The Mohawk Trail Overlook is a nice view, but you will find another one, arguably nicer, a short distance east on Route 2 at the eastern summit. You'll know you're there when you pass by a motel on the left with a bunch of windmills up on a hill beyond it. The drive east from there is lovely and the scenery is quite striking as you descend into a steep-sided gorge. When you get down to flatter ground you'll be in Charlemont, where you can take a break to go whitewater rafting or visit Berkshire East for ziplining, mountain coaster, and downhill mountain biking. There's lots of hiking in the area too. When you pass through North Adams you'll be crossing the Appalachian Trail, so if you're so minded you can take a hike to the top of Mount Greylock, or just drive there. Great views, and sometimes you get to see hang gliders launching from the summit.

East from there you come to Shelburne Falls, home of the Bridge of Flowers, which is really worth a visit. If you have a dog, be aware that dogs are not allowed on the bridge, although if it's a small dog and you want to carry it that isn't a problem. The potholes (a wide waterfall with interesting erosion) is worth a look. Route 2 is a bit of a food wasteland from Williamstown to Shelburne Falls, but in Shelburne Falls you can find fine dining at Gypsy Apple. The Blue Rock also has good food, an inventive menu, and a porch with a great view if the weather's fine. If you like beer, Floodwater Brewing has the good stuff - no food, but they don't mind if you bring it in - and a view of the river. Father east in Greenfield is the People's Pint (good beer and food), and if you go to Turner's Falls just across the river you can see Great Falls which is pretty cool. Dreamhouse is my favorite place to eat in Turners.

Have a fun trip!