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401 Holiday Party Entertainers serving Woodstock, IL

Featured

The Real Santa

4.97 (30)
Top Performer
52 Verified bookings

  • Crystal Lake, IL
  • Santa Claus / Holiday Party Entertainment
  • 8 miles from Woodstock
  • $75 – $300 per hour

Ashley K. said “Santa and Mrs.Claus were GREAT! Loved our experience! ”
Featured

Ferny Magic

5.0 (13)
Top Performer
26 Verified bookings

  • Lake Zurich, IL
  • Magician / Holiday Party Entertainment
  • 20 miles from Woodstock
  • Starts at $400

Luann M. said “Hired Ferny Magic for a department summer picnic. His strolling magic was a huge hit. It was the perfect entertainment for our casual setting. Thank you! ”
Featured

Brenden Trojan

5.0 (27)
Top Performer
39 Verified bookings

  • South Barrington, IL
  • Magician / Holiday Party Entertainment
  • 22 miles from Woodstock
  • Contact for pricing

Priscilla M. said “We had the absolute pleasure of having Brenden perform close-up magic at our family graduation party, and to say he exceeded every expectation would be an understatement. From the moment he arrived,... ”
Featured

Santa Ed

5.0 (7)
Top Performer
17 Verified bookings

  • Mundelein, IL
  • Santa Claus / Holiday Party Entertainment
  • 23 miles from Woodstock
  • $125 – $200 per hour

Annie S. said “What a wonderful Santa! ”
Featured

Santa Scott

5.0 (90)
Top Performer
195 Verified bookings

  • St Charles, IL
  • Santa Claus / Holiday Party Entertainment
  • 29 miles from Woodstock
  • Contact for pricing

Ari B. said “Santa Scott was a HUGE hit at our wedding. He came out as a surprise during the reception, and I've never seen adults react like that to Santa. He perfectly looked and acted the part (with a beautiful... ”
Featured

William Pack

4.93 (12)
Top Performer
19 Verified bookings

  • Batavia, IL
  • Magician / Holiday Party Entertainment
  • 33 miles from Woodstock
  • Starts at $500

Randy C. said “William catered to our crowd, did a great job adjusting to the setting and a great show as well ”
Featured

Zach Michel - Comedy Magician

4.97 (35)
Top Performer
73 Verified bookings

  • Rockford, IL
  • Magician / Holiday Party Entertainment
  • 33 miles from Woodstock
  • $450 – $5,000 per event

Hope H. said “Zach was funny and definitely left our minds wandering how he did the trick. I highly recommend him. He was a crowd pleaser. ”
Featured

The Premier Santa Group

5.0 (2)
9 Verified bookings

  • Crystal Lake, IL
  • Santa Claus / Holiday Party Entertainment
  • 8 miles from Woodstock
  • Contact for pricing

Peggy S. said “VERY GOOD KIDS LOVED THEM VERY ENTERTAINING ”
Featured

Tom Hartnett

5.0 (3)
3 Verified bookings

  • Sycamore, IL
  • Pianist / Holiday Party Entertainment
  • 26 miles from Woodstock
  • Contact for pricing

Jan E. said “We were blessed to have Tom play at our church fest. He was very kind, flexible and a pleasure to work with every step of the way. He brought along another musician and the music that they shared was... ”
Featured

The Great Boodini

4.80 (15)
27 Verified bookings

  • Arlington Heights, IL
  • Magician / Holiday Party Entertainment
  • 29 miles from Woodstock
  • Contact for pricing

Sam K. said “Had the Great Boodini come out for our Halloween party at our house. The show was super fun with both a creepy atmosphere and a lot of laughs. His crowd work and tricks were super fun and kept... ”
Featured

Zack Percell of TNZ Magic

5.0 (49)
52 Verified bookings

  • Rockford, IL
  • Magician / Holiday Party Entertainment
  • 33 miles from Woodstock
  • Starts at $275

Ella said “We had the absolute pleasure of having Zack Percell from TNZ Magic at my son’s birthday party, and he was truly AMAZING! From the moment he started, the kids were completely engaged, and fully... ”
Featured

Dennis Christie MD "Master Deceptionist"

5.0 (51)
121 Verified bookings

  • Des Plaines, IL
  • Magician / Holiday Party Entertainment
  • 35 miles from Woodstock
  • Starts at $400

Kevin C. said “Dennis was amazing. Super friendly and engaging. He takes a genuine interest in each of his "subjects". Great time had by all and would definitely have him back for another event. We had a private... ”
Featured

Total-T Magic by Terrence Hunter

5.0 (9)
19 Verified bookings

  • Glenview, IL
  • Magician / Holiday Party Entertainment
  • 36 miles from Woodstock
  • Starts at $299

Char M. said “Mr. T did an amazing job. He kept the attention of all my students which ranged from 2-8 with adhd and autism. Even my staff was impressed ! We will definitely book him again and we highly recommend... ”

IYQ Entertainment

4.85 (24)
Top Performer
66 Verified bookings

  • Des Plaines, IL
  • Magician / Holiday Party Entertainment
  • 35 miles from Woodstock
  • Contact for pricing

Ellie E. said “Keith was wonderful! He had fun tricks, a nice attitude and was on time! I would definitely hire him again. My Mom (70 yo) loved it! ”

Ed Garcia - Magic & Illusion

4.0 (1)
1 Verified booking

  • McHenry, IL
  • Magician / Holiday Party Entertainment
  • 9 miles from Woodstock
  • Starts at $400

Ed Garcia is a professional magician known for his engaging performances that captivate audiences of all ages. Ed's journey began in his youth, fostering a deep...

Santa Jim LLC

1 Verified booking

  • Burlington, WI
  • Santa Claus / Holiday Party Entertainment
  • 27 miles from Woodstock
  • 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,...

The Nite Hawks

5.0 (17)
35 Verified bookings

  • Glen Ellyn, IL
  • Jazz Band / Holiday Party Entertainment
  • 36 miles from Woodstock
  • Starts at $500

Dan W. said “The Nite Hawks played for my private Christmas party and I couldn't have been more impressed. Exactly as advertised! The guests all commented on the band's repertoire (jazz classics from the 40s and... ”

The Voyaging Alchemist

2 Verified bookings

  • Elmhurst, IL
  • Bartender / Holiday Party Entertainment
  • 39 miles from Woodstock
  • Contact for pricing

The Voyaging Alchemist is a mobile coffee and cocktail where craft meets creativity. Our bar specializes in handcrafted, custom drinks for any event. We...

Santa Ted B

5.0 (17)
Top Performer
32 Verified bookings

  • Gurnee, IL
  • Santa Claus / Holiday Party Entertainment
  • 28 miles from Woodstock
  • $150 per hour

Ken W. said “We had the pleasure of reserving Santa Ted for our lightshow party this past December, and he truly made the event unforgettable! From the moment he arrived, his super energetic and kind demeanor... ”

North Shore Santa

5.0 (1)
Top Performer
3 Verified bookings

  • Waukegan, IL
  • Santa Claus / Holiday Party Entertainment
  • 31 miles from Woodstock
  • $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... ”

Santa Bill

5.0 (1)
Top Performer
2 Verified bookings

  • Beloit, WI
  • Santa Claus / Holiday Party Entertainment
  • 33 miles from Woodstock
  • Contact for pricing

Wendy N. said “Santa Bill and Mrs. Claus were unbelievable - they were so good with the kids, brought various items to show the kids like a Christmas spirit meter, danced and sang with the kids and took ample time... ”

The Enchanted Carriage

5.0 (13)
Top Performer
22 Verified bookings

  • Eagle, WI
  • Horse Drawn Carriage / Holiday Party Entertainment
  • 39 miles from Woodstock
  • Contact for pricing

Kim said “My 90 year old father was a big Horseman back in his day...He rode horseback through the streets of West Allis and still talks about those fond memories. Debi and Char helped him to relive those... ”

Open Bar Catering

1 Verified booking

  • Fox Lake, IL
  • Bartender / Holiday Party Entertainment
  • 15 miles from Woodstock
  • Contact for pricing

Open Bar Catering offers Beverage Catering & Bartending Services in Northern Illinois (Aurora, Chicago, Elgin, Joliet, Naperville, Rockford, Waukegan). Open Bar...

Santa Rick

5.0 (3)
5 Verified bookings

  • Round Lake, IL
  • Santa Claus / Holiday Party Entertainment
  • 18 miles from Woodstock
  • Contact for pricing

Jennifer L. said “Santa Rick made our holiday! He blew us away. He knew our names and brought us much joy. He worked with me in advance on our traditions. All ages loved it. Special memories. Thanks so much! ”

Gray Matter of JAZZ

5.0 (20)
1 Verified booking

  • Barrington, IL
  • Jazz Band / Holiday Party Entertainment
  • 19 miles from Woodstock
  • $500 – $1,500 per event

Dave K. said “Really smart musicians that produce a wonderful sound. Their interpretations of classic jazz standards are tremendous and the original music is wonderful. This band is worth a long listen! ”

Piano Tim Barton

5.0 (4)
10 Verified bookings

  • Grayslake, IL
  • Pianist / Holiday Party Entertainment
  • 21 miles from Woodstock
  • Starts at $250

Steve I. said “Tim did a terrific job at our memorial. The two specific pieces I requested are not particularly easy piano pieces, and Tim played them both beautifully! He was really easy to work with - a great guy!... ”

Santa Pat

7 Verified bookings

  • Elgin, IL
  • Santa Claus / Holiday Party Entertainment
  • 21 miles from Woodstock
  • Contact for pricing

I started being a Santa because a group of people lost there's due to age and medical issues. They asked me to fill in and I did. It turned out to be a...

Corona Bartending

4.30 (7)
12 Verified bookings

  • Elgin, IL
  • Bartender / Holiday Party Entertainment
  • 21 miles from Woodstock
  • Starts at $80

Percy A. B. said “I’m so glad I hired Yessica. Our guests were entertained and loved the drinks .i should have booked for 4 hours.i didn’t realize 3 hours is too short.i wil definitely hire Yessica again. ”

Top Shelf Bartend

5.0 (5)
1 Verified booking

  • Mundelein, IL
  • Bartender / Holiday Party Entertainment
  • 23 miles from Woodstock
  • $300 – $1,000 per event

Lily K. said “Amazing experience with exceptional service. Rodrigo and his team made sure that our family event was memorable with delicious drinks, attention to detail and first rate service. Looking forward to... ”

Santa Mike K

5.0 (1)
2 Verified bookings

  • Libertyville, IL
  • Santa Claus / Holiday Party Entertainment
  • 25 miles from Woodstock
  • Contact for pricing

Becky C. said “Santa Mike was the best. The kids loved him. There was one child that didn't want to go near Santa. But Santa Mike's wonderful charm and a bit of coaxing, the child came up to him for a visit. ”

Santa Paul

5.0 (22)
61 Verified bookings

  • Palatine, IL
  • Santa Claus / Holiday Party Entertainment
  • 25 miles from Woodstock
  • Contact for pricing

Heidi C. said “Growing up, I spent Xmas Eve at my grandparents house and Santa came to visit every year. I wanted to share that experience with my grandchildren. It was perfect, he looked fantastic, was a lot of... ”

That is Totally Magic

5.0 (1)
3 Verified bookings

  • Buffalo Grove, IL
  • Magician / Holiday Party Entertainment
  • 27 miles from Woodstock
  • Contact for pricing

Hailey N. said “Jason made our party so fun. He was incredibly professional. We loved his show and would highly recommend him. ”

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About booking Holiday Party Entertainment in Woodstock, IL

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 Woodstock, Illinois 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 Woodstock 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 Woodstock, IL area

These Holiday Party Entertainment serve the wider Woodstock and Mchenry county area and travel to Bull Valley, Wonder Lake, Lakewood, Union, Crystal Lake, McCullom Lake, Marengo, McHenry, Ringwood, Prairie Grove, Huntley, Alden, Hebron, Lake In The Hills, Harvard, Johnsburg, Oakwood Hills, Cary, Lakemoor, Trout Valley, Algonquin, Chemung, Richmond, Island Lake, Zenda, Spring Grove, Genoa City, Fox River Grove, Volo, and Fox Lake.