Hancock Hill may not be the tallest or most popular summit in the reservation, but its tree-covered peak offers some of the most stunning views of Downtown Boston. Unlike other well-known hills, it is less crowded and provides a fantastic spot to take a breather and hike up one of the shorter side trails to enjoy the beautiful scenery. While it's not directly on the Skyline Trail, it's still worth the visit.

Jamie S.

August 12, 2023

Hiking

Although Hancock Hill is not the tallest or the most famous summit in the Blue Hills Reservation, it arguably offers some of the best view of Downtown Boston from its treed summit. It has far fewer crowds than other more well-known hills. Although it's not directly on the Skyline Trail, it's readily reachable from it via several side trails as well as a short, but steep, 0.5 hike from Reservation Headquarters.

Hans

January 27, 2025

Running

If you love Boston than dicover this area with some nice views

Routes here

Best routes to Hancock Hill

4.0

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hikers

1. Skyline Trail

23.3km

06:56

670m

Hike the difficult 14.5-mile Skyline Trail in Blue Hills Reservation, gaining 2210 feet with views of Boston and surrounding hills.

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Hard

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2. Skyline Trail Loop

7.58km

02:09

170m

Hike the moderate 4.7-mile Skyline Trail Loop in Blue Hills Reservation, featuring Hancock Hill and Houghton's Pond, taking about 2 hours.

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Moderate

4.0

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3. Skyline Trail

23.3km

07:03

710m

770m

Hike the difficult 14.5-mile Skyline Trail for expansive views of Boston and surrounding hills, gaining 2341 feet in elevation.

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Hard

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Elevation 150 m

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Today

Tuesday 10 March

20°C

3°C

0 %

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Max wind speed: 14.0 km/h

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Take Me There

Location: Milton, Norfolk County, Massachusetts, United States

Other Popular Places to Check Out

Summit Staircase, Blue Hills Reservation

Boston Common

Chickatawbut Road

Southwest Corridor Park

View of Boston Skyline from Longfellow Bridge

Houghton's Pond

Boyce Hill

Wolcott Hill

Bike Bridge Across the Neponset River

Boston Common Park

Neponset River Reservation

Breeze Hill

Hancock Hill

1. Skyline Trail

2. Skyline Trail Loop

3. Skyline Trail

Other Popular Places to Check Out

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