This is one of the best loops on the East End! It's mostly singletrack with a little dirt and paved roads mixed in as it travels over the rolling terrain. Expect some nice short climbs and fun downhill sections. The ride is somewhat technical, but it's well within the reach of intermediate riders. In addition to this classic loop, there are many options to create your own adventure, as well as trails that lead to the bay for added mileage and views.
Need to Know
Keep the MTB Project mobile app handy as there are plenty of spur trails, intersections, and detours on roads to make navigating tricky.
Beware of some of the sandy sections if you aren't used to riding in sand. This is not a trail for beginners and you'll often see people hiking and walking their dogs.
This ride starts at a large pull off parking lot on Route 114 between East Hampton and Sag Harbor. Take a moment to look at the large map at the trailhead that shows some of the alternative routes. When you're ready, head north on the Northwest Path for a short climb and descent that leads to Two Holes Water Road.
On the other side, follow the trail to the left and then turn to the right to follow Fosters Path. This trail will continue northward almost all the way until the loop begins to head back. Eventually, Fosters Path descends past Scoy Cemetery before arriving at a small parking area on Northwest Road.
Continue across the road to follow the Paumanok Path: Scoy Pond Connector as it parallels the distant pond. At the next intersection, turn left onto the Northwest Path which will take you all the way back to the end of the lollipop loop. Much of the climbing happens on the return leg, but there are still a few good descents to keep it interesting.
History & Background
There are markers along the way here and there of historic sites including graveyards, an old homestead, and a school.