Killington and Bridgewater
Sept. 12, 2025
This was a very fun ride on some really remote gravel. It involved climbing for five miles, and then coasting down for five miles. It was mostly in Bridgewater, but crossed the Killington town line just briefly at the very top of the hill, for a quick view of the ski mountain and trails. On a beautiful autumn day, it can’t get better than that.
We started this ride by parking at a pull over near the bottom of Daily Hollow Road, just below a bridge. This is a big wide turnoff, so it is good parking.
We then road up Daily Hollow for 3 miles or so. Daily Hollow is pretty steady up, paralleling Dimick Brook, before turning onto Steven’s road, to keep climbing.
It has been crazy dry in Vermont this August and September. We are in drought conditions, and you can see the evidence of that in the streambeds on this ride. Dimick Brook was just a boulder field, and I am sure it is a rushing brook in the spring time.
Heading up Stevens, it starts getting steeper, up to 22% grade in places and turns into a Class 4, but it’s a very good class 4. You can drive a car on it. Yet there were hardly any cars along this whole ride, just quiet forests.
The top of Killington resort was visible as we passed one residence near the top of Stevens Road. Also near the top of Stevens, you cross into the Town of Killington. You ride through the pass, then head down a steep class 4 to Oxbow road 200 feet in elevation below the pass. Oxbow Road is a class 4 and heads east toward Barnard/Chateauguay Road where the road changes to class 3. There was some loose gravel on the steep downhill sections, where you have to be careful.
For the balance, you ride down Chateauguay Road along the north branch of the Ottaquechee, which is beautiful. The last part at Bridgewater Corners is paved before you find Daily Hollow on the right and ride back to your parking spot.