Let me tell you a story: California girl books ticket to New York City during the month of December and immediately starts panic shopping for boots. Not just any boots. She needed cold weather boots for walking, boots that will keep her feet warm and dry, boots that can handle rain or snow, but also comfortable enough for her old lady feet. This post has been updated for 2022.
I didn’t know what kind of weather to expect from New York. I envisioned trudging through knee-high snow or dealing with record rainfall. Alas, Megan assured me that snow would be shoveled and all I needed was a comfy pair of warm, waterproof boots.
Related post: Megan’s family trip to New York City during Thanksgiving
Comfortable Winter Boots for Walking Miles
While I knew I needed a warm and waterproof boot, I also needed something comfortable. I’ve been struggling with Plantar Fasciitis pain and was afraid that an unsupportive shoe would leave me in more pain after walking the length of the city.
I tried on so many pairs of winter boots before landing on the perfect sneaker boot that allowed me to walk over ten miles each day we were in New York.
This post contains affiliate links.
Spotted during a trip to Nordstrom Rack, the Weekend Mid Cozy Sneaker Boot from Dr Scholl’s ($95) ended up being the perfect cold weather boot for walking. The steel grey color was just what I wanted, with its cozy faux shearling and grippy tread on the sole would end up being the shoe I grabbed for every day of our trip.
And when I say that these were comfortable, I mean it. The cushioned footbed was so supportive that I didn’t even need to use the extra insoles I had brought with me. This was a 5-STAR shoe for me.
The Weekend Mid Cozy Sneaker Boot is no longer available on their website but looks like it’s available on QVC.
Alternatives to the Scholl’s Sneaker Boot
- Dr Scholl’s Happiness Hi Top Sneaker – taupe and black, tons of sizes available ($90)
- Networking Ankle Bootie – black and grey, tons of sizes ($100)
- Gear Up Waterproof Hiking Boot – FINAL SALE ($99.99)
- Suri Wedge Sneaker Boot – Steel Grey ($79.95)
Cold Weather Booties That Didn’t Work
Here is what I tried and sent back:
- SOREL Explorer II Carnival Cozy ($154.95) – These were so adorable and toasty warm. I loved the grey suede and thought they were lightweight and stylish. I sent them back because these particular SOREL boots run small and even though I sized up 1/2 a size, the toe box was too narrow and the heel didn’t fit right. I even sized up one whole size in hopes these boots would fit better and they didn’t.
- Easy Spirit Elk ($109) – I didn’t love the color of these Easy Spirit boots. I really wanted a neutral grey color but was feeling desperate for comfort and that’s why I purchased these. The Easy Spirit Elk boots were definitely more comfortable than the SOREL but lacked the style I wished for.
- Cougar Devon Waterproof Slip-On Bootie ($140) – These slip-on booties checked the stylish box but seriously lacked comfort. They were so extraordinarily stiff that I sent them back without giving them another thought.
No snow fell during our time in New York so I can’t say for sure how the Weekend Mid Cozy Sneaker Boot holds up. But, it did rain and my feet stayed toasty warm and dry but most importantly – for me – comfortable.
Try Long Story Short Podcast on for Size
We’re Your New Best Friends
Hi, we’re Megan and Wendy your midlife besties! Join us on Patreon every Monday where we’re talking everyday life, pop culture, and more!
You can also find us on “Girls Gone Hallmark” on Tuesdays and Thursdays where we review new and fan-favorite Hallmark movies and ask the question: Did you see that?
