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You really have to go to think of elevation plus mileage and weather plays into this
My 11 from easiest to hardest (no snow, no heat) via certain trailheads:
1. Sawmill Mountain via Nordic Base
2. Baden Powell via Vincent Gap
3. Strawberry Peak via Redbox
4. Santiago Peak (if you drive halfway up)
5. Sitton Peak via Ortega Hwy
6. San Jacinto via tram
7. Mt Baldy via the Notch
8. Cucamonga via Ice House
9. Ontario via Ice House (if you can backpack and stay up there to do Cucamonga too it is easier)
10. Mt Wilson (any trail)
11. San Gorgonio (via South Fork and easier if you backpack)