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!

Downtown Orillia 2019 Events Postcard Front
Downtown Orillia 2019 Events Postcard Back

Upcoming Events

Aug 24

Streets Alive! Pedal Powered

June 15th-October 20th, 2019 in Downtown Orillia

Streets Alive LogoOrillia’s very own living art program, Streets Alive!, kicks off for another great season of dazzling art pieces. This year’s theme is pedal power, featuring decorated bikes of all kind.

Aug 24

Surfin Safari-The Ultimate Beach Party Show

August 24th, 2019 in Downtown Orillia

Surfin Safari-The Ultimate Beach Party Show

Bill Culp Productions is pleased to bring you this musical tribute with an outstanding live band as you hear the music of Jimmy Buffet, Frankie Avalon, Jan & Dean, The Ventures, and of course The Beach Boys!

Aug 24

Starry Night Art & Gallery Tour

August 24th, 2019 in Downtown Orillia

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

Aug 31

Port of Orillia Pirate Party

August 31st-September 1st, 2019 in Downtown Orillia

Get your best pirate costume on and join the Port of Orillia’s second annual Port of Orillia Pirate Party! Live entertainment, a treasure hunt through Downtown Orillia, and “Walk the Plank” at Couchiching Beach Park presented by the Orillia District Chamber of Commerce.


Sep 14

Downtown Farm to Table Dinner

Downtown Orillia

Please note this event is now SOLD OUT! Thank you for your continued support of our Farm to Table Dinner!

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 Apple Annie’s. Rustica Pizza VinoShine Juice Bar & CafeTre SorelleBrewery Bay Food Co., Eclectic Cafe, Bakes by the Lake, Sweet Time Bake Shoppe and Mariposa Market. 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.

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

Tickets can be purchased online through the Opera House website at https://secure1.tixhub.com/orillia-oh/online/index.asp or by visiting the Opera House box office. Please note that this dinner is now sold out.

Sponsors of this year’s Downtown Farm to Table Dinner include Town’s Jewellers, Twig Creative & Brewery Bay.

Wine for the dinner will be provided by Nicholas Pearce Wines with beer provided by Beau’s Brewery.

Take a sneak peek at the delicious six course menu!









Sep 17

Banff Centre Mountain Film Festival World Tour

September 17th, 2019 in Downtown Orillia

Sojourn Outdoor & Travel Store along with partners Rab, Banff & Lake Louise Tourism is pleased to present the radical outdoor films that were not shown last January.

Sep 18

Murray McLauchlan- Artist Life Stories

September 18th, 2019 in Downtown Orillia

An up close and personal evening. A speaker night with a difference. Cameron Smillie interviews Murray about his years in music including stories about his many awards.  And Murray will play some tunes!

Sep 19

Snowbird Lifestyle Presentation

Orillia Opera House at 7:00 pm

A Concert and Information session for retirees and pre-retirees who spend their winters in warmer climates

Free event, but it is reserved seating so tickets must be arranged in advance.


Sep 28

Doors Open & How-To Festival

September 28th, 2019 in Downtown Orillia

Explore the variety of hubs offering different cultural activities at this year’s Doors Open & learn a new skill at the Orillia Public Library during its How-To Festival in Downtown Orillia! Discover your creative side and try your hand at painting, sculpting, dancing and so more.

Oct 4

Green River Revival

October 4th, 2019 in Downtown Orillia

Calling all fans of Creedence Clearwater Revival.  Green River Revival presents the music of CCR with a historical storyline that also incorporates several costume changes.

Oct 9

Pavlo- Artist Life Stories

October 9th, 2019 in Downtown Orillia

An up close and personal evening. A speaker night with a difference.  Cameron Smillie interviews Pavlo about his years in music including stories about his many awards. And Pavlo will play some tunes!

Oct 17

Orillia Jazz Festival

October 17-20th, 2019, in Downtown Orillia

Now in its 28th 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 18

Cure For The Common Comedy

October 18th, 2019 in Downtown Orillia

The Second City presents The Cure For The Common Comedy!  See the stars of tomorrow performing fresh new material and laugh your way out of whatever you got yourself into.

Oct 23

The Haunting

October 23rd, 2019 in Downtown Orillia


Come experience all things that go bump in the night in Downtown Orillia. Haunted tours begin at The Opera House & Orillia Museum of Art & History and continue throughout frightful spaces downtown!


Oct 26

Kids Halloween Costume Parade

October 26th, 2019 in Downtown Orillia

Bring the family, dress in costume and join us for this FREE fun costume parade & contest! Trick OR treat at participating downtown merchants’ businesses & enjoy kid’s activities & more.

Nov 15

Children’s Candlelight Parade

November 15th, 2019 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 17

Orillia Santa Claus Parade

November 17th, 2019 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.

Nov 29

Black Friday

9:00 am – 5:00 pm / Downtown Orillia


Take advantage of outrageous specials throughout the Downtown + 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!

Nov 30

Ballet Jorgen’s 2019 The Nutcracker

November 30th, 2019 in Downtown Orillia

Imagine Tchaikovsky’s Christmas tale uniquely re-imagined, Canadian Style. The Nutcracker, A Canadian Tradition adds Canada’s own twist to this much-loved Classic. Make this magical production a part of your family’s holiday traditions.

Saturday, November 30 at 2:00 and 7:30 pm.

Dec 6

Wizard of Oz – Panto in Ruby Red Slippers

December 6th, 2019 in Downtown Orillia

A new magical pantomime from the producers who brought you Cinderella the Panto in 2018.

A brand new spin on the timeless tale of a young girl who finds herself transported to a strange new world full of magic, side-splitting jokes, music that everyone knows and a spectacle of a musical adventure.  Remember to Boo and Cheer!

Dec 7

Horse & Wagon Rides

December 7, 14, & 21st, 2019

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 7, 14 & 21 @ 1:00 – 3:00 pm.