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Routes
Running trails & routes
United States
Massachusetts
Norfolk County
Quincy

Blue Hills Skyline Loop

Moderate

4.9

(6363)

16,707

runners

Blue Hills Skyline Loop

01:00

7.93km

150m

Running

Embark on the Blue Hills Skyline Loop, a moderate jogging route that covers 4.9 miles (7.9 km) and climbs 483 feet (147 metres) in about 1 hour. You will find yourself navigating rugged terrain with rocky paths and significant stone steps, often requiring agile rock scrambles. As you jog, the…

Last updated: April 23, 2026

Waypoints

A

Start point

Parking

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1

3.42 km

View of Boston from Blue Hills Reservation

Highlight • Viewpoint

The Blue Hills Reservation encompasses 7,000 acres and features a load of different trails and paths through forest and meadow settings in Norfolk County. The property isn't far from Boston …

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7.93 km

End point

Parking

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Way Types & Surfaces

Way Types

6.94 km

895 m

< 100 m

Surfaces

7.01 km

378 m

246 m

123 m

105 m

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (130 m)

Lowest point (30 m)

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Weather

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Today

Monday 25 May

24°C

12°C

0 %

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Max wind speed: 12.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How challenging is the Blue Hills Skyline Loop for jogging?

This loop is generally rated as moderate to strenuous for jogging due to its technical and rugged terrain. Expect rocky paths, significant stone steps, roots, and steep ascents and descents that often require rock scrambles. It's a demanding route that provides a rigorous workout, sometimes compared to trails in the White Mountains.

How long does it typically take to jog this loop?

The komoot tour data suggests an average jogging duration of approximately 1 hour for the 7.9 km (4.9 miles) loop. However, given the technical terrain and significant elevation changes, individual times may vary based on fitness level and pace.

What kind of terrain can I expect on the Blue Hills Skyline Loop?

The terrain is highly varied and technical. You'll encounter rocky paths, numerous stone steps, slabs, and roots. There are steep sections requiring rock scrambles, demanding attention and agility. While some parts might be flatter or consist of pine paths, a considerable portion involves uneven and rugged footing.

What are the main viewpoints or highlights along the way?

A major highlight is the sweeping view of the Boston skyline, particularly from Great Blue Hill and the historic Eliot Observation Tower located atop it. You can find more details about this specific viewpoint here: View of Boston from Blue Hills Reservation. Beyond the cityscapes, you'll jog through dense hardwood forests, pine and hemlock stands, meadows, and past ponds.

Where can I park to access the Blue Hills Skyline Loop?

Parking is available at various points around the Blue Hills Reservation. For specific trailhead access points, it's best to consult the official Blue Hills Reservation maps or local signage upon arrival. Arriving early, especially on weekends, is often recommended to secure a spot.

Are dogs allowed on the Blue Hills Skyline Loop?

Yes, dogs are generally allowed on trails within the Blue Hills Reservation. However, they must be kept on a leash at all times. Given the technical nature of this loop, ensure your dog is capable of handling rocky and steep sections.

What is the best time of year to jog this route?

The trail offers different experiences throughout the year. Spring and fall provide pleasant temperatures and beautiful foliage. Summer can be warm and humid, while winter, especially with snow, can make the already technical terrain even more challenging, though some find running down the summit easier in snow. Always check trail conditions before heading out.

Are there any entrance fees or permits required for the Blue Hills Reservation?

No, there are typically no entrance fees or permits required to access the trails within the Blue Hills Reservation. It is a public park managed by the Massachusetts Department of Conservation and Recreation (DCR).

Does the route connect with other trails in the Blue Hills Reservation?

Yes, the Blue Hills Skyline Loop utilizes and intersects with several other trails within the reservation. Notable sections include the Skyline Trail, Crags Foot Path, Pipe Line, Headquarters Path, and Murphy Path, among others. The main Skyline Loop is identifiable by blue blazes.

What's an insider tip for tackling the Blue Hills Skyline Loop?

Given the trail's ruggedness and technical scrambles, many experienced joggers use this loop as a 'test run' for more challenging hikes in New England. If you're looking for a less crowded experience, consider starting your jog earlier in the morning or on a weekday. Also, be prepared for significant rock scrambling, especially on descents.

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