There are numerous creek crossings along Hunting Hollow Road unless Coyote Creek is dry. Always check the park water conditions at the Pine Ridge Association website when planning out water supply and spring usage. Always filter water from springs.
From the Hunting Hollow entrance, run along Gilroy Hot Springs Road to the Grizzly Gulch entrance. This is an excellent two mile warmup on a relatively flat road. Take Coit Road to Anza Trail and follow that to Jackson Trail.
The climb up to Jackson Field is rewarded with increasingly expansive views. If you bring an appropriate water filter, then Elderberry Spring can be used to replenish water. Follow Jackson Road and keep going as it turns into Wasno Road. This is one of the most beautiful stretches of ridge that's a reasonable day trip in Coe.