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I just wear a bright yellow shirt with some reflective elements on it. At night I stick to sidewalks or paved trails through neighborhoods which have street lights. A head lamp could be useful if it's too dark as you sure want to avoid twisting or breaking your ankle.
For clothing, I live much further South than you, but layering is the key. You can bet up there in winter you will need some type of wind breaker pants. Usually this is enough for your legs, but if its in the 30's or lower, you may need some with insulation lining in them. For my torso layer I like the Underarmour brand, long sleeve turtle neck, with a light wind breaker over that. For my head and ears I wear a beanie. Underarmour also makes a hood/face mask that might be better for those really cold mornings.
For clothing, I live much further South than you, but layering is the key. You can bet up there in winter you will need some type of wind breaker pants. Usually this is enough for your legs, but if its in the 30's or lower, you may need some with insulation lining in them. For my torso layer I like the Underarmour brand, long sleeve turtle neck, with a light wind breaker over that. For my head and ears I wear a beanie. Underarmour also makes a hood/face mask that might be better for those really cold mornings.