Initially known as the Woodbury and Waterbury Street Railway it soon became part of the Waterbury and Pomperaug Valley Street Railway and was subsequently absorbed by the massive Connecticut Company - the primary electric street railway company in Connecticut. The line was abandoned in the 1930s when visitors began driving their cars to the resort.
|Source: Central and Northwestern Connecticut Interurbans|
Woodbury Trolley (Backwoods by the Reservoir)I started at Old Sherman Hill Road and road south towards the Reservoir. It was all downhill and strangely much steeper on the section going north into Woodbury.
|It's all downhill going west...|
|There's a small spot to park on Old Sherman Hill Road|
|Old Sherman Hill Road|
(pay no attention to the orange signs :-) )
|The view up Trolley Bed Road at the start|
I rode up to Route 64 first before I hit the woods...
|It's a picturesque ride|
|Definitely glad I was on the mountain bike and not the road bike!|
|The classic embankment shot|
|At the end|
|Some spots were pretty overgrown!|
|I am found of embankment photos :-)|
|All uphill going back but doable!|
|Panorama of the Woodbury Reservoir|
It took 20 minutes one way (going down) - probably 12-15 minutes if you wanted to bomb it. Going back - add at least another 5 minutes because its all uphill.
Middlebury GreenwayI next drove over the Middlebury to ride the Greenway. This follows the path of the old trolley ROW and has been fully paved, etc. It would have been better obviously on the road bike but the heavier bike and lots of hills made it more interesting for me.
|I started out from the FireHouse|
|Oops - The official place to start!|
|This place is now a pizza joint!|
|End of the line|
Short One-Handed Video of the Trail
Sure it was somewhat boring compared to riding single track or a rutted abandoned ROWs in the woods but it was nice to see the Town feature the trolley line and the hilly up and downs made it fun.
LunchI grabbed lunch--which included a double IPA!--at this spot: Maggie Mcfly’s. It was wonderful and headed a bit south to Ride the Larking Bridle Trail.
Further InfoMiddlebury Greenway (TrailLink)
Quassy: One of the Last of the Old-Time Trolley Parks
Trolley Parks: Survivors of an earlier era
(In 1919, more than 1,000 parks speckled the U.S.; now, there are 11)
Woodbury Trolley Trail (Bike Explorations)
Northeast U.S. Interurbans
(Maps and Details on the Interurbans Systems in New York and New England)