Level: Easiest
Length: 10 mi (16.1 km)
Surface: Greenway
Configuration: Out & Back
Elevation: +244/220 ft
Total: 7 riders

Mountain Biking Middlebury Greenway

****   Add a review
#45 of 110 mountain bike trails in Connecticut
#5166 in the world

The Middlebury Greenway is to be a picturesque walking and biking trail converted from an old trolley bed that runs through Middlebury to the Waterbury town line. Great climbs, especially for singlespeeders.

Before you go
  • No Drinking water 
  • No E-bikes permitted 
  • No Fat biking allowed in winter 
  • No Fee required 
  • No Lift service 
  • No Night riding allowed 
  • No Pump track 
  • No Restrooms 
Getting there
Park at Meadowview Park, Ledgewood Park, or Bristol Park. From I-84 East: Take exit 16 and follow Route 188 North to Route 64 East. The parks are located on Route 64. From I-84 West: Take exit 17 and follow Route 64 West. The parks are located on Route 64
Have you ridden this trail? Help improve this information.
I rode it!   Add to another list

Middlebury Greenway Trail map

Add to or improve this map // Place this map on your website

Local Info

Club Sponsor


Local Bike Shop

Trail checkins

Jordan Byron (on Jul 11, 2018)
What's this?

Upcoming Events

Add one

Trail conditions

Open (on May 17, 2007)
login to update

Camping & Lodging

Coming soon!

Middlebury Greenway videos

Add a video
We don't have any videos of this trail yet. Add one here.

Mountain Bike Trails Near Middlebury, Connecticut

Easiest | 10 mi

Rider questions

Add a review



  • IMLP140.6

    This isn't a trail but rather a paved jogging trail. It's nice and flat and good if you are learning to ride a bike. Otherwise, it is a snooze fest!

    Reply | Thank | Edit

  • ****

    Not a great place to get speed there are always many people but it is a very scenic

    Reply | Thank | Edit