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The 17 Best Holiday Entertainers for Hire in Pittsburgh, PA

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  • Unique & Specialty
  • Holiday Entertainment
79 Holiday Entertainers serving Pittsburgh, PA
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How it works (it’s simple!)

Browse vendors

1. Browse Holiday Entertainers in Pittsburgh and contact your favorites

Communicate

2. Communicate with the Holiday Entertainment you select to work out the details of your event

Book!

3. Book them through GigSalad and be covered by our 100% awesome guarantee!

Holiday Entertainment Pricing

Pricing

Using data from quotes sent through GigSalad, we’ve gathered average pricing for hiring Holiday Entertainment in your region.

Our Worry-Free Guarantee

Worry-Free Guarantee

Booking a Pittsburgh Holiday Entertainer through GigSalad offers you extra protection you can’t get anywhere else. You can rest easy knowing that your payment is secure, and that we’ll have your back in the event of any trouble that may occur. Learn more

Santa Baby (The Entertainer) - Holiday Entertainment in Monroeville, Pennsylvania
Santa Baby (The Entertainer) - Holiday Entertainment in Monroeville, Pennsylvania

Santa Baby (The Entertainer)

Rating star emptyRating star emptyRating star emptyRating star emptyRating star empty
0 (0)
  • Map pin icon Monroeville, PA
  • Vendor category icon Holiday Entertainment
  • Travel distance icon 11 miles from Pittsburgh

Santa Baby (The Entertainer) is a real bearded Santa who sings, dances, and tell jokes. He's not your traditional fat, fake bearded, red suit wearing Santa.…

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Dynamic Illustrations & Caricatures - Caricaturist / Holiday Entertainment in Pittsburgh, Pennsylvania Featured vendor banner
Dynamic Illustrations & Caricatures - Caricaturist / Holiday Entertainment in Pittsburgh, Pennsylvania

Dynamic Illustrations & Caricatures

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5.0 (3)
Top Performer badge
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Caricaturist / Holiday Entertainment
  • Check mark icon 7 Verified Bookings

Holly D. said “I hired Howard to entertain at my daughter's sweet 16 party and he was a hit! The kids loved him and his drawings were great! Days later the kids…”

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

Magic Of Ray Lucas

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
4.96 (32)
Top Performer badge
  • Map pin icon Pittsburgh, PA
  • Vendor category icon Magician / Holiday Entertainment
  • Check mark icon 10 Verified Bookings

Allison L. said “We had Ray for my son's 5 year old birthday party and it was a hit. The kids absolutely loved it! Ray invited the kids to participate in the tricks…”

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Show More Holiday Entertainers Near You

You might also like:

Christmas Carolers Corporate Entertainment Easter Bunnies Family Entertainment Holiday Party Entertainment Santa Clauses Singing Telegrams Storytellers Variety Entertainers

Quick facts
Holiday Entertainment in Pittsburgh, PA

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2,285 quotes sent

In the past year, Holiday Entertainers have sent 2,285 quotes to event planners

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74th most popular

Holiday Entertainers rank #74 in popularity out of 541 categories on GigSalad

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5 out of 5 stars

4,508 Holiday Entertainer reviews on GigSalad with an average rating of 5 stars

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Typically hired for

Christmas Parties in Pittsburgh

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Pittsburgh ranks #1

for Holiday Entertainer requests in Pennsylvania

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1.1 days on average to book

From request to booking, it takes 1.1 days (on average) to hire a Holiday Entertainer

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Pennsylvania ranks #12

for Holiday Entertainer requests in the United States

You are viewing
Holiday Entertainment in Pittsburgh, PA


Take your holiday celebration to the next level with some live entertainment! You can book a visit with Santa or have hot chocolate with Mrs. Claus. If you want some beautiful holiday music, consider Christmas carolers or a singing pianist. Find the best local holiday entertainment on GigSalad for your Christmas parties, corporate events, and holiday festivals like Christmas tree lightings and parades.

The cost of hiring holiday entertainment in Pittsburgh, Pennsylvania will vary depending on the type of performer, the event length, and when you book. The holiday season is the busiest time of year for Christmas party entertainers, so they may charge more as their calendars fill up and schedules become strained. Book early for the best price! Contact the performers above to get a quote customized for your holiday party or event.

While browsing Pittsburgh holiday entertainers, take the time to look through photos and videos from past events and performances. Then read reviews from other event planners to learn more about their experience and professionalism. When talking with holiday performers, discuss important details like arrival times, attire preferences, setup requirements, and any special requests you might have.

Once you find the performer you want to hire, finalize your booking on GigSalad. Our full-service platform makes it easy to book live holiday entertainment. You can talk with entertainers, confirm all the details of your agreement, and make a secure payment all in one place. Every GigSalad booking is covered by our Worry-Free Guarantee so you can rest easy knowing we’ve got your back. Just relax and enjoy your celebration! Search for Holiday Entertainment in Pittsburgh, Pennsylvania above.

Please note that these Holiday 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 Entertainment in nearby cities

Crafton Mount Lebanon Bethel Park West Mifflin Penn Hills McKeesport
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