Can anyone help me find these hiking trails and might know which one has some challenge to it, and also maps?

I would like to find a credit card with Reward Points for a store like REI, or Dick’s Sporting Goods, or Sierra Trading Post.
Plan on doing more camping and have added hiking and kayaking to my list of outdoor activities, but all the “specialty” gear is expensive.

I am going on a hike with my mum and it isn’t the sort of thing we usually do. I want to get some cute hiking/camping gear like boots, pants or packs. What are some good places where i can find these?
thanks