23rd Annual Classic Car Show – Downtown Orillia

A jaw-dropping collection of over 300 classic cars line the Downtown streets! Enjoy live entertainment, great dining, shopping and the largest car show in the region in downtown Orillia on Mississaga St from Front St to Albert St and Peter St S from 9am – 5pm!

It is our privilege to invite you to bring your vehicle to our 23rd Annual Downtown Orillia Classic Car Show being held this year on Saturday August 19th, 9am-5pmWe know that you will enjoy the live music and activities taking place throughout the day.  Your registration includes a 2023 dash plate and chances to win great door prizes!

PLUS Pre-registered vehicles receive two ballots for a chance to Win a Classic Longblock Engine Rebuild by Parry Automotive Orillia*!


Pre Registration closes at 4pm on Friday August 18th.

Pre-Registration is now CLOSED!

Mariposa Folk Festival Downtown Stage

Orillia’s largest festival is once again featuring Mariposa Folk Festival’s showcase winners on the FREE Downtown Stage!

Come check out the Showcase Winning Acts, bring the kids, and enjoy Mariposa inspired crafts and activities to get into the Mariposa Folk spirit in Downtown Orillia.

For more information, visit Mariposa Folk Festival.

For the stage lineup, click HERE

Sweet Summer Dessert Festival – Downtown Orillia

Join us downtown Orillia on Mississaga St from Albert St to Peter St for this awesome new dessert festival!  If you are a business that specializes in baked goods and sweet treats, you won’t want to miss this festival! This event will feature an array of dessert vendors, live music, and a sweet treat competition!
Dessert Festival Bands:
Farrucas Duo
Dray Tony
Michael Martyn
Ian Chaplin

Dessert Vendor Fee: $100
Downtown Orillia BIA Businesses: Free

Interested in being a vendor? Click HERE to fill out the application form!

Please visit our office at 23 Mississaga St W, Orillia ON L3V3A5 to pay with cash, debit or credit. Cheques can be made out to Downtown Orillia Management Board and mailed.

*Please note, all vendor submissions are subject to approval. All vendor applicants will be emailed within 7 business days of completing this form. If you do not receive an email, please reach out to office@downtownorillia.ca*

Canada Day Downtown Festival & Entertainment – Couchiching Craft Brewing Co

Who: Couchiching Craft Brewing Co

What: Canada Day Downtown Festival & Entertainment (FREE ADMISSION, Family-Friendly, Age of Majority will be ID’s for wristbands)

Where: 162 Mississaga St. E, Orillia Ontario L3V 1V9 and parking lot (enclosed and licensed)

When: Saturday July 1, 2023 from 12pm Noon until 10pm

Why: To provide a downtown celebration location for Canada Day Festivities, including family-friendly activities, live music and entertainment with a craft beer and beverage garden

Merchants & Makers

Welcome to Downtown Orillia’s Merchants and Makers Event!
On July 22nd  from 10am – 5pm, join us downtown for a Saturday filled with interactive demos, handmade goods, unique products, and interactive activities for your family.   This event will feature our downtown stores, market vendors, , live music, street animation, and much more! This event area is Mississaga St from Albert St to Front St, and Peter St S.
Interested in being a vendor? Click HERE to fill out the vendor form!

Celebrate You! – Please See Event Update Below

We would like to provide an update regarding our “Celebrate You!” event planned for this Saturday and loop you in on recent developments that have impacted the trajectory of the event.

Our focus with “Celebrate You!” has always been to create a safe space in which our diverse community can be celebrated and have their voices amplified. This week, our office has received strong feedback from our potential vendors and key community members that this year, more than ever, it is important and most impactful for Pride to be prioritized and proclaimed during the month of June. The feedback also notably expressed an interest in focusing exclusively on the externally planned Pride March taking place on Saturday as well as other initiatives focused more directly on Pride. In listening to community members from the groups our event was created to support, many felt that when comparing our event and the externally planned Pride March, the latter was a method of celebration and self-expression that better aligned with how they want to be represented and celebrated.

As an act of solidarity and in an effort to amplify these voices, we have made the difficult decision to step back and cancel “Celebrate You!” to allow the Pride March to be at the forefront of this weekend’s focus and to focus our efforts on promoting Pride-centric events supported and hosted by our downtown businesses this weekend and throughout the month of June. Our overarching priority through any event is to promote our businesses in Downtown Orillia, and as such, we are actively exploring alternative options for future events to allow for similar business opportunities to what would have been provided at “Celebrate You!”.

Thank you in advance for your understanding and consideration as we work together as allies and advocates to create a Downtown Orillia that is rich in celebration, diversity, and powerful community voices.

Vintage Market – Downtown Orillia

On May 27th from 10am – 5pm, join us downtown on Mississaga St E between Peter St and Front St for a Saturday of vintage fun! This event will feature our downtown stores, vintage vendors, live music, street animation, and much more!
Interested in being a vendor? Click HERE to fill out the vendor application form.

Roots North Music Festival

A Festival to Remember

Roots music can refer to several styles or genres in music, but to us it’s music that is firmly rooted in a place of honest expression and emotion. It’s music that travels, shares, and connects, while honouring the past and bravely moving forward. It’s our mission to bring together a wide range of artists and people who share this vision for a weekend of great live music.

Our Venues

Historic Downtown Orillia, Ontario, Canada serves as the backdrop for the music festival. Our headline shows will take place at the beautifully restored. 

St. Pauls Centre at 62 Peter Street North. 

Artists perform on Friday and Saturday evening in our comfortable soft-seat theatre. 

Before each performance, and during intermissions, we encourage our guests to explore the on-site art market. A selection of merchandise from our performing artists is also available in addition to one of a kind 

Roots North Music Festival logo’d memorabilia, some of which you get the opportunity to design and create on-site as part of our dedication to the arts. 

More Music Throughout The Downtown & Beyond

Music, shopping and entertainment surround you as you explore during the Roots North Music Festival in Orillia.

In addition to our ticketed main event performances, several businesses along Mississaga Street, and beyond, have teamed up to provide FREE live music shows within their shops and restaurants. ​Be sure to explore and join us.

Our ever expanding list of performance venues have included Alleycats Music & Art, Picnic, Lot 88 Kitchen & Bar, Eclectic Cafe, Rustica Pizza Vino, Kenzington Burger Bar, Mark IV Brothers, Lone Wolf Cafe, Orillia Music Centre, Apple Annie’s Cafe & Shop, Knightvision Media Studios, Hog N’ Penny, Hibernation Arts, Couchiching Craft Brewing Co., Brewery Bay Food Co., and Bakes By The Lake. 2023 venues and performing artists will be announced soon. 

2023 Main Stage Performers

Tommy Youngsteen – Friday April 21st

Michael Kaeshammer – Saturday April 22nd

Ronnie Douglas Band – Friday April 21st

Kellie Loder – Saturday April 22nd

Meredith Moon – Saturday April 22nd

For more information, visit Roots North Website

44th Annual Orillia Scottish Festival

A three day celebration of Scottish culture. Friday evening Ceilidh at the Legion. Saturday parade from Peter Street to Couchiching Beach park for Scottish entertainment, vendors, beer tent, pipe bands and children’s village. Sunday afternoon Ceilidh at the Legion. Please support the festival and purchase a $2.00 button!

Click HERE for more details.

Summer Block Party

Downtown Orillia Summer Block Party

A downtown summer street festival like no other! Showcasing a fusion of art, fun interactive activities, live music, delicious food, kid zones, and sizzling sidewalk sales!!!

Stay tuned for the features and entertainment to be announced in the coming months.

If you are a downtown merchant and would like us to advertise your participation in this event and your festival deals, please complete and return the Merchant Participation Form.

Call For Vendors!!

Downtown Orillia is looking for vendors for our upcoming Downtown Summer Block Party on July 23rd! If you an artisan, artist, community group, food or concession vendor and would you like an opportunity to sell your products at the this event, get in touch!

If this sounds like something you’d like to be a part of give us a call at 705-325-3261, email us at office@downtownorillia.ca or simply download and complete the appropriate vendor forms and drop it off at our office or send it in via email or mail. Don’t delay, spaces are filling up fast!

Click the link below to fill out the vendor application form:

Vendor Application Form