20 Questions to Start a Great Conversation While Hiking

As we hike, communication is happening all around us, even if we’re not a participant. 
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When we listen to nature, we hear sing-along tunes of birds, chitter chatter of squirrels and chipmunks, the humming of insects, or perhaps the occasional greeting from a far off coyote.

Trails can be a place that offer silence when we need to retreat. Going for a solo hike can be a great way to clear your head while enjoying the solitude offered within the natural cathedral of abundant trees. 

However, trails can also be a runway for creative conversations. Observing all the different parts of an ecosystem working together, we may feel inspired and reminded of the importance of connection with others.
“Besides enjoying the physical benefits of hiking that everybody knows about,” shares Pradip, member of and KTA Representative for Chester County Trail Club, “hiking in a group gives one extra and very valuable benefits of social interactions.”

Hiking with a friend or group is a special kind of experience that sparks fresh ideas within the infinite space of the forest, valleys, and path ahead. 

20 hiking-themed conversation starters
Next time you’re hiking with a friend, try one of these 20 hiking-themed conversation starters:

1. What’s something you’ve learned about yourself while hiking?
2. What’s one of your favorite hiking memories?
3. What are important factors for you when choosing a trail?
4. Name 5 trails on your hiking bucket list.
5. Name 5 people you’d love to go on a hike with (past or present).
6. How has your approach to hiking changed over the years?
7. When did you begin hiking and who introduced you to it?
8. What draws you to hiking?
9. What other outdoor activities are you interested in?
10. Which animals or wildlife fascinate you the most?
11. Which trail have you hiked the most often and why?
12. What are your hiking goals?
13. What hiking resources do you use (books, blogs, YouTube channels, social media accounts, etc)?
14. What is your favorite piece of hiking gear?
15. What inspires you while you’re hiking?
16. What do you enjoy about hiking with someone? What do you enjoy about hiking alone?
17. What is the most challenging part about hiking for you?
18. How do you plan your hikes?
19. What environment/outdoor-related topics would you like to learn about (geology, birding, native plants, etc)?
20. What was your intention for going on a hike today?

Hiking trails provide a neutral space where relationships, cross-cultural conversational skills, and communities can be strengthened. 

Trails are one of PA’s greatest assets, can aid in improving overall well-being and physical and mental health, and even benefit our state's economy through outdoor recreation opportunities.

Keystone Trails Association is committed to preserving, protecting, promoting, and providing recreational hiking opportunities and trails in PA.

You can help!

1. Join our statewide community of hikers
2. Hike with us at an event
3. Volunteer to care for trails

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