Advanced barefoot hike at Blue Hills Reservation


Blue Hills Reservation

1904 Canton Ave · Milton, MA

How to find us

Look for barefoot people near the red dot trail head

Location image of event venue


Come join us for a fairly tough, advanced barefoot hike at the Blue Hills Reservation. Several spots along these trails offer great views, including the Boston skyline. We will hike the red dot trail up to the observation tower on Great Blue Hill and then follow the Skyline (blue dash) trail over to the Milton State Police station. From here we will take the return loop of the Skyline trail back to the tower and then follow the red dot trail back to the parking lot below.

This hike provides quite a bit of climbing over some pretty rocky terrain. This is probably about as tough as it gets this far East in Mass. We will cross a few areas with gravel, scree and broken sharp rock. There are several good pulls up some pretty steep, rocky slopes. The hike will be a three to four hour workout, depending on our group. You WILL be tired at the end, but it's a good tired :)

New barefooters are welcome to join us on these fun trails. However, I ask that they please bring along shoes for the scree, gravel, and other tough places. There are some nice boulders and rock faces that are fun for new feet. Everyone is welcome.

All hikers NEED to bring water. Carry at least one liter (if it's hot bring extra). There are picnic tables at the Police Station so bring a snack and we'll stop there for a little break. Restrooms are available at the start and midpoint of the hike. Tick repellent is recommended, although I've never had a problem on these trails. A walking stick or trekking poles will be handy on the steep downgrades. Those not sure of their ability PLEASE bring backup shoes. Those who know me know how much I despise shoes but this is a TOUGH place to barefoot.

Meet in the parking lot near the red dot trailhead. This is the parking lot that is between the ski area and the Trailside Museum. Meet at the end of the lot closest to the Trailside Museum. Additional parking is available on the other side of the Trailside Museum. Look for barefoot people.