Wenakeening Woods and Idylbrook Loop

EASY 5 reviews
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Wenakeening Woods and Idylbrook Loop is a 4.1 mile lightly trafficked loop trail located near Holliston, Massachusetts that features a lake and is good for all skill levels. The trail offers a number of activity options and is accessible year-round. Dogs are also able to use this trail.

4.1 miles
127 feet

dog friendly

kid friendly


cross country skiing


mountain biking

nature trips


trail running




rails trails

wild flowers


Park on Cross Street in Holliston, near the rail trail. Start off south and go around the Old Bog area working your way further south to the Idylbrook Conservation Land area. Continue around the fields, take in the beaver dam and birds, then head north back up to Wenakeening Woods. Take a victory lap around the baseball field then back into the woods for the final leg back to the starting point and your car. Be on the lookout for deer!

trail running
10 months ago

A very pleasant property. You can combine a trail run or hike with some time on the Upper Charles rail trail. The rail trail was busy with soccer Mom's walking their dogs and gabbing away. I went south and just worked my way down to the Idylbrook property and playing fields. There are some wetlands, water fowl, and beaver dams to see on the way. Very nice overall. Then I continued clockwise back up to the Wenakeening Woods and some playing fields there. I did start my GPS in the woods so be aware of that. A nice trek for sure! Enjoy.

trail running
10 months ago

Thursday, March 30, 2017