called Paint It Red. We were fortunate enough to be able to book Suzanne Grzanna who brought her versatile jazz... ”
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- $500 – $3,000 per event
Christina C. said
“Seagull and Friends did a great job performing during mingling and dinner at our HS prom event. ”
- Milwaukee, WI
- Classical Ensemble / Holiday Party Entertainment
- 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
- Magician / Holiday Party Entertainment
- $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... ”
Custom Elegance
1 Verified booking- Menomonee Falls, WI
- Pianist / Holiday Party Entertainment
- 14 miles from 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
- 22 miles from Milwaukee
- Starts at $150
Beau B. said
“Very well prepared and professional. Their music was beautiful and everybody loved it. They are truly great musicians. ”
- Racine, WI
- Bartender / Holiday Party Entertainment
- 23 miles from Milwaukee
- Starts at $250
Brazilio C. said
“Everything was great , the bar service was smooth and guest were happy. Thank You. ”
LeBoeuf Brothers Magic
1 Verified booking- Kansasville, WI
- Magician / Holiday Party Entertainment
- 27 miles from 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....
- Pleasant Prairie, WI
- Santa Claus / Holiday Party Entertainment
- 34 miles from Milwaukee
- $100 – $250 per event
Ruth E. said
“David Slama was hired by a friend of ours for a day-long Christmas event, and he was absolutely wonderful. He made every interaction feel special and stayed in character the entire day. He was kind,... ”
Dream City Jazz
- Milwaukee, WI
- Jazz Band / Holiday Party Entertainment
- Contact for pricing
Erik H. said
“I only knew two things I wanted when my fiancé and I started planning a wedding celebration: I wanted it to be outside, and I wanted live music. I didn’t want to develop a playlist, worry about a DJ... ”
Brew City Carolers
- Milwaukee, WI
- Christmas Carolers / Holiday Party Entertainment
- Contact for pricing
Havilah B. said
“The Brew City Carolers are an excellent addition to any party or event. We appreciated their prompt and professional conduct, and the music was just absolutely beautiful. It’s not the holidays without... ”
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About booking Holiday Party Entertainment in 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 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 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 Milwaukee, WI area
These Holiday Party Entertainment serve the wider Milwaukee and Milwaukee county area and travel to Shorewood, Saint Francis, Whitefish Bay, Wauwatosa, West Allis, Cudahy, Glendale, Greenfield, Greendale, Fox Point, Elm Grove, Brown Deer, South Milwaukee, River Hills, Butler, Bayside, Hales Corners, Brookfield, Oak Creek, New Berlin, Franklin, Mequon, Thiensville, Menomonee Falls, Muskego, Lannon, Pewaukee, Caledonia, Waukesha, and Germantown.