When you buy through our links, Business Insider may earn an affiliate commission. Learn more With so many styles of casual boots out there, it's hard to nail down one pair that's the absolute best.

On one end of the spectrum is the LongHaul Waterproof Square ... which instantly makes this boot look like the love child of an illicit Tecovas and Red Wing affair. To be fair, it’s not the ...

It’s insulated, waterproof, fleecy on the inside ... American heritage brand Red Wing is famous for tough-as-nails work boots. In fact, last year, we featured the brand’s super grippy ...

Red Wing’s Moc Toe boot is instantly recognizable ... On top of that, it’s still completely waterproof like its non-insulated counterpart, which means you should have no fear of puddles ...