Fall trails conditions as in any NE area. Mixed wet day yesterday in area, planned a weather break day amidst the Berkshires & had one. As a first time, chose the Blue Indian Monument Inscription Trail. An old wagon trail ending proximate to the Red Summit Squaw Trail. An easy south shoulder to summit climb, gradual ascent. The Red & Yellow Hickey Trails meet at the Monument. The red then used scrape & ledge & rocks (some as steps) to Squaw Mountain, clearly blazed. Children & newbies should be watched - the cliffs are real, a 900 foot drop. My altimeter read 1615-1640 height. A couple of “Pulpit” rock formations adjoin the cliff face here, one the Devil’s Pulpit. The trustees allow no rock climbing here. Descent can be had by the Squaw Trail Red .5 mile which intersects the 1.6 mile Blue Monument trail up or down. The .8 mile Hickey Yellow Trail is correctly styled strenuous. In fall, leaves conceal rocks & pits. Yellow blazes are adequate. Taken downhill the trail is 2/3 sharp incline & rocky. Very attentive. Two bridges & views of the lower cliff rockfalls & some flatter slopes appeal. All (the Red via the blue north or south, the Yellow at the Monument) commence & end at the picnic & parking area. If time, a ride back via State 183 to the West show a rich valley romantic view of the massif along the Housatonic River. The northern water from Squaw Mountain is Agawam Brook Pond. The trail condition is good. Weather turns a risk at the summit. Pay to park or donation encouraged with solar powered ATM/Debit/Credit machines.