Who needs a vacation?

There’s so much to do here!

Downtown Orillia, located in the core of the city, is host to over 20+ events annually. Pack your bags, fill up your tank, grab the family and head to Downtown Orillia to enjoy one (or many) of our amazing events happening all year long.

Check out what’s happening next in Downtown Orillia!

See You On The Patio

Every Friday night in Downtown Orillia, the main streets will be closed to allow for restaurants to expand their patios out on to the street, and downtown stores will be open late. The streets will be closed to traffic starting at 4pm as the restaurants set up their tables. The streets will reopen at 11pm after customers have finished dining.

Every Saturday night in Downtown Orillia the main streets will be closed as well. The streets will be closed to traffic starting at 5:30pm as the restaurants set up their tables. The streets will reopen at 11pm after customers have finished dining.

Above is a general area map of the restaurants participating in the program so be sure to check them out!

The following areas will be closed to traffic:

  • Mississaga Street East between Front Street and Peter Street South;
  • Peter Street South (Arts District) between Mississaga Street East and Colborne Street East; and
  • Mississaga Street West from West Street to Andrew Street.

We hope to see you downtown dining on the patios, and shopping at our many stores!

Read the See You On The Patio program update from the City of Orillia here.

Aug 15

22nd Annual Classic Car Show // CANCELLED

August 15th, 2020 in Downtown Orillia

*Due to COVID-19, this event has been cancelled.


A jaw-dropping collection of over 400 classic cars line the Downtown streets! Enjoy live entertainment, great dining, shopping and the largest car show in the region!

Pre-Registration is now open!

It is our privilege to invite you to bring your vehicle to our 22nd Annual Downtown Orillia Classic Car Show being held this year on Saturday August 15th, 7am-5pmWe know that you will enjoy the live music and activities taking place throughout the day.  Your registration includes a 2020 dash plate, special offers and coupons to many downtown businesses 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*!

Fill in the attached registration form and return it to the Downtown Orillia office with your $15 pre-registration fee ($13.27 + HST, in the form of cash or cheque) now!

Pre-Registration Form

To secure a specific location on the street, you should arrive with your car no later than 7:30am, as spaces fill up quickly. You cannot save a space for someone else, so you must arrive as a group if you wish to be parked together.

Aug 22

Starry Night Art & Gallery Tour // CANCELLED

August 22nd, 2020 in Downtown Orillia


Starry Night Logo


Experience Downtown Orillia’s vibrant arts community and meet local artists in their studios and at host galleries, all under the starry sky!

Aug 29

Take it Easy! The Story of the Eagles

August 29th, 2020, 7:30pm at the Orillia Opera House

Visit the Orillia Opera House for Take it Easy! The Story of the Eagles.

Bill Culp Productions is pleased to bring this tribute to the incredible music of legendary 1970s Country-Rock group “The Eagles.”

For more information, visit orilliaoperahouse.ca

Sep 12

Downtown Farm to Table Dinner // CANCELLED

September 12th, 2020 in Downtown Orillia



Join us on the main street in Downtown Orillia and enjoy a magical evening of local fare prepared for you by seven downtown restaurateurs and chefs! Enjoy the ambiance, listen to the sound of music, watch the sunset & enjoy a delicious dinner on the main street.

Treat yourself to a delectable outdoor dinner with locally sourced, organic food, prepared by downtown restaurateurs. A special six-course prix fixe menu inspired by farm fresh ingredients, complete with wine & beer pairing, will be created especially for 125 dinner guests. Signature event gifts, provided by downtown businesses, will be presented to each guest at the end of the evening.

Information on tickets and sponsors of the event will be provided closer to the date along with the menu.

The evening promises to be a magical dinner experience full of relaxation, delicious fare and great company.

Oct 15

Orillia Jazz Festival

October 15th - 18th, 2020 in Downtown Orillia

Now in its 29th year, the Orillia Jazz Festival occurs in various host locations in the downtown and all over Orillia! Come discover a new-found love or reignite a passion for all things jazz!

Oct 31

Kids’ Halloween Costume Parade

October 31st, 2020 in Downtown Orillia

Bring the family, dress in costume and join us for this fun, FREE costume parade & contest!

Where: Meet us outside Studabakers beachside, 211 Mississaga St. East dressed in costume at 12 pm on Saturday, October 31st for a chance to win the BEST COSTUME prize. The best costume contest will occur at 1 pm in the Orillia Public Library courtyard, 36 Mississaga St. West.

Details: We will parade up the main street on the sidewalk collecting spooky treats along the way! Be sure to bring something to collect your treats in and be prepared to make your way up the street with hundreds of other trick-or-treaters. The parade will go all the way up to Albert Street ending at the Orillia Public Library courtyard where there will be an opportunity to make Halloween themed crafts with the best costume announcement occurring at 1 pm.

You will also be provided with a Halloween passport to be stamped at all of the participating downtown shops and restaurants offering tricks, treats and spooky sweets! After all the Halloween fun, make your way back down the main street to finish trick OR treating and have your passport stamped at participating downtown merchant businesses for a chance to win a prize! Passports can be dropped off at the Downtown Orillia office mailbox located at 33 Mississaga St. east at the end of the event or during the week following the event.

Stay tuned to our website, Facebook and Instagram pages closer to the date for updates on participating businesses.

Nov 13

Children’s Candlelight Parade

November 13th, 2020 in Downtown Orillia

Bring the Christmas spirit to life as we light up the downtown! Join the countdown to light the Opera House tree, enjoy free hot chocolate & treats plus meet SANTA!

Nov 15

Santa Claus Parade

November 15th, 2020 in Downtown Orillia

The largest Christmas parade north of Toronto! Help welcome Santa as over 100 floats and bands lead the way for him through Downtown Orillia.

For more information get in touch with the Orillia Chamber of Commerce!

Nov 27

Black Friday

November 27th, 2020 in Downtown Orillia

Take advantage of outrageous specials throughout the Downtown!

Downtown Orillia is once again offering half off Downtown Dollars (while quantities last).

Stores are open late but we won’t tell if you book the day off work to SHOP!

Dec 5

Horse & Wagon Rides

December 5th, 12th, 19th, 2020 in Downtown Orillia

Hop aboard a free horse drawn wagon rides at the Pizza Pizza intersection between 1- 3 pm. Explore the Downtown and take a trip back in time as you get into the Christmas spirit!

Rides occur on December 5, 12 & 19 @ 1:00 – 3:00 pm.