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Great Blue Hill trail

A short, steep climb up the highest hill in Greater Boston, south of the city. The Red Dot Trail runs from the Trailside Museum over rocks and roots to the stone Eliot Tower, with views of Boston and the harbor. Across the summit to the weather observatory, which has been recording the weather since 1885. Back the same way.

Where
Blue Hills Reservation, Milton, Massachusetts, USA
Length
about 1.6 miles (2.5 km) round trip
Time
1–1.5 h
Difficulty
moderate
Route
out and back
Difficulty colour
red run
Up and down
↑ 117 m · ↓ 115 m
A rocky trail on Great Blue Hill among the pines
A rocky trail on Great Blue Hill among the pines · NewtonCourt, CC BY-SA 4.0, Wikimedia Commons

Colours work like ski runs and match the app: they come from the length, the climbs and the steepness. Highest point: 191 m.

Where to start

The south parking lot of the Trailside Museum: 1904 Canton Avenue (Route 138), Milton. Without a car: the Red Line to Ashmont, the trolley to Mattapan, then bus 716 to the stop by the museum.

Before you go

Time and difficulty follow the Department of Conservation and Recreation (DCR) description of the Red Dot Trail to the tower and back: 1.32 miles (2.1 km). With the detour across the summit to the observatory, it is about 2.5 km and a little more time. The path on the map follows OpenStreetMap lines, about 1.2 km one way.

The trail is steep and rocky. It is marked with red dots, so stay with them.

The reservation is open every day from dawn to dusk. Dogs on leash only.

Timber rattlesnakes and copperheads live in the reservation. Both are protected: leave them alone and watch where you put your hands on the rocks.

According to Mass Audubon, bus 716 does not run on Sundays and holidays. Schedule: mbta.com.

Facts checked on 31.10.2026.

Sources

Points along the way