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245 Holiday Party Entertainers serving Sun Prairie, WI

Featured

Cocktail Piano Music - Judy Bowen

4.89 (31)
Top Performer
66 Verified bookings

  • Madison, WI
  • Pianist / Holiday Party Entertainment
  • 12 miles from Sun Prairie
  • $200 – $1,500 per event

Marty B. said “Judy was scheduled to play for 2 hours at our anniversary event. She arrived plenty early and very accommodating g. My apologies for not helping her carry in all the equipment as I promised, but she...”
Featured

Lake Country Santa Claus

5.0 (10)
Top Performer
22 Verified bookings

  • Oconomowoc, WI
  • Santa Claus / Holiday Party Entertainment
  • 36 miles from Sun Prairie
  • Contact for pricing

Lisa S. said “What a great experience for the kids!! Santa and Mrs Claus looked amazing, were friendly and on time. They sang with the kids and interacted so well! Would book again!! Never have seen such perfect...”
Featured

IL Suono Music Agency

4.92 (39)
59 Verified bookings

  • Madison, WI
  • Pianist / Holiday Party Entertainment
  • 12 miles from Sun Prairie
  • Contact for pricing

Jacqueline W. said “The violinist from IL Suono Music Agency was very talented and well prepared for my daughter's wedding mass. She did a beautiful job. ”
Featured

Jonathan Elkins - Magician

5.0 (4)
6 Verified bookings

  • Middleton, WI
  • Magician / Holiday Party Entertainment
  • 16 miles from Sun Prairie
  • Starts at $350

Eric C. said “Jonathan Elkins is fantastic. He was funny, the show was kid friendly and all the adults were amazed by the tricks performed. I will definitely refer him to friends and co-workers. He made my son's...”
Featured

Santa Claus Jim

5.0 (2)
1 Verified booking

  • Oconomowoc, WI
  • Santa Claus / Holiday Party Entertainment
  • 36 miles from Sun Prairie
  • 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...”

Santa C. - Your Hometown Santa

5.0 (6)
Top Performer
17 Verified bookings

  • Baraboo, WI
  • Santa Claus / Holiday Party Entertainment
  • 33 miles from Sun Prairie
  • Starts at $200 per hour

Caron C. said “Santa was great with communication prior to the event, arrived promptly, and made a grand entrance. Our Heroes Board had made goody bags for Santa to give to each child. He was patient and gave each...”

Your Own Santa

5.0 (6)
10 Verified bookings

  • Sun Prairie, WI
  • Santa Claus / Holiday Party Entertainment
  • Contact for pricing

Lisa W. said “He was on time, engaging and was a perfect Santa. I will be hiring him again!”

James the Magician

5.0 (18)
25 Verified bookings

  • Madison, WI
  • Magician / Holiday Party Entertainment
  • 12 miles from Sun Prairie
  • $300 – $5,000 per event

Eric G. said “I hired James the Magician for my wife’s 40th birthday. He did both strolling magic and a stage show. He was very personable and engaging with everyone at the party and everyone loved the...”

Charlie Painter Jazz Guitar Duo/Trio

5.0 (1)
1 Verified booking

  • Madison, WI
  • Jazz Band / Holiday Party Entertainment
  • 12 miles from Sun Prairie
  • Contact for pricing

Deborah R. said “Charlie will work with you to make sure that the music for your event is just what you want. At my request, he expanded the trio to include keyboards and an amazing saxophone player, Austin...”

Santa Alan

2 Verified bookings

  • Madison, WI
  • Santa Claus / Holiday Party Entertainment
  • 12 miles from Sun Prairie
  • Contact for pricing

I have been a professional Santa Claus for 17 years. I have extensive experience as Santa at shopping malls, corporate events, parties, and residential house...

Catered Cocktails LLC

4.85 (13)
12 Verified bookings

  • Madison, WI
  • Bartender / Holiday Party Entertainment
  • 12 miles from Sun Prairie
  • Contact for pricing

Felicia D. said “I hired Catered Cocktails to serve alcohol at my open bar wedding two weeks ago, and they were fabulous! I got in contact with Jenny about 6 months before the wedding, and she always promptly answered...”

Luxe Bar Services

1 Verified booking

  • Middleton, WI
  • Bartender / Holiday Party Entertainment
  • 16 miles from Sun Prairie
  • Starts at $75 per hour

Hello, I provide bartending services for private parties and events. I can provide a “set up the bar package” for you and bring every aspect of the bar to...

Mrs. Penny Claus

New member

  • Sun Prairie, WI
  • Mrs. Claus / Holiday Party Entertainment
  • Contact for pricing

Bring a little extra magic, laughter, and Christmas cheer to your holiday event with Mrs. Penny Claus! A professional children's theatre performer, Penny...

  • Sun Prairie, WI
  • Bartender / Holiday Party Entertainment
  • $75 per hour

Professional bartending for private parties. Entertaining your guests and providing them with amazing cocktails

  • Madison, WI
  • Classical Ensemble / Holiday Party Entertainment
  • 12 miles from Sun Prairie
  • $250 – $2,500 per event

Lakeside Brass is a quintet made up of professional brass musicians from around the Madison, WI area. Our ensemble plays a wide array of music, ranging from...

  • Madison, WI
  • Bartender / Holiday Party Entertainment
  • 12 miles from Sun Prairie
  • Contact for pricing

Make Mine a Double will run your events bar so you can run the fun! Our mixologists will mix it up at any size wedding, private party, in home events, holiday...

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About booking Holiday Party Entertainment in Sun Prairie, 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 Sun Prairie, 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 Sun Prairie 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 Sun Prairie, WI area

These Holiday Party Entertainment serve the wider Sun Prairie and Dane county area and travel to Windsor, Cottage Grove, Marshall, De Forest, DeForest, Morrisonville, Monona, Waterloo, Deerfield, Madison, Waunakee, McFarland, Arlington, London, Columbus, Dane, Middleton, Cambridge, Springfield, Fall River, Fitchburg, Lake Mills, Lake Ripley, Poynette, Doylestown, Lodi, Rio, Stoughton, Oregon, and Reeseville.

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