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Wenakeening Woods

Details unconfirmedPreserve · Holliston, MA
Right now

A 104-acre woodland on Holliston's east side with two-plus miles of trail shared with the neighboring Idylbrook Park in Medway, popular with mountain bikers and leashed dogs on the connecting cart paths.

What to expect

Parking
Free lot free · unconfirmed
Trails
2+ miles, extending further via the connected Idylbrook Park loop easy to moderate · natural, cart paths and single track
Entry fee
Free
Dogs
All dogs must be leashed, and owners must clean up after them
Managed by
Upper Charles Conservation Land Trust Website

Common questions

Is hunting allowed here?
No, the property is posted against hunting and target shooting.
Where do I park at Wenakeening Woods?
Free lot (free).
Are there trails at Wenakeening Woods?
Yes. 2+ miles, extending further via the connected Idylbrook Park loop. easy to moderate difficulty. Surface: natural, cart paths and single track.
Is there an entry fee at Wenakeening Woods?
No, entry is free.
Can I bring my dog to Wenakeening Woods?
All dogs must be leashed, and owners must clean up after them
What rules should I know at Wenakeening Woods?
No motorized vehicles, no fires and no dumping; stay on marked trails.

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Parks (8) · Ponds (3) · Lakes (1) · Playgrounds (1)

BetaSome details here are unconfirmed (hours, accessibility). Details are sourced from public agency data and can change through the season. Confirm locally before you go. Sourced 2026-07-22. Official source. Updated 2026-09-13.