Street Entertainers for Hire in Windsor

Discover 133 street entertainers available for hire in Windsor, Ontario, Canada. Street performers and buskers bring interactive entertainment that engages guests naturally, with acts averaging $450 and options from around $150.

Of the 133 suppliers listed here, one is based within 30 miles of Windsor. The other 132 are willing to travel there.

Rated Excellent (5/5) from 464 reviews of Street Entertainers
Home > Street Entertainers > Canada > Windsor

Willing to travel to Windsor

Based more than 30 miles from Windsor, nearest first

Flamenco Dancer, Chicago-based, traditional & fusion

Mundelein

Illinois, United States · 255 miles away

(5)

Book from $250 (USD)

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Magician, Musician, Juggler - Great for festivals or wandering entertainment

Louisville

Kentucky, United States · 315 miles away

No reviews yet

Book from $300 (USD)

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Magic, illusions and mentalism

Ottawa

Ontario · 423 miles away

No reviews yet

Book from $170 (CAD)

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Magician ideal for you next family or business event

Philadelphia

Pennsylvania, United States · 439 miles away

No reviews yet

Book from $200 (USD)

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Closeup and Stand-Up Entertainer

Center City

Pennsylvania, United States · 440 miles away

(3) Replies in < 1 hr

Book from $250 (USD)

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Comic Ventriloquist Doug Mickan

St Louis

Missouri, United States · 455 miles away

(4) Replies in < 1 hr

Book from $400 (USD)

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Variety performer

Hudson Valley

New York, United States

(3)

Book from $375 (USD)

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Birthday parties, anniversaries, weddings, grand openings and corporate gigs

Hoboken

New Jersey, United States · 477 miles away

(3)

Book from $300 (USD)

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Outstanding Strolling Walkaround Close-Up Magic that happens in everyone's hands

Manhattan

New York, United States · 479 miles away

No reviews yet

Book from POA

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I’m a close-up magician specializing in corporate and adult events.

White Plains

New York, United States · 485 miles away

(3)

Book from $550 (USD)

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Certified stage hypnotist, comedy magician family, adult, teen, children

Toms River

New Jersey, United States · 486 miles away

No reviews yet

Book from $800 (USD)

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Unique, Family-Friendly, Children's, Musical Storytelling, Homemade Instruments

Raleigh

North Carolina, United States · 508 miles away

(1)

Book from $150 (USD)

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Award-Winning International Corporate Magician & Mentalist

Atlanta

Georgia, United States · 595 miles away

No reviews yet

Book from $500 (USD)

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High Energy Cirque Duo!

Atlanta

Georgia, United States · 595 miles away

No reviews yet

Book from $300 (USD)

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Stage and close-up magic; full of amaze and fun / interactive show/

Cambridge

Massachusetts, United States · 608 miles away

No reviews yet

Book from $400 (USD)

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Showing 19-33 of 133 results

Need help finding Street Entertainers available in Windsor?

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How much does it cost to hire Street Entertainers in Windsor?

$Low price
from$150CAD
$$Average price
from$450CAD
$$$High price
from$1,450CAD

Rates for professional street entertainers in Windsor range from about $150 to $1,450+, with an average cost of $450. Pricing reflects the performer's experience level, act complexity, and performance duration. Solo buskers with acoustic instruments typically represent the lower end of this range, while elaborate multi-performer troupes with specialized equipment and interactive props command higher fees. Many performers offer flexible packages tailored to different event sizes and budgets. Contact the supplier you like for an accurate quote.

What our enquiries show

Based on 106 enquiries for Street Entertainers at events in Canada, made through this site in the last two years. Updated 29 October 2026.

Typical first reply
Within six hours
63% of enquiries get a reply within a day
How early people enquire
About four weeks
54% enquire less than a month before the event
Busiest months
July to November
52% of events take place in these months

Reviews of Street Entertainers available in Windsor

5/5 from 464 reviews
Photo of Sergio Magic Sergio Magic "DUDE OMG I was at that other person’s 18th birthday party and when I was genuinely blown away. Me and my friends were gobsmacked at everything this man did. 10/10, would recommend" Based in Cleveland, Ohio, United States (88 miles from Windsor) 2nd February 2026 Hilary - Birthday Party (Not Mine) Photo of The Circus Arts Society 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" Based in Kitchener, Ontario (149 miles from Windsor) 11th August 2026 Jasmine Percival - The Circus Arts Society Photo of Juggler, Street & Fire Performer, Magician Juggler, Street & Fire Performer, Magician "Noah is a fantastic performer and was so easy to get to our event! His performance is very engaging and great for large or smaller events." Based in Guelph, Ontario (164 miles from Windsor) Jacob Ferrara - Wilfrid Laurier University: Relay For Life fundraiser for Canadian Cancer Society Photo of Corporate Event Magician Corporate Event Magician "Jordan, thank you for providing top notch service for our annual corporate BBQ. Our colleagues loved your magic tricks, and you had our colleagues engaged throughout the event. We will reach out for future events, great job!" Based in Hamilton, Ontario (173 miles from Windsor) 11th September 2026 Bill Keegan - Mondelez International Photo of IllusioniStorm IllusioniStorm "Delightful demeanor and impressive skills Storm was amazing at every step of the process. Very kind, thoughtful, easy to work with, and with tricks that kept everyone guessing, we would absolutely recommend him for any occasion." Based in Toronto, Ontario (206 miles from Windsor) 28th October 2026 Sydney Butkin - Wedding Cocktail Hour Photo of La Rosa Oscura Flamenco 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!!!!" Based in Mundelein, Illinois, United States (255 miles from Windsor) Linda Stoklasa-Craig - Friends of Moos Elementary School nonprofit

Want to see more reviews?

There are currently 464 reviews of Street Entertainers in our review centre and the average rating is 5/5.

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Frequently asked questions

Hiring street entertainers typically costs between $150 and $1,450+, with an average of $450. The price depends on the type of act, the performer's experience and the length of the booking. Street entertainment includes a wide range of acts such as living statues, stilt walkers, mime artists and busker-style musicians.

The street entertainers include living statues, stilt walkers, jugglers, mime artists, buskers, acrobats, balloon artists, magicians and other walkabout performers. Many acts combine multiple skills for a varied and engaging performance.

Typical bookings for street entertainers include festivals, fairs, corporate events, shopping centres, product launches, outdoor weddings, market events and community celebrations. Street entertainers bring atmosphere and spontaneous interaction to open spaces.

Most street entertainers are self-contained and need no stage, power or equipment from the venue. They perform in open spaces and among crowds. Some acts (such as stilt walkers) may need a flat surface and clear sightlines. It is a good idea to confirm any requirements with the performer.

Yes, either add suppliers to your favourites and contact them all at once, or use the find a supplier wizard.

Booking as early as possible increases the chance of securing your supplier's availability on your event date, particularly during busy times of the year. However, many suppliers also accept last minute bookings, and we have successfully arranged bookings for clients with just a few hours' notice.

Contact the supplier you are interested in booking by clicking "Contact Now" on their listing. Discuss your requirements using our messaging system or join a video meeting (like a Zoom-call) to speak face-to-face. Once you are ready to confirm your booking, simply ask the supplier to send you a contract, which you can agree to online, or request amendments. Once you agree to the contract you will be asked to pay a 10% booking fee to confirm the booking, with the balance payable directly to the supplier by the due date you've agreed on.

Please browse our help and support section, or if you can't find what you need you can get in touch.

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