<p>I’ve done Falling Waters to & from Greenleaf and it’s a MUCH tougher trail than the Old Bridle Trail. You should be able to do Old Bridle to Greenleaf in 5-6 hours, then spend the night in the hut. Day 2, hike to Mt Lafayette for amazing view of Pemigewasett Wilderness. Hike along ridge to your turnaround time, then back to the hut. </p>
<p>I’ve spent several night in Greenleaf and there are many kids, so you can do it!</p>
<p>Don’t underestimate how difficult a day hike to Lakes then Monroe and back. That is a very challenging hike. </p>
<p>re: hiking the Whites in the dark. Always amazed the Hut Croos carry out their raids at night and run between the huts. (supposedly full moons with good weather are guaranteed nights for raids).</p>