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Sounds more like a retrocalcaneal bursitis or achilles tendonitis/tendonopathy. Without examining you and taking a thorough history, there is no sure way for me to tell, and so take this for what it's worth.
This likely has more to do with the change in terrain (though boots don't help). If you can change over to athletic shoes until better, do so. You may also consider an all-terrain athletic shoe with ankle support. In addition to the usual non-steroidal anti-inflammatories (advil, aleve, or whatever, in typical doses recommended by my physician), I would pad the crap out of the back of my heel with moleskin and/or other posterior heel padding. GENTLE stretching exercises with the achilles tendon 3-4 times a week or before and after your exercise may also help.
'zilla
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You may find me one day dead in a ditch somewhere. But by God, you'll find me in a pile of brass. -Tpr. M. Padgett
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