Looking for spring shoes for damp weather

I'm looking for shoes I can wear with chinos when it is wet outside. I recently bought a pair of Allen Edmons Wilbert but I don't want to wear them in the rain and I don't want to wear them every day.

• Age: 30
• City: Toronto
• Size: 12 B (narrow), Height: 6'3"
• Commute is a 20-25 minute walk
• Work has basically no dress code

I'm honestly overwhelmed by the information on this subreddit. After reading for hours, there are a few things I know I'm not interested in. (No to Bean boots, desert boots and galoshes).

• Are sneakers ok to wear with khaki chinos? Which brands/styles/colors of sneakers?
• Should I get boots like the Red Wing Beckman? (Does the round toe look like clown shoes in 12+ sizes?)

Before posting, I was thinking of just getting Rockport Northfield to wear when the weather sucks. (They will be 40% off in about 1.5 weeks because of the friends and family sale). I'm hoping someone has a better suggestion.

Thank you