- La Grange Park, IL
- Santa Claus / Holiday Party Entertainment
- 1 mile from Westchester
- $150 minimum, $175-$100/hr for longer events
Rachel said
“He was amazing very friendly and he played the part very good! ”
The 422 Best Holiday Party Entertainers for hire in Westchester, IL
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466 Holiday Party Entertainers serving Westchester, IL
- Chicago, IL
- Jazz Band / Holiday Party Entertainment
- 13 miles from Westchester
- $300 and up
Clay S. said
“Markus was the greatest! Amazing performance and the life of the event, we will definitely love to have Markus return for future events! ”
- Chicago, IL
- Jazz Band / Holiday Party Entertainment
- 13 miles from Westchester
- $400-$2500
Thomas V. said
“The gentlemen were on time and prepared before showtime. They performed amazingly, the music was fantastic and catered to our demographic. The price was acceptable and the billing process was simple... ”
- Chicago, IL
- Magician / Holiday Party Entertainment
- 13 miles from Westchester
- $400-$2000
Monica K. said
““From the very first trick to the final reveal, he had our entire crowd completely engaged—laughing, amazed, and talking about it long after the show ended. An unforgettable performance that truly... ”
- Chicago, IL
- Magician / Holiday Party Entertainment
- 13 miles from Westchester
- Contact for rates
Maggie R. said
“Dr. Dave was amazing! He performed for a bachelorette party and had the whole crowd involved and laughing with his magic blowing us away. Each trick had us all amazed, I’m so glad I booked with him! ”
- Chicago, IL
- Classical Ensemble / Holiday Party Entertainment
- 13 miles from Westchester
- $200 and up
Margaret O. said
“Windy City Strings quartet played at my in-laws 60th wedding anniversary and made the event beautiful , peaceful, classy and enjoyed by all the guests . Extremely talented, hard working and simply... ”
- Chicago, IL
- Magician / Holiday Party Entertainment
- 13 miles from Westchester
- Contact for rates
Beau K. said
“We secured Brielle for a post-reception house party after our wedding and she was honestly one of the highlights of the night. The party was spread throughout the house and backyard, and she moved... ”
- Chicago, IL
- Magician / Holiday Party Entertainment
- 13 miles from Westchester
- $160- $600 (based on show length & distance)
Morgan H. said
“Norman came and performed for our bachelorette party as a surprise for our bride and he was great! He included everyone in his tricks, had us all laughing (and gasping in awe), and was very flexible... ”
- Chicago, IL
- Jazz Band / Holiday Party Entertainment
- 13 miles from Westchester
- $425 and up
Carli D. said
“The string quartet was fabulous!
And the communication throughout the booking until the time of the event was extremely fast and thorough.
We were very pleased with everything.
”
- Chicago, IL
- Jazz Band / Holiday Party Entertainment
- 13 miles from Westchester
- $450-$3000
Leah E. said
“Unbelievable group. The music and people were amazing and provided the exact vibe we wanted at our cocktail party and wedding reception dinner. Pure happiness for my husband, guests and me! ”
- Chicago, IL
- Jazz Band / Holiday Party Entertainment
- 13 miles from Westchester
- Contact for rates
Brady H. said
“Mario played jazz piano for our cocktail event, and it was incredible. We had a grand piano onsite, and he really set the stage for an enjoyable evening event. The music was a hit, and everyone... ”
- Chicago, IL
- Jazz Band / Holiday Party Entertainment
- 13 miles from Westchester
- $500 - $2000
Sharon L. said
“Will definitely hire again. They were great for the venue and vibe we were looking for. ”
- Chicago, IL
- Christmas Carolers / Holiday Party Entertainment
- 13 miles from Westchester
- Contact for rates
Ellie H. said
“The Olde Towne Carolers were so amazing and such a treat for our corporate event! Everyone was overjoyed and gained traction from everyone in the office! We appreaciate their commitment to the... ”
- Naperville, IL
- Santa Claus / Holiday Party Entertainment
- 16 miles from Westchester
- Contact for rates
Allie G. said
“We had Santa Irwin come for a Christmas in July event we did for clients. He did a great job interacting. Great communication throughout as well! ”
- South Barrington, IL
- Magician / Holiday Party Entertainment
- 22 miles from Westchester
- Contact for rates
Johnathon C. said
“We hired Brenden to be one of our performers at a festival. His performance was very interactive with the crowd and was well-received by all people who attended. After the performance, Brenden... ”
- Batavia, IL
- Magician / Holiday Party Entertainment
- 22 miles from Westchester
- $500 and up
Dani C. said
“Thank you so much for bringing some laughter as well as ooos and ahhhs to our party! He was flexible, personable, and part of the party! He did sleight of hand and was able to stroll to every corner... ”
- St Charles, IL
- Santa Claus / Holiday Party Entertainment
- 22 miles from Westchester
- $200/hour and up - more the week before christmas
Brittany M. O. said
“We have adored working with Santa Scott over the years. He brings such a warm presence and magical energy. Recently our daughter had a serious surgery and Santa came to visit! He was calm and caring... ”
- Lake Zurich, IL
- Magician / Holiday Party Entertainment
- 26 miles from Westchester
- $400 and up
Max M. said
“Fernando was great, kept everyone engaged and everyone had a blast! ”
- Mundelein, IL
- Santa Claus / Holiday Party Entertainment
- 29 miles from Westchester
- $125-200 per hour.
Rachel S. said
“Santa Ed was wonderful! He communicated with me before my event and the day of. He arrived on time, was very friendly/personable/engaging with adults and kids. Highlight of the event! Would highly... ”
- Downers Grove, IL
- Bartender / Holiday Party Entertainment
- 7 miles from Westchester
- Contact for rates
Patrick K. C. said
“A Perfect Birthday Bash Thanks to an Amazing Team! We recently hosted a 60-person birthday celebration, and I cannot say enough good things about the two staff members who took care of our event. From... ”
- Des Plaines, IL
- Magician / Holiday Party Entertainment
- 13 miles from Westchester
- $400 - $100,000
Cyle C. said
“Dennis the magician put on an amazing performance that left everyone speechless at my wife’s surprise 30th. He was relatable, genuine, funny, professional, confident yet humble. He came with... ”
- Chicago, IL
- Santa Claus / Holiday Party Entertainment
- 13 miles from Westchester
- $125 and up
Brigitte W. said
“Santa Matt was amazing with all the dogs that came to visit with Santa. He took his time with each pet to get them as calm as they could be for a great photo an include the fur humans as well. Many of... ”
- Chicago, IL
- Pianist / Holiday Party Entertainment
- 13 miles from Westchester
- Contact for rates
Melissa C. said
“Boris was a wonderful pianist and added a perfect element to our holiday event. Super elegant and professional. ”
- Chicago, IL
- Jazz Band / Holiday Party Entertainment
- 13 miles from Westchester
- $300 dollars and up
Hannah M. said
“Louis Pettinelli Entertainment were outstanding for our wedding reception dinner. They were so professional to work with during the contract phase and understanding what we wanted. We had a Trio... ”
- Chicago, IL
- Bartender / Holiday Party Entertainment
- 13 miles from Westchester
- $50 - $100
Ellie C. said
“Had Joey from The Perfect Mix bartend three events for me and all were a success! He did a great job and also was very helpful in assisting me with how much alcohol to buy for the events. Will keep... ”
- Chicago, IL
- Christmas Carolers / Holiday Party Entertainment
- 13 miles from Westchester
- $450 and up
Lisa T. said
“Thank you! The Carolers were delightful! They provided the special touch as lovely background Christmas carols for my Women’s Ministry Christmas Event. They were all personally so nice and very... ”
- Chicago, IL
- Jazz Band / Holiday Party Entertainment
- 13 miles from Westchester
- $300 and up
Joseph A. said
“Enjoyable jazz group. We will book them again! ”
- Chicago, IL
- Pianist / Holiday Party Entertainment
- 13 miles from Westchester
- $200-$1500
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... ”
- Chicago, IL
- Christmas Carolers / Holiday Party Entertainment
- 13 miles from Westchester
- $500 and up
Jennifer R. said
“We had 2 fabulous singers come for our family Christmas Eve event. The were wonderful and the kids and adults enjoyed them very much. I also had them carol with our 11 kids to my 96 year old... ”
- Chicago, IL
- Magician / Holiday Party Entertainment
- 13 miles from Westchester
- Contact for rates
Jeremy said
“You are fantastic at capturing the attention of an audience even in a virtual setting! ”
- Chicago, IL
- Jazz Band / Holiday Party Entertainment
- 13 miles from Westchester
- $1000-2500
Cherri F. said
“The booking process & communication was a breeze. The band members all arrived on time for my dinner party & added the pizzazz needed for the 20s supper room aesthetics. I truly enjoyed the playlist &... ”
- Chicago, IL
- Jazz Band / Holiday Party Entertainment
- 13 miles from Westchester
- $500-20,000
Eve C. said
“Absolutely perfect. The violin made the proposal so special. Forever grateful ”
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About booking Holiday Party Entertainment in Westchester, 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 Westchester, 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 Westchester 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 Westchester, IL area
These Holiday Party Entertainment serve the wider Westchester and Cook county area and travel to La Grange Park, Broadview, Bellwood, Hines, Hillside, Brookfield, Maywood, Berkeley, Western Springs, Riverside, La Grange, North Riverside, Melrose Park, Oak Brook, Stone Park, Forest Park, Lyons, Oakbrook Terrace, River Forest, McCook, Hinsdale, Berwyn, Elmhurst, Amf Ohare, Northlake, Stickney, Clarendon Hills, Forest View, Oak Park, and Indian Head Park.