Discover professional outdoor entertainment in Milton, Ontario, Canada with 158 acts available for your open-air celebration. Browse garden party entertainers and outdoor performers with 367 reviews from real clients, averaging 5 out of 5 stars, with prices starting from $140 and averaging $470.
Of the 158 suppliers listed here, 6 are based within 30 miles of Milton. The other 152 are willing to travel there.
Based more than 30 miles from Milton, nearest first
No reviews yet
Book from POA
Add to favouritesNo reviews yet Replies in ~3 hrs
Book from €150 (EUR)
Add to favouritesTell us about your event and we'll suggest suppliers, or talk to our team.
Rates for outdoor entertainment in Milton currently range from about $140 to $1,300+, with most garden party entertainers and open-air performers averaging $470. Garden parties, outdoor weddings and festival-style celebrations all benefit from live performers who can engage crowds in open settings. Many acts carry portable sound equipment suited to outdoor venues, and experienced performers know how to project their energy across larger spaces without walls to contain the sound. Contact the supplier you like for an accurate quote.
Based on 95 enquiries for Outdoor Entertainment at events in Canada, made through this site in the last two years. Updated 19 October 2026.
IllusioniStorm
"Great time and great laughs!
Storm was such a delight to have with some amazzzinnnnggg tricks! We all had such a wonderful time and highly recommend hiring him for any events!! We’re still trying to figure a few tricks out! ;)"
The Circus Arts Society
"Jesse and his Circus-In-A-Suitcase workshop were an absolute highlight of our Downtown Cambridge BIA event! Jesse's communication was seamless, making planning a breeze. He captivated the children with his engaging and interactive performance, leaving them smiling and excited. Beyond that, he has an incredible ability to energize the entire crowd, creating a fun and lively atmosphere. Jesse's talent and professionalism made him a wonderful addition to our event, and we can't wait to work with him again!
- Jasmine Percival, Admin Coordinator, Downtown Cambridge BIA"
Brenden Trojan
"Brenden brought excitement to the office, which can enhance productivity, improve morale, and foster better teamwork. I heard laughter and sounds of surprise and delight in our lunchroom that I have never heard before. He was on-time, professional, and extremely talented! I would love to have him back again."
Amanda. Jane Aerialist
"I saw her as a stilt walking Elf with my 6yr daughter and she was so friendly and sweet. Stopped to take pictures with my daughter which made her day."
Magician Ryan Kane
"We looove Ryan! Thank you for making our event extra fun and couldn't stress enough how much we appreciate him for customizing his performance!"
La Rosa Oscura Flamenco
"Jennifer was absolutely the LIFE of our party! She is super easy to communicate with, very accommodating, more than punctual and even flexible when our internal event scheduling fell behind. She had our event guests clapping, dancing, and of course cheering between every song. We hope we can feature La Rosa Oscura again in the future and look forward to visiting her at shows around the city. Thank you, Jennifer!!!!"