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65 Holiday Entertainers serving Madison, WI

Featured

Cocktail Piano Music - Judy Bowen

4.89 (31)
Top Performer
66 Verified bookings

  • Madison, WI
  • Pianist / Holiday Entertainment
  • $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. ”
Featured

Mister Jim

5.0 (19)
Top Performer
24 Verified bookings

  • Middleton, WI
  • Children’s Party Entertainment / Holiday Entertainment
  • 5 miles from Madison
  • Starts at $150

Kate G. said “His fun, funny and engaging performance had the audience smiling from start to finish. He has a wonderful way of connecting with children and adults alike, keeping everyone entertained and...”
Featured

Jonathan Elkins - Magician

5.0 (4)
6 Verified bookings

  • Middleton, WI
  • Magician / Holiday Entertainment
  • 5 miles from Madison
  • Starts at $350

Jen D. said “Jonathan was great at communicating ahead of time, showed up 20 minutes ahead of time to set up, and put on a fun show for the kids. Would recommend! ”

Santa C. - Your Hometown Santa

5.0 (6)
Top Performer
17 Verified bookings

  • Baraboo, WI
  • Santa Claus / Holiday Entertainment
  • 32 miles from Madison
  • Starts at $175 per hour

Melissa W. said “We were on vacation and booked Santa to visit our kids. The best part was his ability to answer the big kids questions of doubt. He had a book of names that definitely made the experience magical...”

Estimate the cost

We’ve gathered average pricing for hiring Holiday Entertainment in your region using data from quotes sent through GigSalad.

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Quick facts for Holiday Entertainment in Madison, WI

3,173 quotes sent

In the past year, Holiday Entertainment have sent 3,173 quotes to event planners.

66th most popular

Holiday Entertainment rank #66 in popularity out of 539 categories on GigSalad.

5 out of 5 stars

There are 7,157 Holiday Entertainment reviews on GigSalad with an average rating of 5 stars.

1.3 days on average to book

From request to booking, it takes 1.3 days (on average) to hire Holiday Entertainment.

Popular events

Holiday Entertainment are typically hired for Festivals in Madison, WI.

Wisconsin ranks #17

Wisconsin is the 17th most popular state for Holiday Entertainment requests in the United States.

About booking Holiday Entertainment in Madison, WI

Take your holiday celebration to the next level with some live entertainment! You can book a visit with Santa or have hot chocolate with Mrs. Claus. If you want some beautiful holiday music, consider Christmas carolers or a singing pianist. Find the best local holiday entertainment on GigSalad for your Christmas parties, corporate events, and holiday festivals like Christmas tree lightings and parades.

The cost of hiring holiday entertainment in Madison, Wisconsin will vary depending on the type of performer, the event length, and when you book. The holiday season is the busiest time of year for Christmas party entertainers, so they may charge more as their calendars fill up and schedules become strained. Book early for the best price! Contact the performers above to get a quote customized for your holiday party or event.

While browsing Madison holiday entertainers, take the time to look through photos and videos from past events and performances. Then read reviews from other event planners to learn more about their experience and professionalism. When talking with holiday performers, discuss important details like arrival times, attire preferences, setup requirements, and any special requests you might have.

Once you find the performer you want to hire, finalize your booking on GigSalad. Our full-service platform makes it easy to book live holiday entertainment. You can talk with entertainers, confirm all the details of your agreement, and make a secure payment all in one place. Every GigSalad booking is covered by our Worry-Free Guarantee so you can rest easy knowing we’ve got your back. Just relax and enjoy your celebration!

Holiday Entertainment serving the Madison, WI area

These Holiday Entertainment serve the wider Madison and Dane county area and travel to Monona, Fitchburg, Middleton, McFarland, Springfield, Waunakee, Verona, Cottage Grove, Oregon, Sun Prairie, De Forest, DeForest, Windsor, Cross Plains, Dane, Stoughton, Morrisonville, Stone, Brooklyn, Belleville, Deerfield, Mount Horeb, Lodi, Black Earth, Marshall, Arlington, London, Cambridge, Mazomanie, and Sauk City.