D2R2 = Deerfield Dirt Road Randoneer Here is a ride in the Berkshires that is 70% dirt roads with 15,000 ft of total climbing. I did this as a bike ride in 9:15 hours. It was brutal. This bicycle ride happens every year in august and is a blast. Ive done this on my GS as well with 2 friends and it makes for a great ride on mostly dirt. Start in Deerfield Ma. and end there as well. There are many options to bail as you cross rt. 2 a couple of times. I hope this link works, if not I will try a different link in a couple of weeks.