Yes. Using HF and a NVIS, Near Vertical Incidence Skywave antenna you can reach out to 400 miles max and 200 miles typically. The only downside is the first bounce off the ionosphere is around 20 miles from your station.
You could cover that gap with a VHF repeater on the ridge or look to see if there are already repeaters in your area, but that will make you dependent on someone else’s gear.