Are these actually waterproof?

Yes. Timberland builds the 6-Inch Premium with seam-sealed waterproof leather and nylon, so water does not soak through the upper. The tongue and laces still let some water in if a child stands in deep puddles.

How do they fit compared with regular kids' shoes?

They run true to size but are roomy and stiff, so most kids do fine in their usual size. Try them on with the socks your child will wear in winter before deciding.

Are they warm enough for snow?

They are insulated and leather-lined, which handles cold, dry snow and slush well. They are not a deep-cold snow boot, so pair them with warm socks for long outdoor play.

Do they need breaking in?

Yes. The leather and rubber sole start stiff. Wear them around the house for a few days before a long walk or a school day.

How should I care for the leather?

Wipe off mud and salt, let them air dry away from direct heat, and reapply a leather conditioner or waterproofing treatment each season. Never machine wash them.

When is the best time to buy?

Prices on kids' sizes tend to dip in late winter and during back-to-school sales. Watch the price history for your size, since discounts vary by size and color.