Yes, trails for all

I agree with the two previous answers.

You want to be dropped off at the front of the main hall, a large white building at the top of the hill overlooking the expanse of the park. That is where the restaurant is located as well as the rest rooms. From there it is a short walk to the auditorium behind it. Check out their website for more info. If possible, attend an event you like. Have fun. Search Chatauqua Boulder for more information.

I didn't drive there but I don't think there is an entry fee or parking fee. And yes, there is easy to moderate hiking.

No, there is no camping nor are there RV hookups but they do rent super nice cottages with kitchens and easy access to their dining hall, auditorium, hiking trails, picnic area etc.

Week ends are very busy, but bus' run from Vista school to the park. I do not believe bus' run during the week and it is about a mile up the hill from Broadway. The restaurant there is a wonderful place to eat and with luck it will be nice enough to eat on the deck and people watch.

If you don't like the weather just wait a few minutes. Snow can come in October but it is normally a wonderful time for Boulder.

There are bears, but they are quite shy and if you don't bother them they won't bother you. Usually black bears that are smaller. Other hikers will warn you if bears are seen.

There is a visitors center. I would suggest checking in with the visitors center for most recent wildlife reports. Be safe ... use common sense ... never ever engage a bear if encountered. Read up on what to do if you encounter a bear. Trust the experts at the visitor's center.

No, it's about a mile to the top of the flatirons: google "Chautauqua trailhead' and you can find a map with distances. I walked this last Saturday, and it was icy. I wore crampons but many people braved it in sneakers (I'd say foolishly). If you plan on doing it in winter, be sure to have good soled boots. Many people benefited from walking poles, too. I'ts not hard, just icy!