Skyline Loop via Trailside Museum (w/ Sonya) (Blue Hills Reservation)

Skyline Loop via Trailside Museum (w/ Sonya) (Blue Hills Reservation)

Hike Type: o-o Loop

Distance: 4.52 miles

Elevation: 1,201 feet

Time: 1 hour, 43 minutes
Hiking Challenges: 52 Hike Challenge 2025; Great Blue Hill Summits

The Hike 

I really wanted to drive up to the Whites to hike Mt. Wolf, but a late night compounded with another day of high anxiety, I opted to sleep in a bit and revisit the Blue Hills, which I was not mad about! I was only mad that I was still feeling anxious, but alas... I made it to the Trailside Museum parking area around 8:00am, which was a little busier than yesterday, but by no means full. The weather was yet again wonderful at 67 degrees with relatively dry air and a nice intermittent breeze. My body was feeling tired after yesterday's hike so I was planning to take things slower.

That plan did not last - once I got moving I truly sailed up the Eliot Path - my legs were feeling good! I made it up to the summit and looped around toward Eliot Tower, where I noticed a stone on the ground that read "BMB Take this with you. Do not leave it behind!" - I am incredibly curious what that could be about!

Descending along the Skyline Trail, I got stuck behind a bunch of guys in golf attire, but eventually got to pass them and made my way into Wildcat Notch, which smelled wonderfully floral. My watch had been misbehaving again, showing low heart rates when it should have read 160+, but it fixed itself once I was climbing up Hemenway Hill.

There was a slight traffic jam at the headwall at the Breakneck Ledge junction, but I scrambled up the side no problem. At the top of the scramble, I ran into a woman with three dogs who I saw yesterday - she recognized me! I got stuck behind another duo that wouldn't let me pass on Hancock, but soon I got past them and made it down. At the bottom, I took a swig of water and saw a family of three deer staring at me! They moved before I could get a good photo, but when I was getting water at the water fountain, there was a hummingbird at the headquarter's hummingbird feeder! That made up for the deer.

I was much sweatier than yesterday at this point, and I drank too much water before my Houghton climb, because I was feeling ROUGH. I also saw god, again. My heart rate got up to 187, which is high for me. I did survive, though, and then I got to zone out for the next bit of time. There were some bugs near the stream crossing between Houghton and Great Blue Hills, but nothing too bad.

Up next was the final push up Shadow Cliff back to the summit of Great Blue Hill. I think I did almost pass away, but I stopped right after the scramble to question my life choices and catch my breath. I opted to not take a victory lap today as I was nearing death, and instead to just enjoy my second summit and a nice walk down Sonya. I passed a guy peeing into the bushes on my descent, and when I got to my car, realized I, yet again, did not lock it. Oh well!

Step-by-Step

- Start hike from Trailside Museum parking on Eliot Path (red dots).

- At terminus, turn right onto Eliot Circle. 

- At next jct., turn left onto Summit Road.

- At next jct., turn right onto spur trail to Summit.

- Hike around observatory building clockwise.

- Follow gravel path to Skyline Trail.

- At terminus, turn left onto Skyline Trail.

- Descend summit towards Skyline Trail South.

- Turn left onto Skyline Trail, and then right onto Skyline Trail North.

- At Hillside St., turn right onto Hillside St.

- After stables, turn right onto Skyline Trail South.

- Follow Skyline Trail South to Eliot Circle.

- At Eliot Circle, turn left.

- At gravel path (same as before), turn right to summit Great Blue Hill.

- From summit, descend to ski area.

- Follow Patriots and Sonya down.

- Near bottom turn on Sonya, turn right back onto Eliot Path.

- Retrace steps to parking lot.

Blue Hills Reservation Map

Photo Album