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Showing 77 Holiday Entertainers serving Oshawa, ON

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1. Browse Holiday Entertainers in Oshawa and contact your favorites

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

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

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Worry-Free Guarantee

Booking a Oshawa 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

What Oshawa Users Say

5-star review

“Great!” – James C., reviewing Mississauga Holiday Entertainment Santa Real Beard. More reviews

Picasso Painters - Face Painter / Holiday Entertainment in Toronto, Ontario

Picasso Painters

4.84 (20)
  • Toronto, ON
  • Face Painter / Holiday Entertainment
  • 31 miles from Oshawa
  • 31 Verified Bookings

Isabell D. said “Picasso Painters more than exceeded our expectations. The artist arrived on time with all her gear. She was very personable and accommodated everyone’s…”

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Just Be Claus - Santa Claus / Holiday Entertainment in Toronto, Ontario

This vendor provides virtual services Offers Virtual Services

Just Be Claus

5.0 (7)
  • Toronto, ON
  • Santa Claus / Holiday Entertainment
  • 31 miles from Oshawa
  • 3 Verified Bookings

Jacki B. said “We booked with Just Beclaus with only six weeks' notice prior to our event when our regular Santa cancelled. Right away, Santa Jeff was the friendliest,…”

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Violinista Jane - Violinist / Holiday Entertainment in Toronto, Ontario

This vendor provides virtual services Offers Virtual Services

Violinista Jane

5.0 (6)
  • Toronto, ON
  • Violinist / Holiday Entertainment
  • 31 miles from Oshawa

Khalid A. said “Jane is such an amazing musical latent! She has a wide variety of tunes in her catalog. She played modern songs for us like “Dance Monkey” with her own…”

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X.Ray Magic & Illusions - Comedy Magician / Holiday Entertainment in Toronto, Ontario

This vendor provides virtual services Offers Virtual Services

X.Ray Magic & Illusions

5.0 (6)
  • Toronto, ON
  • Comedy Magician / Holiday Entertainment
  • 31 miles from Oshawa

Arnold C. said “Thanks X-ray for your astounding performance! Both the kids and adults had a blast and a couple of my friends are still talking about your show. they…”

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Comedy Hypnotist Incredible Boris - Motivational Speaker / Holiday Entertainment in Toronto, Ontario

This vendor provides virtual services Offers Virtual Services

Comedy Hypnotist Incredible Boris

0 (0)
  • Toronto, ON
  • Motivational Speaker / Holiday Entertainment
  • 31 miles from Oshawa

VIRTUAL PRESENTATIONS: VIA ZOOM FOR MENTAL HEALTH AND STRESS RELIEF LIVE: Comedy Hypnotist & Motivational Speaker seen on The Robert Irvine Show, Howie Mandel…

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Dylan Gott - Stand-Up Comedian / Holiday Entertainment in Toronto, Ontario

Dylan Gott

4.65 (3)
Top Performer
  • Toronto, ON
  • Stand-Up Comedian / Holiday Entertainment
  • 31 miles from Oshawa
  • 4 Verified Bookings

Jen P. said “Dylan was very accommodating and extremely funny!”

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Harpist Gracelyn - Harpist / Holiday Entertainment in Toronto, Ontario

Harpist Gracelyn

5.0 (4)
  • Toronto, ON
  • Harpist / Holiday Entertainment
  • 31 miles from Oshawa
  • 6 Verified Bookings

Katrina S. said “Hi Gracelyn, Thank you so much for performing this weekend at our Yorkdale Boutique! I received some really good feedback from the teams!”

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Santa Real Beard - Santa Claus / Holiday Entertainment in Toronto, Ontario

Santa Real Beard

5.0 (5)
  • Toronto, ON
  • Santa Claus / Holiday Entertainment
  • 31 miles from Oshawa
  • 9 Verified Bookings

Matthew L. said “Highly engaging - great with kids and adults. Everyone at my party loved their experience.”

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Toronto Victorian Carolers - Christmas Carolers / Holiday Entertainment in Toronto, Ontario

Toronto Victorian Carolers

0 (0)
  • Toronto, ON
  • Christmas Carolers / Holiday Entertainment
  • 31 miles from Oshawa

The Toronto Victorian Carolers are the original Christmas Carolers in Toronto, with over 30 years experience and hundreds of satisfied clients throughout the GTA.…

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Show More Holiday Entertainers Near You

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Quick facts
Holiday Entertainment in Oshawa, ON

600 quotes sent

In the past year, Holiday Entertainers have sent 600 quotes to event planners

133rd most popular

Holiday Entertainers rank #133 in popularity out of 544 categories on GigSalad

4.9 out of 5 stars

2,707 Holiday Entertainer reviews on GigSalad with an average rating of 4.9 stars

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Holiday Entertainment in Oshawa, ON


Are you planning a jolly Christmas gathering? What about a Halloween costume party? Or is it a lovey-dovey Valentine’s date that you’re trying to plan? No matter what holiday you’re celebrating, these entertainers know just how to liven up any seasonal event. Whether you’re planning a small, intimate gathering of loved ones or if you’re hosting a large corporate event, these holiday entertainers will tailor their talents so they can transport you and your guests to the North Pole for Christmas, to a haunted graveyard for Halloween, or to a romantic getaway for Valentine’s! Search for Holiday Entertainment in Oshawa, Ontario above.

Please note that these Holiday Entertainment may also travel to Whitby, Courtice, Hampton, Ajax, Myrtle Station, Bowmanville, Greenwood, Tyrone, Burketon Station, Brougham, Dunbarton, Blackstock, Kendal, Orono, Port Perry, Newcastle, Claremont, Whitevale, Ashburn, Rosebank Station, Port Union, Nestleton Station, Caesarea, Ceasarea, Pontypool, Pentypool, Goodwood, Uxbridge, Greenbank, and Scarborough.

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