Timberland US

What to Wear With Grey Boots for Women?

While it can be easy to fall back on your black boots for everyday wear, grey boots are trending now and it's easy to see why. As versatile as they are timeless, a pair of grey boots can level up casual outfits or be dressed up for a more stylish look.

When choosing what to wear with grey boots for women, remember to keep it simple and accessorize around your favorite classic Timberland® footwear.

Wondering what to wear with grey Chelsea boots or chukka boots? From fall outfits to fun in the summer sun, let's explore what to wear with Timberland® boots that are grey or even dark green.


Perfecting your ankle boot outfit depends on the type of look you're going for. A pair of Chelsea boots would work well with skinny jeans and a leather jacket for a night out, but you might want a blazer or camel coat for dressier occasions.

If you're not quite sure where to start with your new boots, here are a few fun outfit ideas that will level up your look in minutes:

  • Blazer and boots are a must: Dress up your Timberland grey suede Chelsea boots with a sleek navy or black blazer and dark skinny jeans. You could also dress it down with light blue denim or ripped jeans instead.

  • Try a bomber jacket and boots: For a fresh take on a classic, wear your favorite bomber jacket with a pair of the Women's Love Collection 6-inch Boots. A premium waterproof leather construction is built to last, and anti-fatigue technology will keep you moving.

  • Dress up grey suede desert boots: If you need footwear that is a little more formal (but still waterproof), then dress up your grey desert boots with a camel coat for an elegant approach.


To put together the perfect Chelsea boot outfit, consider color scheme, accessories, and how formal you'd like your look. Grey boots can ground bright accessories or lighten an all-black outfit, and pair well with leather jackets or more formal coats.

If you're aiming for durability without dampening your style, pair your ankle boots with ripped or cuffed jeans for an industrial look. For something a bit more formal, consider throwing on a camel coat over a button-down shirt with dark skinny jeans.

If you're curious about how to wear grey chukka boots or women's classic boots, don't hesitate to bring out your individual style. Start with your classic boot, then build an overall look that's as unique as you are.

However, do grey boots go with everything? Similar to a classic pair of hoops or diamond studs, they really can work with anything. As temperatures drop, wear thermal tights under your favorite dress with a pair of ankle boots to complete the look.

Now that you know how to style grey Timberland boots, don't hesitate to make it your own. Shop Women's Boots at Timberland to find the right fit for you. Then, tackle your next adventure in style.