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299 Holiday Party Entertainers serving Willoughby, OH

Featured

Brenden Trojan

5.0 (27)
Top Performer
39 Verified bookings

  • Cleveland, OH
  • Magician / Holiday Party Entertainment
  • 18 miles from Willoughby
  • Contact for pricing

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...”
Featured

Ho Ho Santa and Friends

5.0 (5)
Top Performer
20 Verified bookings

  • Cleveland, OH
  • Santa Claus / Holiday Party Entertainment
  • 18 miles from Willoughby
  • Contact for pricing

Cheryl P. said “I hosted a casual Christmas party for my staff (all adults). Santa Scott was great! He passed out gifts for my White Elephant and took photos with guests. Everyone had a great time and absolutely...”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (23)
23 Verified bookings

  • Cleveland, OH
  • Magician / Holiday Party Entertainment
  • 18 miles from Willoughby
  • Contact for pricing

Jeremy said “You are fantastic at capturing the attention of an audience even in a virtual setting!”
Featured

The Christmas Carolers, LLC

4.78 (14)
61 Verified bookings

  • Cleveland, OH
  • Christmas Carolers / Holiday Party Entertainment
  • 18 miles from Willoughby
  • Contact for pricing

Nancy R. said “The Christmas Carolers did a fabulous job at our annual Christmas luncheon. They entertained 140+ people with beautiful and festive sounds of the holiday season.”
Featured

The Jazz Guys

5.0 (8)
9 Verified bookings

  • Cleveland, OH
  • Jazz Band / Holiday Party Entertainment
  • 18 miles from Willoughby
  • $600 – $1,600 per event

Andrea G. said “They were perfect for our Valentine Dance.”
Featured

Louis Pettinelli Entertainment

4.92 (70)
249 Verified bookings

  • Cleveland, OH
  • Jazz Band / Holiday Party Entertainment
  • 18 miles from Willoughby
  • Starts at $300

Shauna said “I hired Louis Pettinelli Entertainment for a Great Gatsby event at work and I would highly recommend them for events! They were prompt, professional and easy to work with. We had a few attendees...”
Featured

Brian Masters

5.0 (22)
4 Verified bookings

  • Cleveland, OH
  • Magician / Holiday Party Entertainment
  • 18 miles from Willoughby
  • Contact for pricing

Susanne said “Brian was so entertaining and fun when we had him for my son's birthday in 2024. We had all ages in the group and Brian made it fun for everyone. We were all left trying to figure out, "how'd he do...”
Featured

The Magic of Rick Smith Jr.

5.0 (11)
8 Verified bookings

  • Cleveland, OH
  • Magician / Holiday Party Entertainment
  • 18 miles from Willoughby
  • Contact for pricing

Jeffrey L. said “My brother, who has been in an Assisted living facility for the last year due to a stroke. Had a birthday party and I hired Rick Smith Jr. "It made his day, his year", and he just can't stop talking...”
Featured

Industry Leading Close-up Magic

5.0 (15)
33 Verified bookings

  • Bedford, OH
  • Magician / Holiday Party Entertainment
  • 18 miles from Willoughby
  • Starts at $250

Kate A. said “Sergio entertained a multigenerational party with walkaround magic. He did great with the kids as well as the adults. Easy going approach as he worked the crowd. All my guests commented how much...”
Featured

Santa Aaron

5.0 (7)
13 Verified bookings

  • Rocky River, OH
  • Santa Claus / Holiday Party Entertainment
  • 26 miles from Willoughby
  • Contact for pricing

Emma N. said “My law firm hired Santa Aaron to help us out with an event. He was wonderful, he entertained the kids and the adults! He was on time and came prepared for all the kids questions. Thank you for...”
Featured

The Magic of Michael Mage

5.0 (10)
3 Verified bookings

  • Avon, OH
  • Magician / Holiday Party Entertainment
  • 35 miles from Willoughby
  • Contact for pricing

Elisa S. said “Michael did a show for my daughter's eight birthday party. He was a gem. His magic was great, he got the kids involved with show and he had us laughing with his jokes. The girls especially loved...”
Featured

The Hilton Head Santa Claus LLC

5.0 (6)
12 Verified bookings

  • Akron, OH
  • Santa Claus / Holiday Party Entertainment
  • 39 miles from Willoughby
  • Contact for pricing

Patrick A. said “I just want to say thank you to the Hilton Head Santa. Santa was super professional, worked well with children and our photographer . He stayed in character for two six hour days, and is well...”

Santa Bob Cleveland

5.0 (16)
Top Performer
24 Verified bookings

  • Cleveland, OH
  • Santa Claus / Holiday Party Entertainment
  • 18 miles from Willoughby
  • Contact for pricing

Mario S. said “Our Santa Paws event was made truly special thanks to the wonderful Santa Bob who joined us. He was incredibly kind, patient, and engaging with both our guests and their fur babies, creating a fun,...”

Mrs. Carol Claus

5.0 (5)
1 Verified booking

  • Rock Creek, OH
  • Mrs. Claus / Holiday Party Entertainment
  • 28 miles from Willoughby
  • Starts at $150 per hour

Lara R. said “I have worked with her for a very long time. She always does a great job and is loved by the children. Highly recommend”

Santa Greg

5.0 (21)
Top Performer
39 Verified bookings

  • Mentor, OH
  • Santa Claus / Holiday Party Entertainment
  • 4 miles from Willoughby
  • Contact for pricing

Evan P. said “This year, Santa Greg made all our kiddos feel safe, and the kids and parents LOVED having him join us!! ”

Santa Matt

4.99 (74)
Top Performer
109 Verified bookings

  • Cleveland, OH
  • Santa Claus / Holiday Party Entertainment
  • 18 miles from Willoughby
  • $150 – $250 per hour

Kelly Y. said “Santa Matt was a wonderful addition to our Holiday Open House at BrightPath Westlake! He interacted with the children in such a kind, gentle, and engaging manner, instantly making them feel...”

Overseas Santa

5.0 (15)
Top Performer
30 Verified bookings

  • Akron, OH
  • Santa Claus / Holiday Party Entertainment
  • 39 miles from Willoughby
  • Contact for pricing

Traneece J. said “He was sooo amazing. Honestly beyond my expectations. The hair, the beard, the outfit, EVERYTHING. I wish I could have Santa Claus come over for dinner every night. I think I enjoyed him more than the...”

Santa Chuck and Mrs. Claus since 2010

4.99 (29)
Top Performer
43 Verified bookings

  • Akron, OH
  • Santa Claus / Holiday Party Entertainment
  • 39 miles from Willoughby
  • Starts at $125 per hour

Dominique P. said “Santa Chuck and Mrs. Claus added a truly special touch to our school event. As the principal of Middlebury Academy in Akron, Ohio, I strive every day to provide each of my students with meaningful and...”

Your Santa

5.0 (7)
Top Performer
15 Verified bookings

  • Akron, OH
  • Santa Claus / Holiday Party Entertainment
  • 39 miles from Willoughby
  • Starts at $100

Ivonne S. said “He was great with children”

Joe the Bartender

5.0 (49)
Top Performer
83 Verified bookings

  • Akron, OH
  • Bartender / Holiday Party Entertainment
  • 39 miles from Willoughby
  • Starts at $150

Terri S. said “Joe was absolutely incredible at my husband's retirement party. He was professional, fast and kept the drinks flowing smoothly all night. Our guests loved his friendly energy and great service. ...”

Santa Chuck & Mrs Claus

5.0 (30)
Top Performer
71 Verified bookings

  • Akron, OH
  • Santa Claus / Holiday Party Entertainment
  • 39 miles from Willoughby
  • $175 per hour

Abbey S. said “We fell in love with Santa Chuck and Mrs. Claus last year, and we so thrilled to book them a second year. My kids truly believe they are the real Santa and Mrs. Claus... they look the part from...”

Santa at Your Service

5.0 (17)
Top Performer
53 Verified bookings

  • Akron, OH
  • Santa Claus / Holiday Party Entertainment
  • 39 miles from Willoughby
  • Contact for pricing

Jenny S. said “He was wonderful. This is the 3rd year he has come to my house. He is incredible with our grandkids! ”

Jack Grady

5.0 (3)
2 Verified bookings

  • Eastlake, OH
  • Magician / Holiday Party Entertainment
  • 2 miles from Willoughby
  • Contact for pricing

Allie R. said “Jack was a lot of fun and really got the crowd going! We booked him for a birthday party at a senior home. He was on time and even stayed a bit longer to do strolling magic after his show. The...”

Tom Ameen

5.0 (2)
4 Verified bookings

  • Eastlake, OH
  • Pianist / Holiday Party Entertainment
  • 2 miles from Willoughby
  • Contact for pricing

Maurice T. said “Tom was absolutely great. HIs playing was perfect for our event. Thanks you Tom.”

Right To The Point

5.0 (4)
5 Verified bookings

  • Eastlake, OH
  • Jazz Band / Holiday Party Entertainment
  • 2 miles from Willoughby
  • $525 – $900 per event

Shakir B. said “Did a phenomenal job!!! Will book them again!!!”

Black Santa Rob & Mrs. Claus

2 Verified bookings

  • Beachwood, OH
  • Santa Claus / Holiday Party Entertainment
  • 13 miles from Willoughby
  • $150 – $250 per hour

Creating Christmas Magic & Memories Santa and Mrs. Claus are ready to make your holiday celebration extra special! We bring the warmth, joy and magic of...

Hot Djang

5.0 (1)
1 Verified booking

  • Beachwood, OH
  • Jazz Band / Holiday Party Entertainment
  • 13 miles from Willoughby
  • Contact for pricing

Jennifer M. said “Hot Djang was the perfect accompaniment to our wedding receptions cocktail and dinner hour. So many guests commented about how wonderful they were to me, they really provided a classy, bespoke...”

Santa Skip

5.0 (4)
8 Verified bookings

  • Cleveland, OH
  • Santa Claus / Holiday Party Entertainment
  • 18 miles from Willoughby
  • Contact for pricing

John L. said “Santa Skip was great, he interacted with kids and old folks and made them feel special and welcomed. He went above and beyond to make some of the shyer kids feel comfortable.”

Charisma Events

5.0 (21)
29 Verified bookings

  • Cleveland, OH
  • Bartender / Holiday Party Entertainment
  • 18 miles from Willoughby
  • Contact for pricing

Christy S. said “We hired two bartenders and two servers for our event. Charise's bar area is professional and magical. She makes specialty drinks and got to all of our guests very quickly. The servers made the...”

Indigo Jazz Affair

5.0 (4)
6 Verified bookings

  • Cleveland, OH
  • Jazz Band / Holiday Party Entertainment
  • 18 miles from Willoughby
  • $600 – $1,500 per event

Hannah C. said “A great addition to our party! So very talented (a few of our guests thought we had a jazz radio station playing) and professional. I look forward to booking them in the future.”

Bethany Westphal, Saxophone Player

5.0 (3)
6 Verified bookings

  • Cleveland, OH
  • Jazz Band / Holiday Party Entertainment
  • 18 miles from Willoughby
  • Contact for pricing

Kathleen M. said “Bethany was amazing! All of our guests raved about her and her amazing performance. She played exactly what we were looking for and was such a wonderful addition to our party! Thank you!”

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About booking Holiday Party Entertainment in Willoughby, OH

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 Willoughby, Ohio 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 Willoughby 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 Willoughby, OH area

These Holiday Party Entertainment serve the wider Willoughby and Lake county area and travel to Waite Hill, Kirtland, Eastlake, Willowick, Wickliffe, Mentor, Willoughby Hills, Kirtland Hills, Mentor-on-the-Lake, Mayfield, Euclid, Highland Heights, Richmond Heights, Gates Mills, Mayfield Heights, Chesterland, Concord Township, Grand River, Lyndhurst, South Euclid, Painesville, Fairport Harbor, Hunting Valley, Chardon, Cleveland Heights, Pepper Pike, East Cleveland, Bratenahl, University Heights, and Novelty.