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I walked 500 miles of the Appalachian Trail wearing Lowa Renegade mid-high boots without a single fall or ankle twist. I then switched to a low version of the boot and fell/rolled my ankle three times the first day, with very similar trail conditions. Therefore, I am a mid-high boot wearer to...
We use a small fleece pillow case from Thermarest and stuff it with our down jackets to make a pillow at night. Of course we will be walking in colder weather and will be taking the jackets anyway, so this may not be an option for you.
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