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Family Entertainers Windsor, ON

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201 Family Entertainers serving Windsor, ON

Featured

Steve, The Amazing

4.92 (57)
Top Performer
88 Verified bookings

  • Detroit, MI
  • Magician / Family Entertainment
  • 1 mile from Windsor
  • Starts at $400

Beth W. said “Steve, The Amazing, was a great addition to our all-team happy hour after an all-day employee event. He kept our team engaged and guessing about how he was executing each of his magic tricks. I...”
Featured

Brenden Trojan

5.0 (27)
Top Performer
39 Verified bookings

  • Detroit, MI
  • Magician / Family Entertainment
  • 1 mile from Windsor
  • Contact for pricing

Johnathon C. said “We hired Brenden to be one of our performers at a festival. His performance was very interactive with the crowd and was well-received by all people who attended. After the performance, Brenden...”
Featured

Face Pals Caricatures

5.0 (35)
Top Performer
68 Verified bookings

  • Southfield, MI
  • Caricaturist / Family Entertainment
  • 14 miles from Windsor
  • Starts at $95 per hour

Lane W. said “We had guests of all ages, Trey was welcoming to everyone while making wonder memories for our guests to take home. Arriving early and having a quick and easy set up, made things very nice! We would...”
Featured

Matty-Matt's Magic

5.0 (22)
Top Performer
44 Verified bookings

  • Clinton Township, MI
  • Magician / Family Entertainment
  • 20 miles from Windsor
  • $350 – $3,000 per event

Cynthia P. said “Ours was an outdoor street fair, and despite the rain Matty Matt kept people entertained and really got around to all areas and attendees which was quite a bit of work in our situation! Looking...”
Featured

Comedy Magician Mike Thornton

5.0 (27)
Top Performer
17 Verified bookings

  • Farmington Hills, MI
  • Magician / Family Entertainment
  • 21 miles from Windsor
  • Contact for pricing

Jordan Y. said “Mike was perfect for our party! He wow'd everyone and didn't miss once. Incredible Magician!”
Featured

Magician Comedian Jason Abbott

4.93 (52)
Top Performer
110 Verified bookings

  • Macomb, MI
  • Magician / Family Entertainment
  • 25 miles from Windsor
  • $350 – $5,000 per event

Michael B. said “Jason was absolutely fantastic at our party! From the moment he arrived, he had our guests captivated with his remarkable sleight of hand. His tricks were clever, polished, and performed with a warmth...”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (23)
23 Verified bookings

  • Detroit, MI
  • Magician / Family Entertainment
  • 1 mile from Windsor
  • Contact for pricing

Jeremy said “You are fantastic at capturing the attention of an audience even in a virtual setting!”
Featured

Joshua Wilde

4.98 (55)
86 Verified bookings

  • Detroit, MI
  • Magician / Family Entertainment
  • 1 mile from Windsor
  • Contact for pricing

Karen H. said “Many generations were present at a 50th anniversary party. Everyone enjoyed the table side MAGIC!”
Featured

Mary's Magical Faces

5.0 (1)
1 Verified booking

  • Redford, MI
  • Face Painter / Family Entertainment
  • 14 miles from Windsor
  • Contact for pricing

Dee H. said “Mary was very professional and fun. She did great work.Can't wait to hear her again. She even took pictures of everyone for us. Thank you very, very much.You're the best”
Featured

Twisting Up Entertainment

5.0 (10)
19 Verified bookings

  • Utica, MI
  • Balloon Twister / Family Entertainment
  • 22 miles from Windsor
  • Contact for pricing

Jovann F. said “Steve communicated promptly and professionally. He showed up a few minutes early to set up and started interacting with the kids when they approached him. Steve was kind and attentive with the kids...”
Featured

Reuter Magic

5.0 (8)
5 Verified bookings

  • Waterford, MI
  • Magician / Family Entertainment
  • 32 miles from Windsor
  • $400 – $2,000 per event

Marcia M. said “Michael Reuter entertained 20 people at my house last night. His act amazed everyone there. We were very close up and personal and the magic was magical. Another plus, Michael has a low key...”
Featured

  • Waterford, MI
  • Mobile Game Activities / Family Entertainment
  • 32 miles from Windsor
  • Starts at $850

Sherry L. said “Thought I might embarrass myself… left feeling like a champion. 🪓 The staff was awesome, gave great tips, and somehow turned amateurs into axe-throwing pros. The vibe was super fun, the competition...”

Watercolor Connections

4.93 (18)
37 Verified bookings

  • Detroit, MI
  • Caricaturist / Family Entertainment
  • 1 mile from Windsor
  • $500 per hour

Lauren R. said “This was a surprise element for our guests - they were attending an appreciation event and were both surprised and delighted to walk away with a custom piece of art! We can't wait to have another...”

Caricatures & Silhouettes by Stephanie

5.0 (22)
48 Verified bookings

  • Southfield, MI
  • Caricaturist / Family Entertainment
  • 14 miles from Windsor
  • $150 per hour

Sarah M. said “We hired Stephanie and another caricature artist to provide complimentary three-to-five-minute drawings for guests at our City of Southfield Eat to the Beat event, and she did a fantastic job!...”

Amyzing Faces & Fun

5.0 (1)
15 Verified bookings

  • Northville, MI
  • Face Painter / Family Entertainment
  • 24 miles from Windsor
  • Contact for pricing

Roxanne M. said “Amyzing is simply Amyzing! Not only do children love her, she constantly strives to put smiles on kids faces with new facepainting designs, animal balloons, and inspiring superheroes! Treat your...”

Honey B Face Paint

5.0 (54)
Top Performer
37 Verified bookings

  • Wyandotte, MI
  • Face Painter / Family Entertainment
  • 9 miles from Windsor
  • Starts at $175

Jessica R. said “She was on time and so creative! We had a glow party with black lights and she had special paint that would glow under the lights! Kids loved it and had so much fun! ”

Desi’s Face Painting

5.0 (1)
Top Performer
1 Verified booking

  • Warren, MI
  • Face Painter / Family Entertainment
  • 14 miles from Windsor
  • $125 per hour

Alex V. said “Desi was awesome. She had great communication the entire time. She arrived on time and had a very professional set up. She even made a custom sign for my daughter’s birthday. The kids had a blast...”

Ariel-View Caricatures & Illustrations

4.89 (23)
Top Performer
35 Verified bookings

  • Southfield, MI
  • Caricaturist / Family Entertainment
  • 14 miles from Windsor
  • $150 per hour

Moussia G. said “Ariel is so talented and a pleasure to work with! Adults and children alike really enjoyed being drawn !!”

Matrix Magic Shows / Magic & Illusion

4.88 (15)
Top Performer
34 Verified bookings

  • Harrison Township, MI
  • Magician / Family Entertainment
  • 21 miles from Windsor
  • Starts at $280

Jessica L. said “Highly recommend Bretsky for your party! He arrived early and the show was amazing. The kids we amazed and got to assist in some tricks which they loved! Chair suspension trick was the coolest thing...”

John Duh Balloon Buffoon

4.96 (60)
Top Performer
114 Verified bookings

  • Canton, MI
  • Balloon Twister / Family Entertainment
  • 23 miles from Windsor
  • Contact for pricing

Shaunna T. said “This is our second time you’re using John and he is an ultimate professional and amazing with Kids. He does more than eccentric and elaborate Balloon Designs, he can hold a room’s attention. John is...”

Mark, Get Set, Draw!

5.0 (11)
Top Performer
34 Verified bookings

  • Northville, MI
  • Caricaturist / Family Entertainment
  • 24 miles from Windsor
  • Contact for pricing

Alexis said “Mark was wonderful to work with! Everyone enjoyed their artwork, he’s very easy going, super nice to chat with and very professional! Very happy with his services, would definitely recommend ”

KJ Art Entertainment

5.0 (4)
Top Performer
8 Verified bookings

  • Novi, MI
  • Face Painter / Family Entertainment
  • 25 miles from Windsor
  • Starts at $200

Lisa A. said “KJ Art Entertainment provided face painting for our Annual Corporate Family Picnic, and they were nothing short of AMAZING! Our artist arrived on time and was prepared to create many different types...”

Marktoons Caricatures

5.0 (7)
Top Performer
8 Verified bookings

  • Ypsilanti, MI
  • Caricaturist / Family Entertainment
  • 30 miles from Windsor
  • $150 per hour

Zack C. said “Did a great job, our residents loved his work!”

Ted Paints Faces

5.0 (26)
36 Verified bookings

  • Windsor, ON
  • Face Painter / Family Entertainment
  • $125 – $400 per event

Nivedhitha G. said “Ted really did an amazing job and the kids loved it ”

Frolicking Balloons

5.0 (43)
61 Verified bookings

  • Windsor, ON
  • Face Painter / Family Entertainment
  • Contact for pricing

Risheeta K. said “Very professional and accommodating. The kids had so much fun. Would love to do more parties together. ”

Sunny Days Face Painting

5.0 (1)
2 Verified bookings

  • Windsor, ON
  • Face Painter / Family Entertainment
  • Contact for pricing

Sarah V. G. said “Sunny Days did a fabulous job on Canada Day. They were well organized and the kids loved them!”

KLG Photo Booth

5.0 (2)
4 Verified bookings

  • Detroit, MI
  • Photo Booths / Family Entertainment
  • 1 mile from Windsor
  • Starts at $250

Umar I. said “KLG Photo Booth exceeded my expectations! They brought so many things to pose with and their picture quality is amazing, not to mention their great deals.”

Caricatures by Alex

4.93 (55)
97 Verified bookings

  • Detroit, MI
  • Caricaturist / Family Entertainment
  • 1 mile from Windsor
  • $110 – $150 per hour

Lisa P. said “Alex was great with our senior residents! He was very kind, personable, arrived on time and accommodated every request. We will definitely have him back and recommend him! ”

Pose360detroit

5.0 (7)
9 Verified bookings

  • Detroit, MI
  • Photo Booths / Family Entertainment
  • 1 mile from Windsor
  • Starts at $350

Monica P. said “I got exactly what I thought I was getting. The team of 2 ladies were sweet and easy to work with. Everyone really enjoyed the booth. If I have any other event, this is where I would go to for...”

Little Tink’s

4.72 (28)
84 Verified bookings

  • Detroit, MI
  • Face Painter / Family Entertainment
  • 1 mile from Windsor
  • $75 – $500 per event

Fareha W. said “She did a great job. I am completely satisfied ”

Christopher the Collector

5.0 (9)
14 Verified bookings

  • Detroit, MI
  • Magician / Family Entertainment
  • 1 mile from Windsor
  • Starts at $200

Genifer R. said “Christopher was incredibly professional from booking to gig. Always quick to get back and do the exact thing you need him for. Happy we went with him!”

Allen Park Photo Booths

4.34 (2)
2 Verified bookings

  • Allen Park, MI
  • Photo Booths / Family Entertainment
  • 10 miles from Windsor
  • Contact for pricing

Michael Z. said “The photographer from Allen Park Photo was very professional and provided excellent photography services!”

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About booking Family Entertainment in Windsor, ON

Family events come to life with entertainment that delivers fun, laughter, and unforgettable memories for every generation. The right performers set the tone, whether it’s a lively musician or DJ getting everyone dancing, or a magician who amazes kids and adults alike. From face painters and balloon twisters to jugglers, clowns, and interactive games, professional entertainers transform birthdays, picnics, reunions, and community gatherings into joyful celebrations.

The cost of hiring family entertainers in Windsor, Ontario will vary depending on the type of entertainment, their experience, and the length of the performance. Services like balloon twisting may be cheaper than more involved performances like magic shows. Contact the local acts above to discuss your event and receive a customized quote.

As you explore Windsor family entertainers, check out profiles to learn about their party packages, browse photos, and watch promotional videos. Then, read reviews from past clients to see how they’ve brought the fun to similar events. When requesting a quote, communicate things like your event location, audience size, performance space, and desired atmosphere to get the most accurate pricing.

Once you find the performer you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book family-friendly entertainment. You can message the acts, 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 sit back and let the family fun begin!

Family Entertainment serving the Windsor, ON area

These Family Entertainment serve the wider Windsor area and travel to Detroit, Sandwich, East Windsor, Riverside, Hamtramck, River Rouge, La Salle, Lasalle, Grosse Pointe Park, Highland Park, Dearborn, Oldcastle, Ecorse, Melvindale, Tecumseh, Grosse Pointe, Lincoln Park, Saint Clair Beach, St Clair Beach, Wyandotte, River Canard, Allen Park, Grosse Pointe Farms, Harper Woods, Maidstone, Southgate, Hazel Park, Grosse Pointe Woods, Ferndale, and Eastpointe.