What To Wear On A Walking Date – Do’s ✔️ and Don’ts ❌
What To Wear On A Walking Date – Do’s ✔️ and Don’ts ❌

What To Wear On A Walking Date – Do’s ✔️ and Don’ts ❌

For outdoors lovers, walking dates are the best kind of dates.

What to wear on a walking date

When me and my partner first started seeing each other, some of our most memorable meetups were centred around hiking!

It’s good for your health, provides plenty of time to converse in a relaxed setting and is a great bonding exercise since there’ll often be situations where you need to help each other out.

But just what exactly should you be wearing on a walking date?

What to wear on a walking date

Kielder Forest Walk, Kielder Camping, Hike Trail

Putting your best foot forward, it all comes down to choosing an outfit that’s fashionable yet functional.

Probably the single biggest mistake I see people make when hiking is not placing enough emphasis on comfort. It doesn’t matter how good you look if 30 minutes into the walk you’re absolutely hating life because you’re so uncomfortable.

We’ve even previously seen a woman attempting to summit a peak in high heels…

We certainly wouldn’t recommend that!

Now I’m by no means a fashion guru, but I am experienced when it comes to hiking and knowing what gear you should be be wearing when hitting the trail.

Interested? Then be sure to check out my list of do’s and don’ts when choosing an outfit for your outdoors date below 👇👇

Do Wear

Suitable footwear

You should never attempt a hike in casual shoes or sandals. We know this all too well after my girlfriend once slipped in her sandals during a ramble on holiday and gashed open her knee quite badly.

Depending on the hike and time of year, it’s definitely worth lacing up a good pair of trail shoes, walking shoes or hiking boots.

Ingleborough Nature Trail, What to wear on a walking date

You’d perhaps be surprised at how sleek and stylish walking footwear has gotten over the years – they don’t all look like dad shoes anymore!

Helping you navigate uneven terrain and providing sturdy ankle stability, proper outdoor footwear will make your hiking date more enjoyable, more comfortable and much safer.

Enough layers

Your body temperature and the climate will keep fluctuating throughout the day, so it’s best to wear an outfit that’s layered.

Even in the height of summer, be sure to pack extra layers since the elements can change in an instant; especially if you’re trekking at high altitudes.

Reservoir Walks Near Me, Manchester-Lancashire-Yorkshire

Likewise, try bringing layers which can easily be stored away if needed. Anything too heavy or bulky may become a nuisance to carry during your hike.

A sweat-wicking base layer

A lightweight sports t-shirt is a classic base-layer option. An alternative to cotton which absorbs sweat and can leave you feeling generally icky, a performance top will wick away sweat and keep you dry.

A fleece

A solid mid-layer option if the weather gets a bit chilly, a lightweight fleece is both stylish and functional.

Keeping you warm and comfortable, sweatshirts and hoodies are also solid alternate choices.

Walk To Snowdonia Infinity Pool, Wales, Llanberis, Wales

Waterproofs

Ensuring you stay dry during your walking date is also super important, and that’s where the waterproofs come in.

In winter you can opt for a heavyweight winter coat while in the hotter months you’d be much better off with a lightweight jacket.

While they admittedly aren’t the most stylish, waterproof over-trousers are also certainly worth bringing along if you’re not confident in the weather.

Morning walk up Pen-y-ghent, Yorkshire, Circular Walk

Trust me – they may certainly lack in style with their creased and baggy fit, but you’ll be glad you packed them if the heavens open up!

There are lots of easily packable waterproof trousers on the market – I bought this cheap pair from Go Outdoors which conveniently comes with a tiny bag to store them in.

Comfortable and practical pants

When picking a pair of pants, you’ll want something that avoids chafing and doesn’t limit mobility – hiking trousers, leggings or shorts are always solid options.

A hat (or have one handy)

Depending on the weather, bringing along a hat is also a sensible option. In the winter, packing a beanie will keep your head and ears warm while a cap can protect your face from those hot rays beaming down in summer.

Proper walking socks

Without sounding too much like a granddad; a good pair of walking socks are an absolute game changer! They’re 10x more comfortable than cheap cotton socks and you’ll especially notice the difference during long hikes.

Even when I’m not hiking, you’ll find me wearing walking socks pretty much 24/7 these days!

For more information, be sure to check out our ‘BEST Walking Socks: 4 Brands Every Hiker Should Own’ post.

A backpack/daypack

A quality backpack will hold any extra layers you may be carrying, and it can also conveniently store other supplies such as water, snacks and a first aid kit.

Dovestones Reservoir Walk, View, What to wear on a walking date

Don’t wear

Old ratty clothes

Now, I have quite a few friends who don’t have walking specific gear.

If they head out on a trail they’ll simply throw some on some old & ratty clothing that’s been lurking in the back of their wardrobe.

I’ll admit, even I’ve been guilty of this!

While this may be fine to do when you’re hiking with some pals, in a date setting you still really want to show you’ve made the effort.

Appearances can speak volumes so dress to impress!

Kielder Forest Camping, Kielder Walk, Kielder Water

Jeans

While jeans are a classic and timeless styling option, unfortunately they’re just really not suited for hiking.

They’re restrictive, can cause chafing and lack any kind of waterproof capabilities. They’re pretty much guaranteed to make for an uncomfortable ramble, so don’t be tempted by them!

Cotton t-shirts

As mentioned earlier, cotton isn’t always the best option since it absorbs sweat and can get quite stinky.

If perspiration could perhaps be an issue for you, opt for a quality performance fabric which can wick away moisture and keep you cool (and not smelling)!

What do you wear on a winter walking date?

Following all the advice above, in winter simply opt for more layers that’ll help keep you warm. Feel free to wear a bulkier winter coat to retain heat, while a scarf, beanie and gloves are also solid additions.

Heaton Park Walk, Manchester

What do you wear on a summer walking date?

In summer you can get away with less layers and perhaps wear shorts if the weather calls for it.

A cap is an effective way to protect your face from the sunrays (especially if you’re more exposed at high altitudes), while a lightweight waterproof jacket is worth packing in your backpack just in case rain makes an appearance.

Yorkshire Three Peaks Challenge, Bridge & Cow

Be considerate

If you’re the one who’s organising the walking activity, it’d be considerate to give your date a heads up on what to wear and what kind of ramble you’ll be doing.

An outfit for a casual stroll through the park is obviously completely different than a challenging climb up a peak for instance!

Top of Snowdon, Wales, Above The Clouds

More resources

Planning a romantic hike but not sure where to choose? Fret not! Head on over to our ’17 Most Romantic Walks In The UK You MUST Try’ for all the inspiration you need.

Happy walking 🚶🚶