West of Greenfield and Shelburne Falls, the 7,800 acre Kenneth Dubuque Memorial State Forest has a few long singletracks and lots of doubletracks. It's a mountain bikers paradise nicely juxtaposing moderately hard rolling woods roads and technically difficult trails. The best place to start riding is forest headquarters. From there head uphill on Klingholt Road and try not to get lost on the hilly paths that keep branching off this old woods road. After passing through a metal forest gate, check out the abandoned apple orchard right in front of you. Bear left up through the field and then going right onto a usually muddy old jeep road. There are a number of good riding options off that road, including a few singletracks that you wont want to miss. If you plan things right, or get very lucky, you ll cross Route 8A, on a very steep downhill. This will be at Dubuques snowmobile parking lot about 1 1/2 miles north of your start. (Or you may come out on Route 8A 1/2 mile north of there in West Hawley Center.)
Watch out for the bridge at the far end of the parking lot. Its usable, but missing a few planks. And get ready for a long hill. Now youre in the eastern part of the forest where youll find the majority of the riding. A simple non-repetitive tour around Dubuques most obvious woods roads will net you a 20-25 mile ride. But thats only for starters. do not forget to check out three popular trails in the eastern section of the forest: Gould Meadow Trail, the steep frightening Marsh Trail singletrack and The Moody Springs Trail.
To reach the trailhead from Greenfield, head west on SR2 for 16 miles into Charlemont. Turn left heading south on SR8A. Park at the Forest HQ in Hawley.
Overall, Kenneth Dubuque State Forest is the 10th most popular mountain bike trail of all 35 mountain biking rides in Massachusetts.