Walking The Dog – What to Wear

Hi Deborah,

I have a dog and spend a lot of time walking him around the neighborhood.  What can I wear besides trainers and old tees? I’m in my late 40s, and I don’t want to look sloppy. Thanks! Linda V. ~

Hi Linda, Good question. Let me start by showing what some real women over 40 wear, and then we can come up with a recipe.

Here’s me and my dog Bella. It’s October, and in Ontario, and I’m wearing a sweater, jeans, and this cute zip-up vest. On my feet, I’m wearing flats, black suede booties.

dog walking outfit


This gal had the same idea, except she wore a faux fur vest.


both outfits from @shopeterkate

dog walking outfit- jacket and scarf

This last woman is wearing a cute jacket, riding boots, and this great scarf.

Here is a style recipe for a good “walking the dog” outfit:

  • Tall, Flat Boots are Stylish – In the fall, the first thing in your style recipe should be a good pair of tall boots.  Tennis shoes are great if you are going on long hikes, but if you are going around the block and want to look nice, a pair of boots will certainly “up” your style factor!  You never know who you might run into, so why not look fashionable? Short flat booties are also a nice option.
  • Skinny Jeans or Leggings – The next item to add is a pair of dark wash, skinny stretch jeans. They are comfy and look great tucked into boots. You can also wear leggings.
  • Crazy for color!  Anytime you wear color up by your face, it will put you in a good mood.  Just try it and see!
  • Surprise yourself, try a scarf!  If you are one of those gals who own a few scarves but never wears them…then I encourage you to get them out and start wrapping yourself up in one, asap!
  • Coat – casual and confident.  Is your dog-walking outerwear looking shabby and outdated?  It might be time for an update!  Find something warm but interesting. Texture and color are exciting, or if it’s too warm for that, why not wear a vest as we have here?

It doesn’t take much to look like a top dog when you are walking your pooch. Follow these tips to stylish and feel comfy!


Join the Conversation

6 thoughts on “Walking The Dog – What to Wear

  1. Hi Deborah: I remember this post from a few years ago & was wondering if you could run a 2020 update with some ideas for warm weather dog walking! feel like I wear the same outfits over & over & it would be nice to have some fresh casual ideas. Thanks!

  2. Sorry, I don’t know if you have a dog, but this outfit is totally unrealistic! You have to walk a normal dog at least three times a day. Makes a total of approx. 1 – 2 hours. You need comfortable shoes for this, not stylish boots. And what about cleaning these boots? They need to be water proof, too.

    Nice jeans and a nice coat look, yes, nice for about 5 minutes. Then your dog or several other dogs are messing around, jumping at you, they are wet and dirty… So the jeans and coat needs to be cleaned after every walk. Three times a day, seven days a week. You can calculate how many nice outfits you would need.

    So if I walk the dog, I put on my “dog” cloths and shoes, they may be a little dirty, but yes, that is how you look like if you have a dog. And I don’t expect other dog owners to look perfectly dressy when they walk the dog. No one needs to look sloppy, nice fitting jeans, nice fitting coat – but this coat needs to be practical, weather-sturdy – and not chick and unrealistic as the one pictured by you above.

    Dogs don’t want a stylish owner who walks them on the street looking like in the magazines. They want an owner who walkes with them through the forrests, grass, dirt – and having fun.

    1. Hi Mila,
      I hear what you are saying but it is easy to fall into a rut of sloppy sweats, worn out sneaker and messy grooming when you are walking your dog and after a while that becomes a habit that makes you not feel good about yourself. If you have a “walking the dog uniform” you can always throw on, it makes it easy to look nice all the time when you stop to chat to other dog owners. If you are taking your pet out for a good solid romp in a muddy place then of course, tennis shoes you can muck up are totally appropriate.

      1. Hi, I’m revisiting this topic with a twist: what to wear to the dog park in summer! Many dog owners spend hours per week visiting dog parks and participating in dog meetups. Summer 2016 is almost upon us, and I’m so tired of wearing workout outfits and sneakers to the dog park; besides, it’s getting to warm for black tights. But, I don’t want to get too much sun nor wear shorts or short-sleeved tops, so what else is there for casual? Dog parks often have dusty dirt surfacing so sandals are out. Shoes must be comfy as owners stand around up to two hours. I’ve been thinking about short cotton capris with an elbow-sleeve tunic, tee, or dress over and Sketcher type slip-on shoes with athletic bottoms but not feeling it for over 40? Help! Please, please , please do a feature on this specific topic! Many thanks in advance!

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