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286 Holiday Party Entertainers serving Painesville, OH

Featured

Brenden Trojan

5.0 (27)
Top Performer
39 Verified bookings

  • Cleveland, OH
  • Magician / Holiday Party Entertainment
  • 28 miles from Painesville
  • Contact for pricing

Tom R. said “Communication was great, Brenden was right on time. We had kids and adults and he got both groups involved. He did both the stage show and the walking magic and both were fun in their own ways....”
Featured

Ho Ho Santa and Friends

5.0 (5)
Top Performer
20 Verified bookings

  • Cleveland, OH
  • Santa Claus / Holiday Party Entertainment
  • 28 miles from Painesville
  • Contact for pricing

Jeannie G. said “Arrived early - looked authentic - very flexible and easy to work with. Did a great job of posing for photos with our team.”
Featured

Gaetano Letizia Jazz & Blues Guitarist

5.0 (12)
13 Verified bookings

  • Chagrin Falls, OH
  • Jazz Band / Holiday Party Entertainment
  • 22 miles from Painesville
  • $600 – $1,200 per event

Jennifer G. said “Tom and his group were wonderful at our event! Professional, entertaining and created exactly the vibe we wanted for our event! Tom was easy to communicate with and great to work with!”
Featured

Industry Leading Close-up Magic

5.0 (15)
33 Verified bookings

  • Bedford, OH
  • Magician / Holiday Party Entertainment
  • 27 miles from Painesville
  • Starts at $250

Natalie U. said “Sergio was great! I booked him for a bachelorette party and we had so much fun. Would definitely recommend!”
Featured

The Jazz Guys

5.0 (8)
9 Verified bookings

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

Patricia R. said “perfect for cocktail hour and dinner service”
Featured

The Christmas Carolers, LLC

4.78 (14)
61 Verified bookings

  • Cleveland, OH
  • Christmas Carolers / Holiday Party Entertainment
  • 28 miles from Painesville
  • Contact for pricing

Richard V. said “The group was fantastic! We thoroughly enjoyed their caroling and would highly use and recommend them again!”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (23)
23 Verified bookings

  • Cleveland, OH
  • Magician / Holiday Party Entertainment
  • 28 miles from Painesville
  • Contact for pricing

Graham W. said “Mike was a great entertainer and showman who greatly elevated our event!”
Featured

Louis Pettinelli Entertainment

4.92 (70)
249 Verified bookings

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

Alayna B. said “We hired Louis Pettinelli Entertainment for a trio including a violin, piano, and cello for our wedding reception and they did such an amazing job! They really made the evening so special. They played...”
Featured

The Magic of Rick Smith Jr.

5.0 (11)
8 Verified bookings

  • Cleveland, OH
  • Magician / Holiday Party Entertainment
  • 28 miles from Painesville
  • Contact for pricing

Ramy said “Highly recommend it’s was a short notice and he was able to help me out got me one of his friends Blake and was very nice of him that he tried to get me someone on the same day of the event. The...”
Featured

Brian Masters

5.0 (22)
4 Verified bookings

  • Cleveland, OH
  • Magician / Holiday Party Entertainment
  • 28 miles from Painesville
  • Contact for pricing

Tanaja D. said “Brian was a much-needed addition to our American Heart Association Cleveland Heart & Stroke Ball. Brian wowed our guests with his amazing tricks and personality. Brian brought so much excitement to...”
Featured

Santa Aaron

5.0 (7)
13 Verified bookings

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

Travis H. said “Santa Aaron was fantastic!!! The photos tell no lie. He surpassed all expectations and paid attention to detail. He was cheerful, compassionate and the children's expressions with excitement and joy...”

Santa Bob Cleveland

5.0 (16)
Top Performer
24 Verified bookings

  • Cleveland, OH
  • Santa Claus / Holiday Party Entertainment
  • 28 miles from Painesville
  • Contact for pricing

Scott W. said “Santa Bob did a great job at our event! Came early, fully prepared, modified his patter to be about tubas, which is at the heart of TubaChristmas! Highly recommended!”

Mrs. Carol Claus

5.0 (5)
1 Verified booking

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

Chrissy B. said “Mrs. Carol Claus visits our library once a year, and always does a stellar job. She has a new program each year, including a new story and usually a game or an activity. She visits individually with...”

Santa Greg

5.0 (21)
Top Performer
39 Verified bookings

  • Mentor, OH
  • Santa Claus / Holiday Party Entertainment
  • 6 miles from Painesville
  • Contact for pricing

Tanisha said “Our childcare center loved him. He looks just like the picture books.Memories made and dreams came true. Thanks Santa ”

Santa Matt

4.99 (74)
Top Performer
109 Verified bookings

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

Emery J. said “Came on time, interacted with our children, and was very friendly. I highly recommend ”

Jollee Co.

5.0 (3)
8 Verified bookings

  • Madison, OH
  • Santa Claus / Holiday Party Entertainment
  • 11 miles from Painesville
  • Starts at $50

Lauren W. said “Leland is an amazing Santa! His laughter is infectious and his smile brightens any room he’s in. With an amazing way of interacting with little ones to cracking jokes with adults. He’s sure to make...”

Jack Grady

5.0 (3)
2 Verified bookings

  • Eastlake, OH
  • Magician / Holiday Party Entertainment
  • 12 miles from Painesville
  • Contact for pricing

Brandon D. said “Jack was a delight to work with leading up to and during the gig. He made our Halloween an absolute delight and had the whole room enthusiastically cracking up in amazed excitement. He blew us all...”

Right To The Point

5.0 (4)
5 Verified bookings

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

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

Tom Ameen

5.0 (2)
4 Verified bookings

  • Eastlake, OH
  • Pianist / Holiday Party Entertainment
  • 12 miles from Painesville
  • Contact for pricing

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

Black Santa Rob & Mrs. Claus

2 Verified bookings

  • Beachwood, OH
  • Santa Claus / Holiday Party Entertainment
  • 23 miles from Painesville
  • $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
  • 23 miles from Painesville
  • 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...”

Megan Denman, Pianist

5.0 (15)
25 Verified bookings

  • Cleveland, OH
  • Pianist / Holiday Party Entertainment
  • 28 miles from Painesville
  • Starts at $200

Ashley L. said “Megan was friendly and on time. She did well during the hecticness of our little wedding, and was flexible. She learned all the music we requested and played beautifully. Thanks Megan!”

Charisma Events

5.0 (21)
29 Verified bookings

  • Cleveland, OH
  • Bartender / Holiday Party Entertainment
  • 28 miles from Painesville
  • Contact for pricing

Michael L. said “Charisma Events did a fantastic job at our wedding. There were a lot of moving pieces in a short duration at a regular sized house's back yard luau, but they were able to stay ahead of the pace and...”

5th Wind Mixology

4.09 (2)
1 Verified booking

  • Cleveland, OH
  • Bartender / Holiday Party Entertainment
  • 28 miles from Painesville
  • Contact for pricing

Eric W. said “I’ve worked with Sasha for multiple private and professional events over several years. Service was consistently reliable, professional, and well-executed. Sasha handled setup, service, and guest...”

Red Light Roxy - professional jazz group

5.0 (9)
14 Verified bookings

  • Cleveland, OH
  • Jazz Band / Holiday Party Entertainment
  • 28 miles from Painesville
  • Contact for pricing

Carolyn G. said “It was a pleasure to have Dave from Red Light Roxy play solo saxophone for our holiday party! His music added so much to the evening. Our guests enjoyed his music and we received compliments all night...”

Indigo Jazz Affair

5.0 (4)
6 Verified bookings

  • Cleveland, OH
  • Jazz Band / Holiday Party Entertainment
  • 28 miles from Painesville
  • $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.”

HER Signature Bar Experience

5.0 (2)
2 Verified bookings

  • Cleveland, OH
  • Bartender / Holiday Party Entertainment
  • 28 miles from Painesville
  • Contact for pricing

Darlene C. said “We hired 2 workers to help set up. They worked hard and non-stop. Our day of coordinator stated she had never seen a wedding setup so quickly. ”

Santa Skip

5.0 (4)
8 Verified bookings

  • Cleveland, OH
  • Santa Claus / Holiday Party Entertainment
  • 28 miles from Painesville
  • 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.”

Bethany Westphal, Saxophone Player

5.0 (3)
6 Verified bookings

  • Cleveland, OH
  • Jazz Band / Holiday Party Entertainment
  • 28 miles from Painesville
  • Contact for pricing

Shaletha P. said “Bethany was an amazing musician and she was extremely easy to work with. I would definetly book her again! She arrived prompt and she played with passion! She did amazing!!”

Santa Eric

4.87 (16)
31 Verified bookings

  • Cleveland, OH
  • Santa Claus / Holiday Party Entertainment
  • 28 miles from Painesville
  • Starts at $75 per hour

Scott B. said “Santa Eric was a wonderful part of our event. He was professional, courteous, communicative, on time and very engaging with the kids and families. I highly recommend him.”

Esteban Eysaman Music

5.0 (4)
7 Verified bookings

  • Lakewood, OH
  • Pianist / Holiday Party Entertainment
  • 33 miles from Painesville
  • Starts at $85 per hour

Laura B. said “Thank you so much Esteban for your professionalism and wonderful music! He arrived on time, communicated well, was patient with the changing timeline and even played a half hour longer after our event...”

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About booking Holiday Party Entertainment in Painesville, 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 Painesville, 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 Painesville 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 Painesville, OH area

These Holiday Party Entertainment serve the wider Painesville and Lake county area and travel to Grand River, Fairport Harbor, Concord Township, Perry, Mentor-on-the-Lake, Mentor, Kirtland Hills, Kirtland, Willoughby, Chardon, Waite Hill, Madison, Thompson, Eastlake, Montville, Unionville, Willowick, Wickliffe, Willoughby Hills, Chesterland, East Claridon, Mayfield, Geneva, Gates Mills, Huntsburg, Highland Heights, Euclid, Mayfield Heights, Richmond Heights, and Hunting Valley.