Face on Mars - I'm digging what you're putting down!
Thanks for the help!
Glad to help McFly & congrats to you and your fiance! If you're going to do something other than just the Jud Weibe loop or Bear Creek, I'd suggest picking up a real trail map for $10 at Between the Covers, Jagged Edge, or any of the other outfitter/sports shops. The freebie tourist maps give you a general idea, but the true topo maps give you excellent detail and can literally be a lifesaver. Generally speaking, if you stay low enough you should be OK as far as snow goes. So, you could even take my example even further and start up tomboy road until it switches back the first real time to the west ... continue for another 1/5 mile to the west until it switches back again to the East, BUT get off the road and take the single track trail to the north. That will eventually link up with the Jud weibe. So you could essentially traverse a VERY long ways from east to west without getting super high up there in elevation (and avoiding snow).
As far as the other question about overnights, haven't been out and about enough recently to know for sure, but you could do a similar thing ... but find a nice north south ridgline (in between gulches) a bit higher up than the trails I mentioned, but maybe lower than snow line. There's a decent chance that woods lake is snow free & you'd be able to hike about the wilson area or at least make some headway to navajo lake.
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