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462 Holiday Party Entertainers serving Westmont, IL

Featured

Michael the Santa

5.0 (7)
Top Performer
30 Verified bookings

  • La Grange Park, IL
  • Santa Claus / Holiday Party Entertainment
  • 6 miles from Westmont
  • Contact for pricing

Michele C. said “Santa Mike did a wonderful job entertaining a crowd of “big kids” (age 65 and over) at an 87th birthday party. Mike suggested reviewing a “naughty and nice” list of the honorees life. He developed... ”
Featured

Santa Claus Irwin

4.84 (25)
Top Performer
62 Verified bookings

  • Naperville, IL
  • Santa Claus / Holiday Party Entertainment
  • 10 miles from Westmont
  • Contact for pricing

Lisa S. said “We had a large party and every adult and child were very happy with Santa Irwin! He did an excellent job and was very personable! We would totally satisfied. He was a great Santa!! ”
Featured

William Pack

4.93 (12)
Top Performer
19 Verified bookings

  • Batavia, IL
  • Magician / Holiday Party Entertainment
  • 18 miles from Westmont
  • Starts at $500

Jj said “He was the best. Guests loved him, he did his best to get around to different groups. I received rave reviews. This was one element of our wedding I was allowed to have free rein on, and hiring... ”
Featured

Santa Wayne

5.0 (34)
Top Performer
54 Verified bookings

  • Tinley Park, IL
  • Santa Claus / Holiday Party Entertainment
  • 18 miles from Westmont
  • Contact for pricing

Gabrielle G. said “Santa Wayne is just the best! Our kids love him every year. The magic he brings is undeniable! ”
Featured

Cocktail Piano Music - Judy Bowen

4.89 (31)
Top Performer
66 Verified bookings

  • Chicago, IL
  • Pianist / Holiday Party Entertainment
  • 19 miles from Westmont
  • $200 – $1,500 per event

Amanda P. said “This is the second time that I have contracted with Judy. She is easy to work with, open to suggestions, and a joy to listen to. I can't tell you enough - our country club members just love her! ”
Featured

The Lola Bard Holiday Carolers

5.0 (26)
Top Performer
65 Verified bookings

  • Chicago, IL
  • Christmas Carolers / Holiday Party Entertainment
  • 19 miles from Westmont
  • Starts at $500

Erin O. said “We used this group for both a Jazz Duo and Holiday Carolers. Everyone was phenomenal! Professional, and amazing performers. We loved having them at our events! ”
Featured

The John Behling Group

5.0 (6)
Top Performer
12 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 19 miles from Westmont
  • $450 – $3,000 per event

Rich L. said “These guys provided fantastic background music for our Rotary Club Centennial Dinner. Their music cut through while not interfering with the social enjoyment of the evening. ”
Featured

Bmr4

5.0 (20)
Top Performer
54 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 19 miles from Westmont
  • $400 – $2,500 per event

Michelle L. said “I hired BMR4 (a trio) for an engagement party at a hotel in Chicago. They were such nice guys, easy to work with and so talented! All the guests were impressed, even ones who were jazz musicians... ”
Featured

Magician Dan Feltey

5.0 (10)
Top Performer
10 Verified bookings

  • Chicago, IL
  • Magician / Holiday Party Entertainment
  • 19 miles from Westmont
  • Contact for pricing

Meg S. said “Words cannot describe how impressed I am with Dan. I will be hiring again. Amazing ”
Featured

Mario Dueñas

5.0 (24)
Top Performer
33 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 19 miles from Westmont
  • Contact for pricing

Kyla D. said “Mario’s Jazz Trio was wonderful at our annual holiday party. They have provided the music for us for years, and they always do an excellent job. This year we hosted about 175 guests, and everyone... ”
Featured

The American Caroling Company

4.80 (92)
Top Performer
179 Verified bookings

  • Chicago, IL
  • Christmas Carolers / Holiday Party Entertainment
  • 19 miles from Westmont
  • Starts at $450

Jamie P. C. said “Adam and his group were fantastic! My group was a tad loud, and they handled it with perfectly, gracefully singing room to room. I want to book them every year!! ”
Featured

Olde Towne Carolers

5.0 (14)
Top Performer
34 Verified bookings

  • Chicago, IL
  • Christmas Carolers / Holiday Party Entertainment
  • 19 miles from Westmont
  • Contact for pricing

Bill P. said “The XMAS Carolers were fantastic .. the performed great .. interacted with group and overall made a special family party even more special !! Bill ”
Featured

Markus Rutz Music

5.0 (12)
Top Performer
23 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 19 miles from Westmont
  • Starts at $300

David S. said “I saw Markus perform at Tulips and Trumpets at Nordstroms. They were great! I host events and was working on several events that I wanted to add an element of jazz. I contacted Markus about the... ”
Featured

Street Magician Norman Basile

5.0 (94)
Top Performer
128 Verified bookings

  • Chicago, IL
  • Magician / Holiday Party Entertainment
  • 19 miles from Westmont
  • $280 – $1,000 per event

Oksana M. said “Norman put on an incredible magician show! Our guests ranged from 2 years of age to 87. Everyone thoroughly enjoyed him because of his great audience interaction, witty humor, and plenty of moments... ”
Featured

Mr. Lucky and his Orchestra of Tomorrow!

5.0 (2)
Top Performer
1 Verified booking

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 19 miles from Westmont
  • $1,000 – $8,000 per event

Ruby S. said “Mr. Lucky and his Orchestra are delightful to work with! Mr. Lucky was great at communicating and catered to our music requests. The band was lively and got our crowd into the event. I have worked... ”
Featured

Prestige Performances

4.91 (128)
Top Performer
283 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 19 miles from Westmont
  • $450 – $10,000 per event

Christian C. said “Bride was surprised and loved each and every moment. The song selections and the vibes were perfect. ”
Featured

Santa Scott

5.0 (90)
Top Performer
195 Verified bookings

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

Dianna R. said “My granddaughters absolutely loved seeing Santa Scott!! My oldest granddaughter said that all of the Santas that she saw were all fake. She believes that the real Santa is magic and you can't see him.... ”
Featured

Brenden Trojan

5.0 (27)
Top Performer
39 Verified bookings

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

Todd B. said “Top review for Brenden. Highly recommended. Very hand-on with the kids, animated, and understood little kids level of humor. ”
Featured

Santa Chicago

4.78 (83)
Top Performer
202 Verified bookings

  • Wilmette, IL
  • Santa Claus / Holiday Party Entertainment
  • 23 miles from Westmont
  • Starts at $40 per hour

Mary B. said “Great experience all around! He even brought small gifts for all the kids which was an unexpected surprise. Will definitely book again! ”
Featured

Joe Johnson & Friends

5.0 (6)
Top Performer
6 Verified bookings

  • Yorkville, IL
  • Jazz Band / Holiday Party Entertainment
  • 27 miles from Westmont
  • Contact for pricing

Aj S. said “Joe and Mario were the perfect addition to our party. ”
Featured

Ferny Magic

5.0 (13)
Top Performer
26 Verified bookings

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

Taylor D. said “Ferny put on an amazing show for our Halloween party— all of our guests were extremely impressed and “how did he do that?” is still being asked! ”
Featured

Santa Ed

5.0 (7)
Top Performer
17 Verified bookings

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

Alyssa B. said “Wonderful Santa. Our kids adored him- he was so engaging. Highly recommend. ”
Featured

Barbara's Elegant Touch Staffing

4.97 (44)
16 Verified bookings

  • Downers Grove, IL
  • Bartender / Holiday Party Entertainment
  • 2 miles from Westmont
  • Contact for pricing

Tory G. said “We hired a bartender, Michael, from Barbara within a few days of our party. She did an excellent job of communicating his needs and he did an excellent job servicing our guests the entire evening. I... ”
Featured

Santa Stephen

4.67 (3)
6 Verified bookings

  • Brookfield, IL
  • Santa Claus / Holiday Party Entertainment
  • 7 miles from Westmont
  • Starts at $225

Liam B. said “True professional. So patient and kind with all the children and adults. Very authentic santa suit and persona. Couldn't be happier! ”
Featured

Qrunch

5.0 (4)
2 Verified bookings

  • Naperville, IL
  • Jazz Band / Holiday Party Entertainment
  • 10 miles from Westmont
  • Starts at $300

Lauren M. V. said “Qrunch performed last weekend for a 1960's Palm Beach themed cocktail party I hosted in my backyard in Wilmette. Communication ahead of the event was smooth. They arrived early to set up, were... ”
Featured

Santa Stops By - By Funtime Services

4.86 (14)
61 Verified bookings

  • Naperville, IL
  • Santa Claus / Holiday Party Entertainment
  • 10 miles from Westmont
  • $75 – $2,000 per event

Kelly W. said “Santa Fred was fabulous. He was authentic, brought cheer and jokes, and was excellent with the kids. Furthermore, I filled out the survey in advance with a few specifics related to some of the... ”
Featured

John Measner Magic Productions, Inc.

5.0 (1)
5 Verified bookings

  • Naperville, IL
  • Magician / Holiday Party Entertainment
  • 10 miles from Westmont
  • Contact for pricing

Esther B. said “I only have amazing things to say about John! I just got off the phone with him, he was so friendly and helpful, fun and very very experienced, with over forty years! With a show that includes dogs... ”
Featured

Dennis Christie MD "Master Deceptionist"

5.0 (51)
121 Verified bookings

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

Terrah D. said “Dennis attended our casino night them work party on Friday and was a huge hit!! Would highly recommend and we look forward to having him again in the future! 5 stars for sure. ”
Featured

Windy City Strings

4.84 (27)
48 Verified bookings

  • Chicago, IL
  • Classical Ensemble / Holiday Party Entertainment
  • 19 miles from Westmont
  • Starts at $200

Joanna V. said “We had a trio of pianist, cellist and violinist. They were professional and very willing to take request. Although their repertoire included hundreds of songs, they included songs related to our... ”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (23)
23 Verified bookings

  • Chicago, IL
  • Magician / Holiday Party Entertainment
  • 19 miles from Westmont
  • Contact for pricing

Leann L. said “The team had a GREAT time! They loved you and the event. They were so excited and speechless after we hung up with you. They’re still trying to figure out how you pulled off what you did! We all... ”
Featured

Windy City Santa

5.0 (7)
24 Verified bookings

  • Chicago, IL
  • Santa Claus / Holiday Party Entertainment
  • 19 miles from Westmont
  • Starts at $125

Allison K. said “We were very pleased with Santa Matt's visit. He was very believable and the boys really enjoyed him. Everyone was full of smiles and it was fun to hold onto the magic of Christmas a little longer. ”
Featured

The Frozen Robins/Mingle with the Kringles

5.0 (39)
104 Verified bookings

  • Chicago, IL
  • Santa Claus / Holiday Party Entertainment
  • 19 miles from Westmont
  • $60 – $5,000 per event

Linda T. D. said “We LOVE "The Frozen Robins/ Meet the Kringles"! WE have had them for the past several years & the "Littles" in our family are getting to know them. Santa & Mrs Claus really bring a festive holiday... ”

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About booking Holiday Party Entertainment in Westmont, 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 Westmont, 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 Westmont 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 Westmont, IL area

These Holiday Party Entertainment serve the wider Westmont and Dupage county area and travel to Clarendon Hills, Hinsdale, Downers Grove, Willowbrook, Oak Brook, Darien, Oakbrook Terrace, Western Springs, Burr Ridge, Indian Head Park, Lisle, Woodridge, Countryside, La Grange, Lombard, Westchester, Hodgkins, La Grange Park, Villa Park, Brookfield, Hillside, Willow Springs, McCook, Glen Ellyn, Elmhurst, Berkeley, Bellwood, Broadview, Justice, and Lyons.

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