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The 67 Best Holiday Party Entertainers for Hire in Pittsburgh, PA

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  • Holiday Party Entertainment
136 Holiday Party Entertainers serving Pittsburgh, PA
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David Matheus - Magician / Holiday Party Entertainment in Monroeville, Pennsylvania Featured vendor banner
David Matheus - Magician / Holiday Party Entertainment in Monroeville, Pennsylvania

David Matheus

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5.0 (12)
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  • Map pin icon Monroeville, PA
  • Vendor category icon Magician / Holiday Party Entertainment
  • Travel distance icon 11 miles from Pittsburgh
  • Check mark icon 17 Verified Bookings

Tina K. said “Our camping club enjoyed David's show. He kept the audience entertained with his magic and jokes including them throughout his performance. I can…”

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Arev Music Entertainment - Classical Ensemble / Holiday Party Entertainment in Wexford, Pennsylvania Featured vendor banner
Arev Music Entertainment - Classical Ensemble / Holiday Party Entertainment in Wexford, Pennsylvania

Arev Music Entertainment

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5.0 (34)
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  • Map pin icon Wexford, PA
  • Vendor category icon Classical Ensemble / Holiday Party Entertainment
  • Travel distance icon 13 miles from Pittsburgh
  • Check mark icon 48 Verified Bookings

Sona A. said “Arev Music Entertainment was an absolute pleasure to work with. They were quick with their responses and very helpful with any questions/concerns I had…”

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Mega Magic- Magician Mike D'Urzo - Magician / Holiday Party Entertainment in Pittsburgh, Pennsylvania Featured vendor banner
Mega Magic- Magician Mike D'Urzo - Magician / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Mega Magic- Magician Mike D'Urzo

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5.0 (14)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Magician / Holiday Party Entertainment
  • Check mark icon 10 Verified Bookings

Stephen T. said “• New out of the box thinking approach to delivering key motivational messages by combining magic with motivational speaking based on his real life experience…”

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The Gatsby Gang Jazz Band - Jazz Band / Holiday Party Entertainment in Pittsburgh, Pennsylvania Featured vendor banner
The Gatsby Gang Jazz Band - Jazz Band / Holiday Party Entertainment in Pittsburgh, Pennsylvania

The Gatsby Gang Jazz Band

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5.0 (5)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Jazz Band / Holiday Party Entertainment
  • Check mark icon 9 Verified Bookings

Karin J. said “Couldn’t be happier with these musicians! If you are looking for a traditional jazz trio feel like we were, don’t look any further. This is your group!!…”

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Louis Pettinelli Entertainment - Jazz Band / Holiday Party Entertainment in Pittsburgh, Pennsylvania Featured vendor banner
Louis Pettinelli Entertainment - Jazz Band / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Louis Pettinelli Entertainment

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4.91 (64)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Jazz Band / Holiday Party Entertainment
  • Check mark icon 229 Verified Bookings

Agrama M. said “The string trio made our evening event even more amazing. They were also great to work with prior to the event. Highly recommend this team for your events!”

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Claudia Sanchez, the Passionate Pianist - Pianist / Holiday Party Entertainment in Pittsburgh, Pennsylvania Featured vendor banner
Claudia Sanchez, the Passionate Pianist - Pianist / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Claudia Sanchez, the Passionate Pianist

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5.0 (9)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Pianist / Holiday Party Entertainment
  • Check mark icon 17 Verified Bookings

Tammy D. said “Claudia is an exceptional musician and a tremendous performer. We hired her for a private event and every guest commented on how beautiful the music was…”

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Magic Of Ray Lucas - Magician / Holiday Party Entertainment in Pittsburgh, Pennsylvania Featured vendor banner
Magic Of Ray Lucas - Magician / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Magic Of Ray Lucas

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4.96 (32)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Magician / Holiday Party Entertainment
  • Check mark icon 10 Verified Bookings

Darlene M. said “Ray was patient, professional and great at his craft.”

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Seth Neustein - Magician and Mentalist - Magician / Holiday Party Entertainment in Pittsburgh, Pennsylvania Featured vendor banner
Seth Neustein - Magician and Mentalist - Magician / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Seth Neustein - Magician and Mentalist

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5.0 (4)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Magician / Holiday Party Entertainment
  • Check mark icon 16 Verified Bookings

David L. said “Seth performed at a country club function that Sandi and I went to last night. Where to begin... His presence made the evening fun. I'm not sure…”

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Background Jazz Band - Jazz Band / Holiday Party Entertainment in Pittsburgh, Pennsylvania Featured vendor banner
Background Jazz Band - Jazz Band / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Background Jazz Band

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4.92 (12)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Jazz Band / Holiday Party Entertainment
  • Check mark icon 22 Verified Bookings

Court K. said “Great band, highly recommend”

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Mixed Moments - Bartender / Holiday Party Entertainment in Pittsburgh, Pennsylvania
Mixed Moments - Bartender / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Mixed Moments

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5.0 (2)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Bartender / Holiday Party Entertainment
  • Check mark icon 1 Verified Booking

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!!…”

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Magic Man Industries - Magician / Holiday Party Entertainment in Pittsburgh, Pennsylvania
Magic Man Industries - Magician / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Magic Man Industries

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4.84 (29)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Magician / Holiday Party Entertainment
  • Check mark icon 31 Verified Bookings

Samantha C. said “Jamie came to my daughters 13th b-day party. I’m So glad we hired him, it was so entertaining and amazing to watch up close. He blew everyone’s minds!!…”

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Santa Claus Smokey - Santa Claus / Holiday Party Entertainment in McDonald, Pennsylvania
Santa Claus Smokey - Santa Claus / Holiday Party Entertainment in McDonald, Pennsylvania

Santa Claus Smokey

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5.0 (26)
  • Map pin icon McDonald, PA
  • Vendor category icon Santa Claus / Holiday Party Entertainment
  • Travel distance icon 13 miles from Pittsburgh
  • Check mark icon 5 Verified Bookings

Victoria B. said “We booked Santa Claus Smokey for an elementary "Cookies with Santa" event. He was GREAT! From start to finish you could tell he was excited…”

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Misty Lane Farms Performance Horses - Horse Drawn Carriage / Holiday Party Entertainment in West Sunbury, Pennsylvania
Misty Lane Farms Performance Horses - Horse Drawn Carriage / Holiday Party Entertainment in West Sunbury, Pennsylvania

Misty Lane Farms Performance Horses

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5.0 (5)
  • Map pin icon West Sunbury, PA
  • Vendor category icon Horse Drawn Carriage / Holiday Party Entertainment
  • Travel distance icon 40 miles from Pittsburgh
  • Check mark icon 7 Verified Bookings

Lou S. said “Mindy did an awesome job navigating that trailer to a good spot. Then handling Dannand Dick. Those two were very handsome and well behaved.”

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Magician Chuck Caputo - Magician / Holiday Party Entertainment in Wilmerding, Pennsylvania
Magician Chuck Caputo - Magician / Holiday Party Entertainment in Wilmerding, Pennsylvania

Magician Chuck Caputo

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5.0 (37)
  • Map pin icon Wilmerding, PA
  • Vendor category icon Magician / Holiday Party Entertainment
  • Travel distance icon 10 miles from Pittsburgh

Linda B. said “I do a Grammy camp every year with my grand children and this year our theme was “it’s all about magic”. Chuck was our finale at the end of the week.…”

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Carriage Limousine Service - Horse Drawn Carriages - Horse Drawn Carriage / Holiday Party Entertainment in Wellsville, Ohio
Carriage Limousine Service - Horse Drawn Carriages - Horse Drawn Carriage / Holiday Party Entertainment in Wellsville, Ohio

Carriage Limousine Service - Horse Drawn Carriages

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4.93 (29)
  • Map pin icon Wellsville, OH
  • Vendor category icon Horse Drawn Carriage / Holiday Party Entertainment
  • Travel distance icon 36 miles from Pittsburgh

Mitchell M. said “Chris and his staff at Carriage Limousine were nothing but spectacular accommodating a beautiful horse for the baraat at our Indian wedding! Truly a 5-star…”

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RG Event Staffing (Bartenders & Servers +) - Bartender / Holiday Party Entertainment in Pittsburgh, Pennsylvania
RG Event Staffing (Bartenders & Servers +) - Bartender / Holiday Party Entertainment in Pittsburgh, Pennsylvania

RG Event Staffing (Bartenders & Servers +)

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5.0 (4)
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  • Map pin icon Pittsburgh, PA
  • Vendor category icon Bartender / Holiday Party Entertainment
  • Check mark icon 8 Verified Bookings

Martha G. said “Donna and Diane were professional, pleasant and efficient. I would definitely use them again.”

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Ron Bickel - Pianist / Holiday Party Entertainment in Glenshaw, Pennsylvania
Ron Bickel - Pianist / Holiday Party Entertainment in Glenshaw, Pennsylvania

Ron Bickel

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4.67 (5)
Top Performer badge
  • Map pin icon Glenshaw, PA
  • Vendor category icon Pianist / Holiday Party Entertainment
  • Travel distance icon 7 miles from Pittsburgh
  • Check mark icon 9 Verified Bookings

Albert M. said “Ron showed up on time and was prepared for the music requested. He even was able to improvise as the one song should have only been two verses, but the…”

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Moon Star Rising - Bartender / Holiday Party Entertainment in Braddock, Pennsylvania
Moon Star Rising - Bartender / Holiday Party Entertainment in Braddock, Pennsylvania

Moon Star Rising

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5.0 (6)
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  • Map pin icon Braddock, PA
  • Vendor category icon Bartender / Holiday Party Entertainment
  • Travel distance icon 7 miles from Pittsburgh
  • Check mark icon 5 Verified Bookings

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…”

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Matt Hill & Friends - Jazz Band / Holiday Party Entertainment in Pittsburgh, Pennsylvania
Matt Hill & Friends - Jazz Band / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Matt Hill & Friends

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5.0 (17)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Jazz Band / Holiday Party Entertainment
  • Check mark icon 23 Verified Bookings

Lori S. said “This team did a wonderful job, music was excellent and they kept everyone dancing. They can read a crowd, are polite and classy. Will use them again!”

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Real Beard and Belly Santa - Santa Claus / Holiday Party Entertainment in Pittsburgh, Pennsylvania
Real Beard and Belly Santa - Santa Claus / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Real Beard and Belly Santa

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5.0 (51)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Santa Claus / Holiday Party Entertainment
  • Check mark icon 106 Verified Bookings

Allison M. said “This was our second year having Santa at our family holiday party and it was wonderful! He is so kind and engaging - it's not easy to keep a gaggle…”

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Paul Cohen - Pianist / Holiday Party Entertainment in Pittsburgh, Pennsylvania
Paul Cohen - Pianist / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Paul Cohen

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5.0 (4)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Pianist / Holiday Party Entertainment
  • Check mark icon 10 Verified Bookings

Susan H. said “He was great for our party.”

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Erin Lane - Bartender / Holiday Party Entertainment in Pittsburgh, Pennsylvania
Erin Lane - Bartender / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Erin Lane

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5.0 (1)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Bartender / Holiday Party Entertainment
  • Check mark icon 1 Verified Booking

Gabrielle B. said “Erin was on time, professional and a terrific help through our event.”

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Lydia Marks & Jazz Inc. - Jazz Band / Holiday Party Entertainment in Pittsburgh, Pennsylvania
Lydia Marks & Jazz Inc. - Jazz Band / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Lydia Marks & Jazz Inc.

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5.0 (2)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Jazz Band / Holiday Party Entertainment
  • Check mark icon 6 Verified Bookings

Deidre R. said “I was nervous about hiring a group I had never heard live before. Lydia Marks is a dream to work with. She was very professional. She returned my emails…”

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Cara's Piano & Flute Tunes - Pianist / Holiday Party Entertainment in Pittsburgh, Pennsylvania
Cara's Piano & Flute Tunes - Pianist / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Cara's Piano & Flute Tunes

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5.0 (1)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Pianist / Holiday Party Entertainment
  • Check mark icon 2 Verified Bookings

Debra T. said “We thoroughly enjoyed having Cara at our event! Her music truly added the perfect touch to our evening. She was prompt and the volume was just the right…”

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Pittsburgh's Jolliest Santa - Santa Claus / Holiday Party Entertainment in Pittsburgh, Pennsylvania
Pittsburgh's Jolliest Santa - Santa Claus / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Pittsburgh's Jolliest Santa

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5.0 (6)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Santa Claus / Holiday Party Entertainment
  • Check mark icon 6 Verified Bookings

Brian said “We had a wonderful time with Santa. He was so patient and made each person feel special. The kids and adults wanted to get their picture with him. Our…”

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Drinks in Eden - Bartender / Holiday Party Entertainment in Pittsburgh, Pennsylvania
Drinks in Eden - Bartender / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Drinks in Eden

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5.0 (2)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Bartender / Holiday Party Entertainment
  • Check mark icon 1 Verified Booking

Giselle C. said “I loved destiny! Very good at her job . Made the best drinks, even created a drink named after me! How sweet.!😇 I went over the estimated time by 2 1/2…”

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Jazzsurgery w/ Tony Campbell - Jazz Band / Holiday Party Entertainment in Pittsburgh, Pennsylvania
Jazzsurgery w/ Tony Campbell - Jazz Band / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Jazzsurgery w/ Tony Campbell

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5.0 (1)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Jazz Band / Holiday Party Entertainment
  • Check mark icon 1 Verified Booking

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.…”

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Aly - Bartender / Holiday Party Entertainment in Pittsburgh, Pennsylvania
Aly - Bartender / Holiday Party Entertainment in Pittsburgh, Pennsylvania

Aly

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4.93 (14)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Bartender / Holiday Party Entertainment
  • Check mark icon 28 Verified Bookings

Kathy P. said “Aly was great! Prior to the wedding we spoke over the phone about our details. She was very helpful. I texted her several questions and she always responded…”

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John Radko - Pianist / Holiday Party Entertainment in Pittsburgh, Pennsylvania
John Radko - Pianist / Holiday Party Entertainment in Pittsburgh, Pennsylvania

John Radko

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0 (0)
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Pianist / Holiday Party Entertainment
  • Check mark icon 1 Verified Booking

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 Thursday…

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PGH Santa - Santa Claus / Holiday Party Entertainment in Allison Park, Pennsylvania
PGH Santa - Santa Claus / Holiday Party Entertainment in Allison Park, Pennsylvania

PGH Santa

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5.0 (12)
  • Map pin icon Allison Park, PA
  • Vendor category icon Santa Claus / Holiday Party Entertainment
  • Travel distance icon 8 miles from Pittsburgh
  • Check mark icon 26 Verified Bookings

Michelle C. said “Was super personable and treated our guests with respect. Everyone loved seeing Santa!”

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Show More Holiday Party Entertainers Near You

You might also like:

Bartenders Caterers Children’s Party Entertainment Christmas Carolers Classical Singers Comedians Corporate Event Entertainment DJs Easter Bunnies Family Entertainment Impersonators Party Bands Patriotic Entertainment Photo Booths Singing Guitarists Singing Pianists Singing Telegrams Storytellers String Quartets Waitstaff

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Holiday Party Entertainment in Pittsburgh, PA


If you’re planning a holiday party this year, add even more festivities by booking the best live entertainment! Here are some tips to help you find the perfect professionals.

To start, make a list of the various styles of entertainment that you’re interested in. Jazz bands, classical ensembles, and Christmas carolers are popular options for background holiday music. For a corporate cocktail party, bartenders, waitstaff, and caterers offer everything you and your guests will need. Need something for the kiddos? Book a visit from Santa and Mrs. Claus and watch their faces light up! Once you’ve decided on your ideal holiday party entertainment, search online for professionals in your area. Most entertainers have online profiles so that you can get a feel for what they offer. Check out performance descriptions, listen to audio clips, and watch videos of their past events. If available, read through reviews from their past clients to gauge a performer’s experience and professionalism. When you’re ready to contact an entertainer for their rates and availability, make sure to give them as much information about your event as possible. Discuss important details such as performance space, power supply, scheduled breaks, parking, and any unique aspect of your event. The more info you give the vendor, the easier it is for them to provide a customized quote! Lastly, confirm the agreement and performance details in writing. With GigSalad, everything you need to find and book holiday party entertainment is in one simple platform. Browse profiles, get free quotes, and book with the added security of our Worry-Free Guarantee. Search for Holiday Party Entertainment in Pittsburgh, Pennsylvania above.

Please note that these Holiday Party Entertainment may also travel to Mount Washington, Millvale, Green Tree, Dormont, McKees Rocks, Brentwood, Bellevue, Larimer, Homestead, Carnegie, Sharpsburg, Castle Shannon, Avalon, Scott Township, Homewood, Edgewood, Aspinwall, Wilkinsburg, Heidelberg, Munhall, Swissvale, Whitaker, Glenshaw, Ben Avon, Braddock Hills, Baldwin, Braddock, Robinson, Robinson Township, and Pleasant Hills.

Find Holiday Party Entertainment in nearby cities

Crafton Mount Lebanon Bethel Park West Mifflin Penn Hills McKeesport
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