The Wassaic Edition of the Dirty Dover Gravel Grinder (D2G2) route is a 100+ mile that traverses some of the best dirt roads Dutchess County, NY has to offer, and rides most of the original Dirty Dover Gravel Grinder roads in reverse. To make this route an American Century it first goes to Skiff Mountain and climbs up Lambert Road, which is seasonally maintained and doesn't appear as a through road on most maps. The signature climb on Skiff Mountain is North Kent Road No. 1.
Once you are back in NY, after 30 miles of riding I strongly suggest you stop at the Amenia Cumberland Farms to fuel back up before hitting Cascade Road, which is 3 mile climb with a 700 elevation change. The Hammond Hill climb is another notable climb which starts in Millbrook and you ascend 1000 feet over 10 miles. The back side is a super fast descent with a sharp curve in it and it's highly recommended to take it slow.
After you return to Dover Plains, stop in at Renny's to fuel back up before hitting Butts Hollow. There you will find an initial wall of a 13% grade and then mostly 5% and 8% grades till you get to the top. The backside of Tower Road is yet another ascent that has to be reckoned with. The Dark Hollow climb is not as tough as the other two but it's certainly challenging since you have already ridden almost 100 miles.
Once you are back in NY, after 30 miles of riding I strongly suggest you stop at the Amenia Cumberland Farms to fuel back up before hitting Cascade Road, which is 3 mile climb with a 700 elevation change. The Hammond Hill climb is another notable climb which starts in Millbrook and you ascend 1000 feet over 10 miles. The back side is a super fast descent with a sharp curve in it and it's highly recommended to take it slow.
After you return to Dover Plains, stop in at Renny's to fuel back up before hitting Butts Hollow. There you will find an initial wall of a 13% grade and then mostly 5% and 8% grades till you get to the top. The backside of Tower Road is yet another ascent that has to be reckoned with. The Dark Hollow climb is not as tough as the other two but it's certainly challenging since you have already ridden almost 100 miles.
Please ride safely, wear a helmet, and ride at your own risk!