Hiking Date Looks: How To Wear That Hiker Chic You’ve Been Craving!

There’s nothing like spending a romantic day out at a gorgeous place where the air is filled with pure oxygen, the water is crystal clear, and the sun is shining through the trees and reflecting on the clouds above. You and him asking funny questions and laughing, it sounds magical, right?

But when you’re planning a hiking date with your guy, you might find yourself thinking, “How cute would this look with hiking boots?” “What about this skirt?” “Can I wear sneakers with this dress?”

These are some of the questions that come to mind as we plan our first hiking date, but you need answers fast!

Because if you don’t, you’ll end up in a beautiful hiking spot with your so handsome boyfriend wearing one of those boring and baggy styles. Wondering why you never considered wearing so cute outfits instead.

Besides, you’re going to take lots of photots there because it’s your first hiking date and you want to keep these memories. Oh you dont want to look bad, don’t you?

Don’t stress—you’ve got plenty of options! Check out these cute hiking date outfits. They’re sure to win over your man and make your day the best!

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Table of Contents

What To Wear On A Hiking Date: From Warm To Cold Weather, Here’s All You Need!

Guys, there’s nothing better than a good hike in the nature. Just you and that one special person.

Also, while hiking is a great exercise and a great way to spend some quality time with your special someone, it’s also a great opportunity to get to know each other a little better.

And if you’re planning to do that with your boy, for a short hike or a longer walk, or maybe even a full-fledged hike, there are a few things to keep in mind and make your adventure memorable.

Of course, the weather plays a major role. It could be very cold or warm, depending on where you plan to go.

So planning your hiking attires is must and you want to look cute too. Don’t wear too many layers of clothes, especially during a winter hike. You will be hot and sweaty, so be prepared. Keep it simple and casual yet so adorable!

1. What To Wear On A Hiking Date For Warm Weather

Best Tops For Spring And Summer Hiking Date

What To Wear On A Hiking Date Strappy Sports BraPin
Loshane | Source: CABANA CATALOGS Strappy Sports Bra
What To Wear On A Hiking Date Sports Tank Top Pin
Loshane | Source: CABANA CATALOGS Sports Tank Top
What To Wear On A Hiking Date Moisture Wicking TeePin
Loshane | Source: CABANA CATALOGS Moisture Wicking Tee
What To Wear On A Hiking Date Thermal Long Sleeve Shirt (for spring)Pin
Loshane | Source: CABANA CATALOGS Thermal Long Sleeve Shirt (for spring)

You want your top to be comfortable, so don’t choose one that’s tight-fitting. You also want a top that’s going to wick sweat away from your skin.

Moreover, choose a light weight, breathable tops. You can wear it for multiple activities, and it will keep you comfortable even on hot days. Add some color pops that will blend in well with your overall style to look really cute.

Best Bottoms For Spring And Summer Hiking Date

What To Wear On A Hiking Date Capri Leggings Pin
Loshane | Source: CABANA CATALOGS Capri Leggings
What To Wear On A Hiking Date Biker ShortsPin
Loshane | Source: CABANA CATALOGS Biker Shorts
What To Wear On A Hiking Date JoggersPin
Loshane | Source: CABANA CATALOGS Joggers
What To Wear On A Hiking Date Cargo ShortsPin
Loshane | Source: CABANA CATALOGS Cargo Shorts

Choosing the best hiking pants for spring and summer depends on what you want to do. If you are hiking in the woods then you will need hiking pants with a sturdy exterior.

In contrast, if you are hiking through a city park or forest, you’ll want to look for short pants with a breathable fabric and elastic waistbands.

Leggings on the other hand, fits a bit better around the thighs and hips so they provide more support for the legs and are easier to put on.

Ankle High Hiking Shoes For Spring And Summer Hiking Date

What To Wear On A Hiking Date Ankle BootsPin
Loshane | Source: CABANA CATALOGS Ankle Boots
What To Wear On A Hiking Date Hiking Sneakers Pin
Loshane | Source: CABANA CATALOGS Hiking Sneakers
What To Wear On A Hiking Date Hiking SandalsPin
Loshane | Source: CABANA CATALOGS Hiking Sandals

It is true that most hiking shoes are comfortable to wear but they are not ideal for all types of trails. When choosing your hiking shoes, look for a style that provides support and protection without sacrificing the breathability and flexibility of the shoe.

Waterproof Jackets For Spring And Summer Hiking Date

What To Wear On A Hiking Date Sun Protection Hoodie JacketPin
Loshane | Source: CABANA CATALOGS Sun Protection Hoodie Jacket
What To Wear On A Hiking Date Windbreaker Raincoat JacketPin
Loshane | Source: CABANA CATALOGS Windbreaker Raincoat Jacket
What To Wear On A Hiking Date Warm Waterproof Jacket (for spring)Pin
Loshane | Source: CABANA CATALOGS Warm Waterproof Jacket (for spring)

While you can definitely use just a regular jacket for hiking, it is advisable to wear a waterproof one. While some jackets might not be suitable for all occasions, waterproof jackets will help you enjoy your walks safely and without any problems especially if it rains.

Warm waterproof jackets are best for spring season as it is insulated and would keep you warm.

Cute Backpacks And Accessories For Spring And Summer Hiking Date

What To Wear On A Hiking Date Foldable Hiking BackpackPin
Loshane | Source: CABANA CATALOGS Foldable Hiking Backpack
What To Wear On A Hiking Date SunglassesPin
Loshane | Source: CABANA CATALOGS Sunglasses
What To Wear On A Hiking Date Waterproof Hat Pin
Loshane | Source: CABANA CATALOGS Waterproof Hat
What To Wear On A Hiking Date Sports Sweat BandanaPin
Loshane | Source: CABANA CATALOGS Sweat Bandana

Bring something cute to add to the fun!

A hiking backpack will ensure that you don’t have to lug around anything extra, so make sure to choose one that fits your needs. Don’t forget your camera, cell phone and other essentials that you might need to take with you.

Also, cute hiking hat and sunglasses can be added to the fun too.

2. What To Wear On A Hiking Date Summer/Spring Outfit Formula

1. Sports Bra + Biker Shorts (Summer)

What To Wear On A Hiking Date Sports Bra + Biker Shorts (Summer)Pin
Loshane | Source: CABANA CATALOGS Source: mariealistic

2. Sports Bra + Leggings + Jacket (Spring)

What To Wear On A Hiking Date Sports Bra + Leggings + Jacket (Spring)Pin
Loshane | Source: CABANA CATALOGS Source: ballad.of.a.mama

The combination of sports bra and leggings is the most iconic item for every spring/summer hiking outfit. And if you are a girl who loves to wear leggings, it’s the best opportunity for you.

3. Button-Up Shirt + Shorts + Tank Top (Summer)

Button-Up Shirt + Shorts + Tank Top (Summer)Pin
Loshane | Source: CABANA CATALOGS Source: averageadventurer_

A button-up shirt is not just about being dressed up but also about being comfortable. It is the epitome of casual chic.

If you ask me what to wear on a hiking date? My vote goes for this outfit formula!

4. Two Tone Leggings + Wrap Top (Summer)

Two Tone Leggings + Wrap Top (Summer)Pin
Loshane | Source: CABANA CATALOGS Source: silverwind.official

Let your summer outfit be super cute without compromising its chicness. This outfit from Silverwind (a sustainable fashion brand) is everything you need to look fabulously summery!

5. Tank Top + Leggings (Summer)

 Tank Top + Leggings (Summer)Pin
Loshane | Source: CABANA CATALOGS

Seriously, this is the simplest combination ever, and one of the most perfect outfits for summer hiking.

6. Hoodie Jacket + Biker Shorts (Spring)

Hoodie Jacket + Biker Shorts (Spring)Pin
Loshane | Source: CABANA CATALOGS Source: revolutionrace

I bet you’ve seen this trendy look before. So let’s make it more fun and summer-friendly for your hiking date.

7. Sports Bra + Cargo Shorts (Summer)

Sports Bra + Cargo Shorts (Summer)Pin
Loshane | Source: CABANA CATALOGS Source: annaj397

These two things together create such an amazing combination. These are the best clothes for summer hiking to combine. So let’s try this right now!

8. Tank Top + Sweat Shorts + Cap (Summer)

Tank Top + Sweat Shorts + Cap (Summer)Pin
Loshane | Source: CABANA CATALOGS Source: thatbeachycincigirl

When you’re feeling lazy and don’t feel like getting dressed up, wear this design that’s just perfect for the lazy days of hiking.

9. Sun Protection Jacket + Leggings (Spring)

Sun Protection Jacket + Leggings (Spring)Pin
Loshane | Source: CABANA CATALOGS Source: cristinagheiceanu

Springtime means wearing a jacket and leggings, but not just any jacket. Look at this sweet pink one.

10. Sherpa Jacket + Cargo Pants (Spring)

Sherpa Jacket + Cargo Pants (Spring)Pin
Loshane | Source: CABANA CATALOGS Source: cristinagheiceanu

I am personally obsessed with this summer combination. A skort, cap and top is an easy-to-wear look for the upcoming summer hiking.

11. Skorts + Cami Top + Baseball Cap (Summer)

Skorts + Cami Top + Baseball Cap (Summer)Pin
Loshane | Source: CABANA CATALOGS Source: wanderlustwithmads

I am personally obsessed with this summer combination. A skort, cap and top is an easy-to-wear look for the upcoming summer hiking.

12. Short Sleeve Tee + Shorts (Summer)

Short Sleeve Tee + Shorts (Summer)Pin
Loshane | Source: CABANA CATALOGS Source: gy_gy_wo

Now, I’m talking about the summer outfits that look effortlessly stylish.

A short sleeve tee and shorts combo can be a great option for any occasion even for hiking dates.

13. Hiking Onesies + Flannel Shirt (Summer)

Hiking Onesies + Flannel Shirt (Summer)Pin
Loshane | Source: CABANA CATALOGS Source:_lomeyer_

These onesies are the cutest ever! The flannel shirt! Oh my goodness.

The colors and patterns are so pretty and summery. I would totally rock this one out.

14. Oversized Tee + Shorts + Beanie (Spring)

What To Wear On A Hiking Date Oversized Tee + Shorts + Beanie (Spring)Pin
Loshane | Source: CABANA CATALOGS Source:boarderkatie23

I love how classic this is! I also adore oversized clothes and this shirt is just perfect for spring. It’s fun and colorful!

It’s like the comfort of your home at outdoors!

3. What To Wear On A Hiking Date For Cold Weather

Best Tops For Fall And Winter Hiking Date

What To Wear On A Hiking Date Sleeve TeePin
Loshane | Source: CABANA CATALOGS Moisture Wicking Long Sleeve Tee
What To Wear On A Hiking Date Pullover Sweater Pin
Loshane | Source: CABANA CATALOGS Pullover Sweater
What To Wear On A Hiking Date Thermal Turtle Neck TeePin
Loshane | Source: CABANA CATALOGS Thermal Turtle Neck Tee
What To Wear On A Hiking Date Fleece SweatshirtsPin
Loshane | Source: CABANA CATALOGS Fleece Sweatshirts

One thing that will be important when hiking is the kind of clothes you choose for hiking. If you do not carry the right kind of clothes, it will be hard for you to stay comfortable in cold weather.

All these will be an ideal base tops with good quality insulation to keep your body warm during the long hours of hiking with your boyfriend.

Best Bottoms For Fall And Winter Hiking Date

best bottom for fall and winter hiking datePin
Loshane | Source: CABANA CATALOGS Fleece Joggers
What To Wear On A Hiking Date Fleece Lined LeggingsPin
Loshane | Source: CABANA CATALOGS Fleece Lined Leggings
What To Wear On A Hiking Date Thermal LeggingsPin
Loshane | Source: CABANA CATALOGS Thermal Leggings
What To Wear On A Hiking Date Insulated PantsPin
Loshane | Source: CABANA CATALOGS Insulated Pants

If you are a hiker who loves going for long treks or going to remote places, then it’s imperative to keep yourself protected.

These hiking pants and leggings are not only easy to wear on the trail but will protect you from cold winds, moisture, and keeps you warm.

Some of them have a drawstring, an elastic waistband, two front pockets, side pockets, and well insulated.

Moreover, they are made of cotton-polyester fabric and easy to wash.

Insulated Hiking Shoes For Fall And Winter Hiking Date

What To Wear On A Hiking Date Snow Hiking BootPin
Loshane | Source: CABANA CATALOGS Snow Hiking Boot
What To Wear On A Hiking Insulated B-Dry Hiking BootPin
Loshane | Source: CABANA CATALOGS Insulated B-Dry Hiking Boot
What To Wear On A Hiking Five Fingers V-Trek Insulated ShoesPin
Loshane | Source: CABANA CATALOGS Five Fingers V-Trek Insulated Shoes

You need to check out these insulated hiking shoes. They’re both stylish and comfortable and will keep you warm during your walk.

And what’s best, these are sold in many colors and designs. So if you want something that won’t look like every other pair of hiking shoes out there, then this is the one for you.

Furthermore, the insulated five fingers shoes cause the midfoot strike leads to almost no impact collision and therefore reduced impact. This can lead to reducing the risk of foot injuries, such as plantar fasciitis and ankle sprains.

Multiple Layers For Fall And Winter Hiking Date

What To Wear On A Hiking Date Snow JacketPin
Loshane | Source: CABANA CATALOGS Snow Jacket
What To Wear On A Hiking Date Mountain Windbreaker JacketPin
Loshane | Source: CABANA CATALOGS Mountain Windbreaker Jacket
What To Wear On A Hiking Date Ski JacketPin
Loshane | Source: CABANA CATALOGS Ski Jacket

These multiple layers for fall and winter hiking date are perfect for you if you want to do something adventurous and fun.

The outer shell is water-resistant and the middle layer is cotton so that you can feel comfy while wearing them.

And what is most awesome about these jackets is that they are lightweight so that you can wear them comfortably.

Cute Gloves And Beanies For Fall And Winter Hiking Date

What To Wear On A Hiking Date Winter Hat, Touchscreen Gloves and Beanie Neck WarmerPin
Loshane | Source: CABANA CATALOGS Winter Hat, Touchscreen Gloves and Beanie Neck Warmer
What To Wear On A Hiking Date Thermal SocksPin
Loshane | Source: CABANA CATALOGS Thermal Socks
What To Wear On A Hiking Date Fleece Ponytail Hat (for spring)Pin
Loshane | Source: CABANA CATALOGS Fleece Ponytail Hat (for spring)

What better way to start off a cute hike than with some cute gloves and beanies.

I mean, these little cuties are so simple but such a cute way to cozy up and keep warm. These gloves and beanies are perfect for hiking dates or simply hanging out in the mountains.

Besides that, the thermal socks are really warm and the hat looks adorable paired together.

This is a super cute way to start your next hiking adventure.

4. What To Wear On A Hiking Date Fall/Winter Outfit Formula

1. Winter Jacket + Thermal Leggings (Winter)

Winter Jacket + Thermal Leggings (Winter)Pin
Loshane | Source: CABANA CATALOGS

The perfect combination to keep you warm in winter. These leggings make me wanna add this to my wardrobe ASAP!

2. Insulated Parka + Thermal Pants (Winter)

Insulated Parka + Thermal Pants (Winter)Pin
Loshane | Source: CABANA CATALOGS Source: coreyoutdoors

How amazing is this combination of winter parka with thermal pants? I mean look at this, it’s totally chic and it looks so good.

3. Winter Jacket + Insulated Pants + Beanie (Winter)

Winter Jacket + Insulated Pants + Beanie (Winter)Pin
Loshane | Source: CABANA CATALOGS Source:theworldwithsarah

Don’t forget to wear an insulated jacket during winter; you’d feel much more comfortable and warm. A beanie makes a great accessory for the colder months and you’re bound to look good in it.

4. Fleece Jacket + Bandana (Winter)

Fleece Jacket + Bandana (Winter)Pin
Loshane | Source: CABANA CATALOGS

There’s nothing better than putting on your favorite fleece jacket during winter to feel cozy inside. This bandana is a perfect match for your cozy winter jacket.

5. Raincoat Warm Jacket + Thermal Pants + Winter Boots (Winter)

Raincoat Warm Jacket + Thermal Pants + Winter Boots (Winter)Pin
Loshane | Source: CABANA CATALOGS Source: kkkkkk_pan

Here’s another perfect example of how to look your best for winter season. This girl is ready for spring in an instant with a raincoat, winter boots and thermal pants.

6. Windbreaker Jacket + Thermal Leggings (Fall)

Windbreaker Jacket + Thermal Leggings (Fall)Pin
Loshane | Source: CABANA CATALOGS Source: gabimuller20

A fall ensemble that combines two trends, windbreaker jackets and leggings, this look is both stylish and comfortable.

7. Hoodie Sweater Jacket + Thermal Jeans + Beanie (Fall)

Hoodie Sweater Jacket + Thermal Jeans + Beanie (Fall)Pin
Loshane | Source: CABANA CATALOGS Source: stitchhikerdesigns

Hoodie sweater jacket and thermal denim with a beanie on top, this combination is just too cool. I always feel warm wearing it.

8. Shacket + Leggings + Beanie (Fall)

Shacket + Leggings + Beanie (Fall)Pin
Loshane | Source: CABANA CATALOGS Source: saswati__dey

When you want to look extra feminine and chic, these leggings and beanie combination is your best bet. Just pair it with an ankle high boots and hiking socks, and your look is ready for anything.

9. Flannel Shirt + Bucket Hat + Cargo Pants (Fall)

Flannel Shirt + Bucket Hat + Cargo Pants (Fall)Pin
Loshane | Source: CABANA CATALOGS Source: lindaislin

This is a great example of how to bring back the cozy fall vibes. These flannel shirt, bucket hat and cargo pants make this whole look extremely easy and chic.

10. Windbreaker Jacket + Fleece Leggings + Hiking Socks + Baseball Cap (Fall)

Windbreaker Jacket + Fleece Leggings + Hiking Socks + Baseball Cap (Fall)Pin
Loshane | Source: CABANA CATALOGS Source: _n4t4li3_

Perfectly dressed for autumn. With windbreaker jacket, fleecy leggings, hiking socks and baseball cap, she looks so chic and comfortable, you just can’t help but admire her matching colors.

Conclusion On What To Wear On A Hiking Date In All Seasons

If you are thinking of going on a hiking date with your sweetie, you need to know what to wear on a hiking date in all seasons.

While most of us think of hiking dates to be something that takes place during summer, you can take advantage of hiking dates in spring, fall, and winter as well.

Just make sure you are comfortable and safe when venturing outside. As you hike along the trail, make sure you drink plenty of water and don’t overdo it on the calories.

Here are some extremely cute hiking outfits for girls, along with hiking accessories, so you can enjoy a great hike with your loved one and feel totally chic in your hiking ensemble.

Do let me know if you need any more help with hiking clothing. I am more than happy to help!

See you soon, babe! Until next time, stay blessed!

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