HomeMassachusettsQuincy › Blue Hills - Skyline Trail

Blue Hills - Skyline Trail

4.7 ★★★★★ 476 Google reviews · Running trail in Quincy, Massachusetts · Hours vary

Runner's snapshot

Surface
Natural surface
Loop distance
5 mi
Shape
Loop
Shade
Not reported
Access
Not reported

Confirmed from Blue Hills - Skyline Trail's own listing, the park or land manager's website, and runner reviews. Blank cells mean we could not verify that fact — we would rather say "not reported" than invent one. There is no Easy / Moderate / Hard rating on this page on purpose: a one-word difficulty score tells you nothing about whether a trail suits your run. Surface, distance, shade and hours do.

Natural surface5 miLoopScenicFlat & fastHillyRestroomsTrailhead parkingMile markers

Young, forested reserve for hiking as well as scenic views of Boston’s skyline.

What runners say about Blue Hills - Skyline Trail

Pulled from public reviews of this trail (476 of them) — the things people bring up again and again, in their own words. Nothing here is written by us.

🏞️ beautiful scenery 6 mentions

“Absolutely gorgeous, trail very well marked (follow the sky blue lines), but very rocky and steep with a lot of scrambling--watch your footing.”

👟 good for all levels 3 mentions

“Great, relatively easy trail.”

Beautiful trail near to Boston. We went early morning at 6am and were back to base by 9:30am. As we were early getting parking was easy. Trail is nicely marked to follow blue signs which really helps you keep on track. So there is no way you are getting lost.

★★★★★ — Omprakash , Sep 2022

It’s a difficult hike but worth taking. I spent 3 hrs as it was the first of its kind of hill hike for me. Good that I didn’t read much before deciding to go for it. I could see kids and grown ups showing the same level of enthusiasm. This was motivating for me all along and kept me going.

★★★★★ — Neeraj , May 2021

Great, relatively easy trail. We jumped between the blue and green trail which took us a little over two hours round trip. Small uphill and downhill climbs that could be a little difficult if not sure footed. Great views of the city!

★★★★★ — John , Feb 2022

Excellent trail. Challenging scrambles, and a good distance. Did it west to east from 138 in Milton to Shea Rink in Quincy. You get lots of elevation and scrambles right from the start and all the way along. As its name suggests you hit the peak of almost every hill in the Blue Hills park.

★★★★★ — Sean , Apr 2022

Excerpts from public Google reviews. Read all 476 reviews →

Trail conditions & character

What this trail is actually like underfoot and overhead, taken from its own listing and from reviews. Each one links to every other trail with the same character. Busy or quiet is reported as a plain fact, not a plus or a minus — a runner heading out alone at dawn often wants company on the path, and someone running intervals wants an empty one.

⛰️ Hills / elevation 21 mentions

“The trail has craggy and rocky sections with elevation changes that are a bit challenging for kids and seniors, but it provides different lengths for choice (5/10/15miles).”

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🏞️ Scenic views 15 mentions

“Absolutely gorgeous, trail very well marked (follow the sky blue lines), but very rocky and steep with a lot of scrambling--watch your footing.”

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🅿️ Trailhead parking 7 mentions

“For bikers, I find the winding parkway from Willard trailhead through Chickatawabut Rd very pleasing with wafts of pine breeze and a little up and downhills.”

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🌲 Natural surface / singletrack 6 mentions

“The trail has craggy and rocky sections with elevation changes that are a bit challenging for kids and seniors, but it provides different lengths for choice (5/10/15miles).”

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🏃 Long-run distance (5mi+) 6 mentions

“The trail has craggy and rocky sections with elevation changes that are a bit challenging for kids and seniors, but it provides different lengths for choice (5/10/15miles).”

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🔁 Loop trail 3 mentions

“Had to cut the 5mile loop short due to blisters from new shoes and improper socks.”

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🚻 Restrooms 3 mentions

“There are also porta-potties at certain points, which is convenient.”

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📏 Mile markers 3 mentions

“Absolutely gorgeous, trail very well marked (follow the sky blue lines), but very rocky and steep with a lot of scrambling--watch your footing.”

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Flat & fast 2 mentions

“Having said that, anyone with a moderate fitness level and sturdy footwear should be able to handle it.”

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Plan your run at Blue Hills - Skyline Trail

The practical stuff

  • AccessHours vary — hours are not posted for this trail, so check before an early or late run
  • SurfaceNatural surface — easiest on the joints and the most fun, but expect roots, rocks and mud after rain
  • Loop distance5 mi back to where you parked. Long enough for a real long run.
  • ShadeNot reported. Assume some of it is exposed and carry water in summer.
  • At the trailheadparking, restrooms — reported by runners

Where to find Blue Hills - Skyline Trail

Quincy, Massachusetts

Get directions

Running trails near Quincy

Other trails within easy driving distance — useful when this one is flooded, gated, or just not the run you had in mind today.

Quarry Hills

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Park featuring baseball and kid-friendly hikes.

under a mile away

Faxon Park

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Red Diamond Trail Head

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Monatiquot River - Middle Street Loop Trail

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LoopBoardwalk

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Andrews Park

4.2 ★★★★☆ 38 reviews

Milton, MA

1.9 miles away

Braintree Pass Path Trailhead

4.5 ★★★★★ 2 reviews

Milton, MA

2.2 miles away

All running trails in Quincy, MA →

Nearby towns

Listing verified July 2026 from public records, the trail's own website and runner reviews. Trail conditions change — paths flood, gates close at dusk, and shaded woods stay muddy for days after rain. Something out of date? Report a correction. Manage this trail? Send us the details — it is free.