Redirecting old article to refreshed one - 301 Question

Hello everybody,
I'm making some updates to one of my websites, and I'll soon have new articles with fresh content.
For example, I have an old "Best xxx products 2014" and now I just want a "Best xxx products" page what I'll update on a monthly basis.
I plan to 301 redirect the old article to the new one, as they're still ranking quite well. Question is, should I delete this old page/article after the 301 ? Even if visitors will always land on the new page with the 301, I don't want to have both pages displayed on my article list on my WP Category.

Any idea of what is the best way to handle this ? Pros and cons ?

Yup... delete and redirect make sure you have canonical URLs set... Between the redirect and the new canonical URL Google should be able to figure it out and do the right thing... Also remember to re-upload your sitemaps.

I do all the time when I come across such page (best x product year), and redirect it to a new one. Then delete it.
Send some signals to the new page and within days/weeks, you will be ranking again.