Check with EMS, REI, and/or Campmor. They provide a wealth of useful info on both gear and terrain. They also are likely able to connect you with individuals or groups who hike in your area. Start with short, well marked trails and be sure to sign the register at the trail head if there is one. Make sure someone knows where you're going and has a rough estimate about your return time. Most Black bears are not interested in bothering people and are likely to avoid you unless yousurprise them or they have young. We see bear fairly regularly on our hikes in the Catskills, never had a problem. They have poor eyesight, so don't assume that tey see you just because you see them. I'd advise against the pepper sprsy as most sprayers have too limited a range and too small a volume to do more than anger the bear. Also, people have been known to accidently spray themselves by spraying into the wind without realizing it. Hiking with company is wise- primarily in the event of injury. Again, talk to someone at Eastern Mountain Sports, REI, etc..
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