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200 Holiday Party Entertainers serving Penn Hills, PA

Featured

David Matheus

5.0 (21)
Top Performer
28 Verified bookings

  • Monroeville, PA
  • Magician / Holiday Party Entertainment
  • 6 miles from Penn Hills
  • $350 - $5,000

Larkin W. said “David did strolling.close-up magic at our corporate holiday party. He was thoroughly engaging. He made sure to get around to everyone, was funny, professional, great energy, and his slight of hand... ”
Featured

Brenden Trojan

5.0 (26)
Top Performer
37 Verified bookings

  • Pittsburgh, PA
  • Magician / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • Contact for rates

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

Louis Pettinelli Entertainment

4.92 (68)
Top Performer
243 Verified bookings

  • Pittsburgh, PA
  • Jazz Band / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • $300 dollars and up

Nadia H. said “The Jazz Duo was amazing, our guests loved the entertainment. They were a classy addition to our event ”
Featured

Magic Of Ray Lucas

4.96 (35)
Top Performer
19 Verified bookings

  • Pittsburgh, PA
  • Magician / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • $300 and up

Dan O. said “Ray kept the kids interested and entertained. Lots of laughs from the kids age up to 12 years old. Highly recommended! ”
Featured

Felix Riba Magic

4.98 (104)
Top Performer
131 Verified bookings

  • Pittsburgh, PA
  • Magician / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • $300 and up.

Roxanne T. said “Felix was absolutely fantastic and made our 8-year-old’s birthday party truly magical! The children (and adults) were completely captivated, laughing and amazed throughout the show, and the... ”
Featured

Seth Neustein - Magician and Mentalist

5.0 (4)
16 Verified bookings

  • Pittsburgh, PA
  • Magician / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • $1500to $50000

Jerry T. said “Seth was engaging and entertaining - our group truly enjoyed his presence, skills and personality! ”
Featured

Olde Towne Carolers

5.0 (1)
1 Verified booking

  • Pittsburgh, PA
  • Christmas Carolers / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • Contact for rates

Paul L. said “Great voices and really nice people ”
Featured

Singing Santa Brett

5.0 (16)
27 Verified bookings

  • Pittsburgh, PA
  • Santa Claus / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • Contact for rates

Lindsay R. said “Singing Sant Brett was great to have at our party! My son loved it. Not only did he tailor the visit to my son but also included the adults! It was so fun! ”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (22)
23 Verified bookings

  • Pittsburgh, PA
  • Magician / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • Contact for rates

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

Eric Meredith Magic

5.0 (4)
Top Performer
6 Verified bookings

  • Pittsburgh, PA
  • Magician / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • $350-$700

Amy L. said “We would definitely hire Eric again! ”

Mixed Moments®

5.0 (2)
2 Verified bookings

  • Pittsburgh, PA
  • Bartender / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • $500 & up

Jessica P. said “Mixed Moments was absolutely fantastic! The experience from the beginning to end was perfect. The set up was nice and classy, the bartender very professional!! Thank you for helping make my parents... ”

  • Oakmont, PA
  • Santa Claus / Holiday Party Entertainment
  • 1 mile from Penn Hills
  • $175 & up

Jennifer W. said “We absolutely love working with Real Beard Victorian Santa! He is always professional, dependable, and incredibly easy to work with. His authentic look truly brings the magic to every event, and... ”

  • Wilmerding, PA
  • Magician / Holiday Party Entertainment
  • 8 miles from Penn Hills
  • Contact for rates

Swathi K. said “Chuck was amazing and made my kids birthday party memorable for us and guests. He was very professional. He also made the show personable for my son with including tricks that he enjoys. He was... ”

Claudia Sanchez, the Passionate Pianist

5.0 (15)
Top Performer
28 Verified bookings

  • Pittsburgh, PA
  • Pianist / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • Contact for rates

Sherry G. said “Claudia is an amazing pianist, she's very easy to plan an advent with , Claudia s talent is beautiful. She always puts that special touch to our parties . ”

Paul Cohen

5.0 (8)
Top Performer
15 Verified bookings

  • Pittsburgh, PA
  • Pianist / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • Contact for rates

Kristin S. said “Paul was delightful to have at our event. He is not only an excellent pianist, but also a warm and pleasant addition to the festivities. We highly recommend him! ”

Santa Brian & Mrs. Claus

4.85 (44)
Top Performer
73 Verified bookings

  • Greensburg, PA
  • Santa Claus / Holiday Party Entertainment
  • 21 miles from Penn Hills
  • Contact for rates

Satya V. said “The Santa Claus event was absolutely fantastic! Santa was warm, friendly, and truly made every child feel special. Santa & Mrs. Claus Brought Christmas to Life. It was double the Joy with Santa & Mrs.... ”

Moon Star Rising

5.0 (6)
5 Verified bookings

  • Braddock, PA
  • Bartender / Holiday Party Entertainment
  • 7 miles from Penn Hills
  • Contact for rates

Matt P. said “If you are looking for a bartender to host your event, don’t hesitate and hire Shona! Shona is an amazing person and great bartender. She went above and beyond to make our event memorable. We will... ”

PGH Santa

5.0 (18)
45 Verified bookings

  • Allison Park, PA
  • Santa Claus / Holiday Party Entertainment
  • 7 miles from Penn Hills
  • Start at $250/visit, $350 for prime dates.

Sarah K. said “We hired this Santa for our outdoor Farmers' Market, and he exceeded every expectation. From the moment he arrived, he brought warmth, professionalism, and pure holiday magic. He engaged with children... ”

Janette Greene Jazz Band

5.0 (1)
2 Verified bookings

  • Allison Park, PA
  • Jazz Band / Holiday Party Entertainment
  • 7 miles from Penn Hills
  • $300 and up.

Joel B. said “We had the Janette Greene Jazz Band for my parents 50th wedding anniversary and the band was the headliner of the whole event. They brought a wonderful element to the party and our guests loved... ”

Matt Hill and the Classics

5.0 (18)
24 Verified bookings

  • Pittsburgh, PA
  • Jazz Band / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • Contact for rates

Robert W. H. J. said “Matt & Friends provided a very memorable night of classic jazz and blues music for a special wedding anniversary celebration. They are an excellent and very professional ensemble and my guests... ”

Jazzsurgery w/ Tony Campbell

5.0 (1)
2 Verified bookings

  • Pittsburgh, PA
  • Jazz Band / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • $ 650 - $ 2500

Tony M. said “We commissioned Tony Campbell and Jazzsurgery for our Corporate Open House. The music was fantastic. The musicians knew exactly what to play for our venue. We received many compliments and will... ”

Aly

4.94 (15)
27 Verified bookings

  • Pittsburgh, PA
  • Bartender / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • Contact for rates

Anna Y. said “Aly and her staff were lovely, helpful, professional and punctual. Thank you for helping us out! ”

RG Event Staffing (Bartenders & Servers +)

5.0 (4)
10 Verified bookings

  • Pittsburgh, PA
  • Bartender / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • Contact for rates

Kim P. said “First time using this service and everything was perfect. Easy to book online and reasonably priced. We had two servers help us at our graduation party, which allowed us to enjoy the party and visit... ”

Changing Faces Entertainment

5.0 (5)
13 Verified bookings

  • Pittsburgh, PA
  • Santa Claus / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • $100-1000

Jessica B. said “The feedback I received on Santa Jim was all positive! He was friendly and made the children feel at ease even if they were "scared" of Santa. He did a great job! ”

Ellen Perkins

5.0 (2)
4 Verified bookings

  • Pittsburgh, PA
  • Pianist / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • Contact for rates

David O. said “Ellen performed for a speakeasy jazz themed party for a dear friend of ours. She was so warm, friendly, and AMAZINGLY TALENTED! Her performance and presence elevated our special occasion to a... ”

Real Beard and Belly Santa

5.0 (81)
185 Verified bookings

  • Pittsburgh, PA
  • Santa Claus / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • Contact for rates

Laura L. said “Even with the inclement weather, this event was very successful! Working together with the Toys for Pittsburgh Tikes limo driver and the North Hills Carolers made this a great time for all our... ”

Pittsburgh's Jolliest Santa

5.0 (10)
11 Verified bookings

  • Pittsburgh, PA
  • Santa Claus / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • Contact for rates

Terri H. said “He did a fabulous job. My guest raved about him and told me days after how much they enjoyed him and asked where I found him. What a good job he did. I would definitely hire him again. He was... ”

John Radko

1 Verified booking

  • Pittsburgh, PA
  • Pianist / Holiday Party Entertainment
  • 9 miles from Penn Hills
  • Contact for rates

John has been playing piano at the Grand Concourse in Station Square for the last 28 years. Playing in the Main Dining room on Sunday, Monday, Tuesday and...

Arev Music Entertainment

5.0 (37)
52 Verified bookings

  • Wexford, PA
  • Classical Ensemble / Holiday Party Entertainment
  • 14 miles from Penn Hills
  • $499 and up

Hudson T. said “Professional, flexible and easy to work with :) ”

Three Rivers Santa

5.0 (3)
5 Verified bookings

  • Wexford, PA
  • Santa Claus / Holiday Party Entertainment
  • 14 miles from Penn Hills
  • $150 and up

Kristen G. said “I've known Mr. and Mrs. Claus for years as our paths have crossed on the stage performing in plays and musicals together. When I heard they were adding a meet and greet as Mr. and Mrs. Claus to... ”

Private Party Server

5.0 (1)
2 Verified bookings

  • Delmont, PA
  • Waitstaff / Holiday Party Entertainment
  • 15 miles from Penn Hills
  • Contact for rates

Sara G. said “I had a great experience working with the team. They were a delight to have in my event, and I would definitely use them again. ”

Santa Mike

4.97 (35)
68 Verified bookings

  • Greensburg, PA
  • Santa Claus / Holiday Party Entertainment
  • 21 miles from Penn Hills
  • $150.00 & up!!

Brittny said “The best Santa you can get! Reliable, affordable, and REALISTIC! We love him, and have had him at our apartment community 5 years in a row for Santa Photos. ”

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About booking Holiday Party Entertainment in Penn Hills, PA

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 Penn Hills, Pennsylvania 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 Penn Hills 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 Penn Hills, PA area

These Holiday Party Entertainment serve the wider Penn Hills and Allegheny county area and travel to Verona, Blawnox, Oakmont, Fox Chapel, Universal, Cheswick, Aspinwall, Homewood, Springdale, Harwick, Churchill, Larimer, Sharpsburg, Wilkinsburg, Plum, Indianola, Edgewood, Forest Hills, Swissvale, Rural Ridge, Braddock Hills, New Kensington, Monroeville, Turtle Creek, Arnold, Creighton, Braddock, Glenshaw, East Pittsburgh, and Millvale.