I have been in contact with Monticello.

Any event would be during the week. Weekends are booked for MMC events.
This would be a one day event, we can race. A PDX / Club Trial or Time Trial would fit as well. This is using the 1.8 mile south course. The right side of the track map.
http://www.monticellomotorclub.com/

What do you think?

Yes, the circuit would have to be inspected and approved for SCCA use. We did that this year at NJMP.