Day 1 - Onward to Phandalin
Once the group had gathered their things and made their way outside, breakfast in their bellies, the reins of the wagon were handed over, and the party set out toward Phandalin in the wake of their employer some hours earlier. The wagon was well made, with two yoked oxen there to pull it for you. The beasts handled the load like it was nothing, but they moved no faster than a man on foot, so the lack of mounts for those not riding the wagon was no obstacle. (One person can drive the wagon, and another can ride up front with them. The rest will be on foot. For the sake of random encounters, let me know who's riding on the wagon and who's walking, or what the rotation is if you want to switch off.)
You can smell some moisture in the air as you leave the tavern, but there are no clouds above you to indicate why. As you reach the gates and pass through, however, you see a large storm quite some distance off to the southeast. Neverwinter rests on the top and side of an active volcano that constantly pours a stream of magma through the heart of the city (which is why it's Never-Winter), and the elevated view allows you to see for quite some distance even if you're too far away to make out details. One detail that it does not take a sharp eye to see, however, is that the storm system in the far distance is producing an incredible amount of lightning, with the worst of it seemingly drawn to the same spot. There's a large forest between it and you, so where the lighting is striking is anyone's guess, but from this great distance it looks like it's almost the same exact spot over and over.
Storm moves off to the east over the next hour before it drifts out of sight. The ground beneath you remains dry throughout the day, thankfully, and into the night as well. You pass a few travelers along the road, all headed toward Neverwinter or beyond, according to those who seem pleasant enough to share more than a nod or greeting. You spot some distant birds here and there, a couple of prairie dogs at one point, and a lone wild pig who stares at you for a moment from half a mile away before trotting off toward the woods.
As nighttime draws near and the moon shines brightly overhead, the time comes to decide what to do about camp. This particular stretch of land has no other cities or towns, or even lone inns along the road for you to have a comfortable rest, so the question is mostly one of (a) next to the road or (b) off in the nearby woods?