For Mom: Tom Ford Velvet Sneakers
For Tot: J. Crew Girls’ Max The Monster Slide Sneakers
A quick stroll around the neighborhood can still get chilly, but this activity doesn’t require heavy equipment. Velvet sneakers are super cozy, and this little pair is so cute, I already feel like whipping up some hot chocolate. Tom Ford sneakers, $670, on NET-A-PORTER, and J. Crew sneakers, $69.50, at J. Crew.
For Mom: Moncler Lace-Up Snow Boots
For Tot: Khombu Juniper Water-Resistant Snow Boot
Winter vacation requires something with a bit more protection. But running around in the snowy woods is all about fun, and a fresh camo print reflects the mood. So does glossy patent-leather texture for you. Moncler boots, $530, on Farfetch, and Khombu boots, $49, at Nordstrom.
For Mom: Valentino Noir Rockstud Short Motorcycle Boot
For Tot: Ash Viper Kids’ Studded Leather High-Top Sneaker
You still need shoes for off-duty activities, and these city-dwelling studded boots are so fantastic I am already ordering my set. The same goes for Ash’s buckled-up take on the classic high top, with more than enough studs to go around. Valentino boots, $1,575, and Ash sneakers, $160, at Neiman Marcus.
For Mom: Tory Burch Fairfax Fur-Lined Wedge Boot
For Tot: Khombu Dana Front Lace Boot
These well-priced Tory Burch boots have been selling like crazy. Hurry and snap them up before they run out of your size. And how cute is this Nordic-inspired kids’ pair? When the weather gets scary, you have to turn up the awesome levels on both your shoes to take the edge off. Tory Burch boots, $450, at Neiman Marcus, and Khombu boots, $37.50-$75, on Amazon.
For Mom: Hunter Original Ribbed Colorblock Rain Boots
For Tot: Hunter Original Colorblocked Rubber Rain Boots
Rainy days call for at least a little puddle-splashing, and I can’t think of a more adorable combination than you and your little one in coordinated colorblocked Hunter wellies. Hunter boots for you, $195, at Saks Fifth Avenue, and Hunter boots for your tot, $94 on Luisa via Roma.