How to Choose a Hiking Trail for Your Next Adventure

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When exploring the outdoors, I encourage you to follow Leave No Trace Principles and be respectful of where you are so we can preserve these spaces for future generations. ♥️

Not sure how to choose your next hiking trail for your next hiking trip?

Looking to pick out the perfect hiking trail for your next adventure, but you’re unsure about where to start? When I was first getting into hiking, knowing what my skill level was and what I felt comfortable with was a challenge–especially when I chose to hike solo.

Over time, I’ve learned certain ways to gauge what I want from my hikes and if they might be too easy, too tough, or simply not enjoyable. Just because someone else thinks a certain trail is amazing, it might not be what you are looking for!

Having a system and keeping a few things in mind before you jump on the trail can make your hiking adventure a lot more fun. Just a little preparation can make a world of difference!

In summary: This article goes over the basics of what you need to know when it comes to choosing the right hiking trail for your skill level and interests.

Quick tip: l like to have two or three choices when I am picking a trail so I’m not tied to just one. Things happen–you might get started later than you want or you aren’t up for a tough hike that day. Having more than one option gives you flexibility!

Know if you are hiking solo or with a group

One of the first things I consider when choosing a trail is who I’m hiking with. When Daniel and I hike together, we can tackle more challenging trails since we support each other and we know each other’s hiking styles. However, when I’m hiking solo, I stick to well-trafficked trails with good cell service–and I always bring my Garmin inReach 2 just in case.

If you’re hiking with kids or bringing along your dog like we do with Gravy, you’ll want to check trail regulations and choose an appropriate difficulty level. Also remember that groups tend to move slower than solo hikers–I always plan for extra time when hiking with friends.

Consider how much time you have

Time is a huge factor in choosing your trail! When I am in Montana and near some state parks, I can usually squeeze in quick morning hikes before I get to work. But if you’re driving a few hours to reach the trailhead, you’ll want to make it worth your while.

Remember to factor in driving time, breaks on the trail, time for photos, and some buffer in case the hike takes longer than expected. Daniel and I usually plan for our hikes to take about 25% longer than what the guide books or blogs suggest.

alex and daniel hiking in haleakala national park
Daniel and I hiking in Haleakala National Park in Hawai’i.

Consider what you want out of your hike

Are you looking for epic mountain views? A peaceful forest walk? A challenging workout? When Daniel and I started hiking together, we focused on scenic trails with lots of photo opportunities. Now we often seek out more challenging hikes for the physical challenge.

If you’re new to hiking, I suggest starting with easier trails that have a clear “reward”–like a waterfall or lake view–to keep you motivated. There’s nothing wrong with choosing an easy nature walk if that’s what you’re in the mood for!

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Consider trail conditions and trail difficulty

Trail conditions can make or break your hiking experience. I always check recent trail reports before heading out–websites like AllTrails are great for this. Consider the season (is there still snow on the trail?), recent weather (will it be muddy?), and your comfort level with things like elevation gain and exposure.

When Daniel and I were just getting into hiking, we avoided anything labeled “difficult” and stuck to moderate trails until we built up our confidence and fitness level.

alex hiking in denali national park
Hiking in Alaska had some tough trailheads to get to!

Consider how to get there

Access to the trailhead is super important! Some trails require high-clearance vehicles or have rough dirt roads leading to them. Others, like many in national parks, are easily accessible with paved parking lots.

Consider whether you’re comfortable driving on rough roads, how far you’re willing to travel, and whether you’ll need a particular pass or permit to park. I always download offline maps on Google before heading out since cell service can be spotty in mountain areas.

Make sure you have the right gear

Even an easy trail requires some basic essentials! After growing up near Glacier, I’ve learned to always carry the “Ten Essentials”–even on short hikes. You’ll need good hiking shoes (those old running sneakers probably won’t cut it), plenty of water, and layers since mountain weather can change quickly.

When Daniel and I started hiking, we chose pretty cheap items until we knew what we wanted to invest in. Don’t forget essentials like sun protection and a first aid kit, however! If you’re hiking in bear country like I often do, bear spray is an absolute must, as well!

Conclusion

Choosing a trail ahead of time will make the experience of hiking so much more enjoyable–and even safer. This is why it is important to do a little research before you go ahead and make the leap and hit the trail. There’s nothing better than finding the hike that fits your skill level and what you want out of it. This is when hiking is truly a magical experience!

If you have any questions about choosing the right hiking trail for you, let me know in the comments!

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