Remember this nugget: There is no bad weather (OK, within reason!), only the wrong clothing.
No matter if your scheduled walk is one hour or four, being prepared ensures you have a lovely experience.
What to Bring
Always be prepared!
A small backpack or bag for your things
A water bottle — and on hot days, more than you think you need
Snack if you need to munch often
Bug spray of your preference
Sun hat + sunglasses
A journal or sketchbook if it suits your fancy
Comfortable sturdy shoes
Clothes that can get dirty
Rain coat + hat.
A walking stick if it helps you walk confidently
Sunscreen
A camp stool, if you prefer that to sitting on the ground
Extra Layers. I can't stress this enough. You want to be comfortable, especially having the opportunity to stay warm. The woods are cool, even on warm days, and especially early morning or into the evening. Wear more than you think you need. Even in 50 degree weather I wear snow pants and winter coat, hat and mittens—I can peel them off, but can't put them on if I don't have them.
Do not let lack of prep be a distraction!
What to Wear
Sturdy, safe, comfortable walking shoes
Weather-appropriate gear
Extra Layers. I can't stress this enough. So I'm going to repeat it. You want to be comfortable, especially having the opportunity to stay warm. The woods are cool, even on warm days, and especially early morning or into the evening. Wear more than you think you need. Even in 50 degree weather I wear snow pants and winter coat, hat and mittens—I can peel them off, but can't put them on if I don't have them. If it looks like it might rain, bring a raincoat, rain pants, even an umbrella if that will make you feel comfortable. Do not let the wrong clothing be a distraction.