Timberline is hosting special events in the fall. First weekend is Sept. 25-26. Next one is Oct. 23-24. For details, check out the Calendar webpage.
From the email I got today:
"The winter season is approaching, but be sure to visit Timberline Mountain on the evening of Saturday, September 25th to celebrate local artist Gerri Wilson with food and drinks available. Stay with us and enjoy brunch and chairlift rides at Timberline Mountain from 9 AM until 2 PM Sunday, September 26th. Ride up the incredible highspeed lift to the top for amazing views of trees donning their final burst of color before the snow arrives."