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352 Holiday Party Entertainers serving Oshawa, ON

Featured

The Tavares Jazz Band

5.0 (25)
Top Performer
37 Verified bookings

  • Toronto, ON
  • Jazz Band / Holiday Party Entertainment
  • 31 miles from Oshawa
  • Contact for rates

Lisa H. said “The Tavares Jazz Band is always amazing. On time, courteous, and incredibly talented. They even stayed on for a couple of encores, due to popular demand. Thank you! ”
Featured

IllusioniStorm

5.0 (10)
Top Performer
15 Verified bookings

  • Toronto, ON
  • Magician / Holiday Party Entertainment
  • 31 miles from Oshawa
  • $400-$2000

Kyra M. said “Storm put on an amazing show that blow the minds of all my friends and family. Storm included everyone giving everyone the chance to participate, they were very kind and before performing answered any... ”
Featured

The Sean Stanley Trio

4.91 (20)
Top Performer
29 Verified bookings

  • Toronto, ON
  • Jazz Band / Holiday Party Entertainment
  • 31 miles from Oshawa
  • $400-2000

Amy J. said “We had Sean and his bassist at a company Christmas party and they were fabulous! Professional, punctual, sounded amazing (so talented!), and an overall great experience from our initial connection,... ”
Featured

Alexander Solo Piano

4.92 (42)
Top Performer
76 Verified bookings

  • Toronto, ON
  • Pianist / Holiday Party Entertainment
  • 31 miles from Oshawa
  • $150 and up

Marlene S. said “Alexander Zlotnick was our pianist for our afternoon birthday party. Attendees (68 total) ranged in age from mid 20’s to 90 yrs. Alexander can sit behind the keyboard and play anything and... ”
Featured

Private Pour Co.

5.0 (9)
Top Performer
12 Verified bookings

  • Toronto, ON
  • Bartender / Holiday Party Entertainment
  • 31 miles from Oshawa
  • Contact for rates

Angel L. said “Will Bartended for my 25th birthday party and he absolutely crushed it! I got multiple compliments from my guests, we loved him and we will be booking him for all future events! ”
Featured

V & G Entertainment

5.0 (36)
Top Performer
73 Verified bookings

  • Toronto, ON
  • Classical Ensemble / Holiday Party Entertainment
  • 31 miles from Oshawa
  • Contact for rates

Anysia R. said “Karl played violin solos in the dining room of my mother's seniors apt complex, for her 93rd birthday. He arrived early and was very generous in his definition of "about half an hour". He chose an... ”
Featured

Rosemary Reid - Toronto's Female Magician

4.95 (55)
Top Performer
89 Verified bookings

  • Toronto, ON
  • Magician / Holiday Party Entertainment
  • 31 miles from Oshawa
  • $968+

Isabelle G. said “I recently hired Rosemary Reid to perform magic at a formal for my university, and she was amazing! Everyone absolutely loved it. People raved about her magic afterward, and she performed a trick... ”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (22)
23 Verified bookings

  • Toronto, ON
  • Magician / Holiday Party Entertainment
  • 31 miles from Oshawa
  • Contact for rates

Kristina T. said “Mike put on an awesome show. He was punctual, prepared and very organized. He was engaging with the crowd and was just an absolute pleasure to be around. Everyone was amazed by his talent. Fun was... ”
Featured

Adam Swaye

5.0 (3)
3 Verified bookings

  • Toronto, ON
  • Magician / Holiday Party Entertainment
  • 31 miles from Oshawa
  • Contact for rates

Rachel T. said “Adam was absolutely fabulous! All of my guests were amazed. Skeptics were converted. I want him at all of my parties from now on!! :) ”
Featured

Stage & Close-up magic in 10+ countries

5.0 (26)
60 Verified bookings

  • Toronto, ON
  • Magician / Holiday Party Entertainment
  • 31 miles from Oshawa
  • $350 - $3500

Kyle M. said “Arrived to the party early and got a little extra time! So happy to have had Gambit for our party! ”
Featured

Tiffany Jazz Trio

5.0 (22)
3 Verified bookings

  • Toronto, ON
  • Jazz Band / Holiday Party Entertainment
  • 31 miles from Oshawa
  • $500-$2500

Luca M. said “Tiffany Jazz Trio was absolutely perfect for our cocktail hour at our wedding at Eagle’s Nest Golf Club. Their music created the perfect elegant and upbeat atmosphere — classy, polished, and so... ”
Featured

Liliana Piano

5.0 (5)
4 Verified bookings

  • Toronto, ON
  • Pianist / Holiday Party Entertainment
  • 31 miles from Oshawa
  • Contact for rates

Jerry C. said “I booked Liliana for the wedding ceremony, and I was amazingly surprised by the high level of professionalism, punctuality, and kindness to me and my guests. We got a huge joy from the service... ”
Featured

Roman Royss

5.0 (1)
3 Verified bookings

  • Toronto, ON
  • Magician / Holiday Party Entertainment
  • 31 miles from Oshawa
  • Contact for rates

Ahmed R. said “Roman was a great act for our corporate client event. He engaged all the people in the audience, was really easy to work with and was on time and committed. Highly recommend him. As a result we... ”
Featured

Santa Gee

4.93 (58)
76 Verified bookings

  • Toronto, ON
  • Santa Claus / Holiday Party Entertainment
  • 31 miles from Oshawa
  • $300.00 cdn and up

Sharon H. said “Thank you for an amazing experience 😀 ”
Featured

Santa Dave Hastings

5.0 (10)
13 Verified bookings

  • Newmarket, ON
  • Santa Claus / Holiday Party Entertainment
  • 32 miles from Oshawa
  • $300.00 per hour and up

Tristan B. said “Santa Dave was honestly beyond impressive, not only was he early to the event itself. He was always available for calls and briefings beforehand, checking in to make sure everything was OK, and just... ”
Featured

Cobourg Santa Claus

5.0 (5)
5 Verified bookings

  • Cobourg, ON
  • Santa Claus / Holiday Party Entertainment
  • 35 miles from Oshawa
  • Contact for rates

Sindy G. said “If you want the real deal, Cobourg Santa Claus is it! He arrived on time, went above and beyond, his attire was clean and beautiful and came prepared. Thank you Cobourg Santa Claus. for a memorable... ”
Featured

  • Toronto, ON
  • Magician / Holiday Party Entertainment
  • 31 miles from Oshawa
  • Contact for rates

The Toronto Magic Company specializes in making your corporate events unforgettable. We perform at hundreds of events every single year. Company parties,...
Featured

  • York, ON
  • Bartender / Holiday Party Entertainment
  • 32 miles from Oshawa
  • Contact for rates

We specialize in delivering premier hospitality services designed to enhance both corporate functions and private celebrations. Our dedicated team is...

Karina Jazz Trio

5.0 (13)
2 Verified bookings

  • Toronto, ON
  • Jazz Band / Holiday Party Entertainment
  • 31 miles from Oshawa
  • $400 - $2000

Performers W. L. F. said “Karina Muhir Jazz Trio was awesome to work with. We booked her last minute and she was able to make it happen to perform at our event. She was a great performer and our audience really enjoyed her.... ”

David Skolnick

4.98 (87)
51 Verified bookings

  • Toronto, ON
  • Pianist / Holiday Party Entertainment
  • 31 miles from Oshawa
  • $375 and up

Michael M. said “Very talented … we all had a great time! ”

  • Toronto, ON
  • Jazz Band / Holiday Party Entertainment
  • 31 miles from Oshawa
  • Contact for rates

If you need a little vintage flavour at your event, look no further than The Nightbird Band, who will effortlessly transport you back to simpler times, when...

  • Toronto, ON
  • Pianist / Holiday Party Entertainment
  • 31 miles from Oshawa
  • $125 and up

🎶 Soft Classical Piano Music for Your Event 🎶 I’m a classically trained pianist with a Master’s degree in piano performance and I love creating a warm,...

Tanya Lyn Events

4.94 (16)
Top Performer
37 Verified bookings

  • Whitby, ON
  • Bartender / Holiday Party Entertainment
  • 4 miles from Oshawa
  • $250 and up depending on event details

Jaclyn L. said “Tanya was absolutely wonderful to work with—super helpful, kind, and incredibly accommodating. She went out of her way to make sure everything went smoothly and was always flexible with our specific... ”

Paul Stillo

5.0 (24)
Top Performer
26 Verified bookings

  • Toronto, ON
  • Pianist / Holiday Party Entertainment
  • 31 miles from Oshawa
  • Contact for rates

Victoria C. said “Paul was just wonderful. Very kind and professional. He played for 2 hours at our Ladies Luncheon and did exactly what we were looking for - beautiful background music that went well with the theme. I... ”

James Alan

5.0 (29)
Top Performer
61 Verified bookings

  • Toronto, ON
  • Magician / Holiday Party Entertainment
  • 31 miles from Oshawa
  • $800 and up

Helen G. said “The perfect booking for our friend's 30th birthday. ”

Andy Kitusa

5.0 (19)
Top Performer
22 Verified bookings

  • Toronto, ON
  • Pianist / Holiday Party Entertainment
  • 31 miles from Oshawa
  • $200 and up

Deni V. said “Andy was great! I sent him a playlist of Christmas music and he played everything and added some additional songs! Everyone loved the music, he was great to communicate with, and would have him play... ”

Just Us

5.0 (20)
Top Performer
28 Verified bookings

  • Toronto, ON
  • Jazz Band / Holiday Party Entertainment
  • 31 miles from Oshawa
  • Contact for quote.

Gwen M. said “We just booked them for our Oct 2025 wedding, and im so glad we did! John and the band were communicative, cheerful, flexible, and incredibly punctual. But MOST IMPORTANTLY, they were a blast!... ”

CC's Pour Decisions Bar & Staffing

4.96 (33)
Top Performer
29 Verified bookings

  • Toronto, ON
  • Bartender / Holiday Party Entertainment
  • 31 miles from Oshawa
  • Contact for rates

Alicia A. said “CC was great!! Everything was perfectly organized from start to finish. She was incredibly helpful right from the beginning, providing us with a detailed shopping list and making the planning... ”

Halo Event Co

5.0 (34)
Top Performer
55 Verified bookings

  • Vaughan, ON
  • Bartender / Holiday Party Entertainment
  • 32 miles from Oshawa
  • $200 +

Lisa S. said “I had the most incredible experience with Angel and Alisha at my 50th birthday party. They were friendly, fun, and completely professional from start to finish. They handled everything seamlessly... ”

Santa Chris Kringle

5.0 (2)
Top Performer
9 Verified bookings

  • Peterborough, ON
  • Santa Claus / Holiday Party Entertainment
  • 39 miles from Oshawa
  • Contact for rates

Christine C. said “Best surprise for kids from 2 to 10! The beard is real and the laugh is believable! He was so entertaining, he came and read ‘twas the night before Christmas while using some Christmas magic to make... ”

About Last Night

4.58 (64)
114 Verified bookings

  • Oshawa, ON
  • Bartender / Holiday Party Entertainment
  • $200 and up

Jose H. said “For my wedding, we had to change alot of stuff last minute due to the weather. The staff was amazing and helpful. They were kind, helpful, organize, and great time. ”

Beautiful solo piano

5.0 (4)
5 Verified bookings

  • Courtice, ON
  • Pianist / Holiday Party Entertainment
  • 4 miles from Oshawa
  • $150 per hour and up

Margrit V. said “Alesia provided a wonderful, professional and passionate performance during the Celebration of Life for my uncle . Besides being a proficient pianist she also has a magnificent voice. ”

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About booking Holiday Party Entertainment in Oshawa, ON

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 Oshawa, Ontario 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 Oshawa 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 Oshawa, ON area

These Holiday Party Entertainment serve the wider Oshawa area and travel to Whitby, Courtice, Brooklin, Hampton, Ajax, Bowmanville, Ashburn, Newtonville, Greenwood, Myrtle Station, Haydon, Tyrone, Burketon Station, Pickering, Brougham, Clarington, Dunbarton, Orono, Prince Albert, Newcastle, Claremont, Rosebank Station, Whitevale, Blackstock, Port Perry, Port Union, Nestleton Station, Locust Hill, West Hill, and Caesarea.