Holiday Photo Contest, Window Decorating Contest, Kin Club Advertising Opportunity and more!


Holiday Photo Contest

Downtown Orangeville welcomed a few special visitors from the North Pole this week, thanks to the OBIA Better Together Task Force!  The polar bear chair is part of a Holiday Photo Contest that we will be launching on Facebook and Instagram this weekend.   We would love to see some of our local businesses participating in the contest and you can help us spread the word by encouraging your staff and customers to participate in a little Holiday fun! 

Contest details as follows:

Let your love for local shine this holiday season!

How to enter:

Pose for a picture with our 30ft tall Christmas tree, festive storefronts, or polar bear chair.

Share your photo with us on the Downtown Orangeville Facebook page (

And be entered to win a $50 Downtown Orangeville Gift Certificate!

We’ll pick one winner each week leading up to December 25th and for every Gift Certificate awarded, we’ll donate $25 to the Orangeville Food Bank. 

Window decorating contest

The Window Decorating Contest is in full swing and your storefronts are looking fantastic everyone!  What a treat to walk Downtown for some good ol’ fashioned window shopping!

  If you have not had a chance to decorate yet, there’s still time!   And don’t forget, the OBIA, in partnership with In the Hills Magazine and Green Monkey Creative, will award the grand prize winner with a marketing package worth $1500


The marketing package includes a quarter page ad in the spring issue of In the Hills magazine - Headwaters best loved, best read magazine, reaching 40,000 households.  You will also receive design services from Green Monkey Creative to create your custom ad.  

Don’t forget to tag us on Facebook and Instagram with your entry @downtownoville, or email us with a photo so that we will be sure to see it!

.A panel of judges will decide the winner on December 15th

Marketing Opportunity with the Kin club

The Kin Club of Orangeville is operating a pop-up tree lot at the corner of First Street and Fifth Avenue, where they will be selling locally grown Christmas trees as one of their annual community fundraisers.  This year, they are also offering advertising space on the tree lot enclosure for local businesses. If you have a sign (4’ x 6’ max), for just $40 for the whole month of December you can have your sign displayed.  Please see attached flyer for more details.

Curb-side pick up & delivery

With lockdown’s and restrictions all around us, it may be wise to offer alternatives to your customers again, such as curbside pick-up, online classes, and delivery.  Many of you haven’t stopped offering these services since the early days of the pandemic, but it’s a good idea to remind your customers via social media, website, and google business page that these services are available to them at the height of the holiday shopping season.  They will appreciate not having to dig too far to find that information!

Are you currently offering curbside pick-up and/or delivery? Please reply to this email and let us know!  We are compiling a list to share with the public.

Thanks everyone, have a great weekend!