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Road trip to Colorado & Wyoming from Missouri- Hotel question

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I will be traveling with my parents to Colorado and Wyoming from Missouri the end of July. We will be visiting Estes Park, CO, Douglas, WY (family reasons), Jackson Hole, WY and MAYBE Yellowstone. Just curious if we would have to make hotel reservations ahead of time or would it be possible to travel around and stop whenever we feel like it which is what we would prefer? I don't want to run into a situation where everything is booked. We are not too picky about where we stay as long as it is clean. Any thoughts?

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