5.0
(2595)
14,147
hikers
00:59
3.57km
50m
Hiking
Embark on the Skyline and Pipe Loop for an easy hike through the distinctive terrain of Blue Hills Reservation. This route offers a varied landscape, guiding you through peaceful forested sections and over some rocky paths. You will cover 2.2 miles (3.6 km) with a gentle elevation gain of 165…
Last updated: April 23, 2026
Tips
Your route passes through a protected area
Please check local regulations for:
Waypoints
Start point
Parking
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1.15 km
Highlight • Forest
Tip by
2.22 km
Highlight • Viewpoint
3.57 km
End point
Way Types & Surfaces
Way Types
2.77 km
472 m
262 m
< 100 m
Surfaces
2.73 km
411 m
359 m
< 100 m
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Elevation
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Friday 24 July
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Max wind speed: 17.0 km/h
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This route was planned by komoot.
The Skyline and Pipe Loop trail is situated within the Blue Hills Reservation, just a short distance (around 10-12 miles) from downtown Boston, Massachusetts. It offers a convenient escape into nature with a 'mountain-like' feel close to the city.
The trail features a diverse terrain, including granite ridgelines, steep rock scrambles, and forested sections. You'll encounter a mix of dirt and rocky paths, stone steps, and areas with pine, hemlock, and mountain laurel. Some sections can be quite challenging with rocky ascents and descents, roots, and potential mud after rain. The distinctive blue-hued boulders are due to the presence of riebeckite mineral.
This route is celebrated for its scenic beauty. Key highlights include the serene Saint Moritz Pond and The Crags, which offer great views. You'll also find panoramic vistas of the Boston skyline and the Atlantic Ocean from various high points, especially from Eliot Observation Tower atop Great Blue Hill.
The difficulty is generally rated as moderate to moderately challenging. While some parts are manageable for beginners, the full loop includes strenuous sections with steep climbs and technical rock scrambles. It often requires sure-footedness and can be a solid workout, with some rocky sections requiring the use of hands.
Yes, the Skyline and Pipe Loop trail is generally dog-friendly. However, dogs must be kept on a leash at all times within the Blue Hills Reservation. Given the challenging terrain with rock scrambles, ensure your dog is capable of handling the route.
The trail offers unique beauty year-round. Spring brings lush greenery, fall boasts vibrant foliage, and winter provides a serene, snowy landscape. For the most comfortable hiking conditions and clear views, late spring and early fall are often ideal. Be prepared for potentially muddy conditions after rain, and icy patches in winter.
No, there are typically no entrance fees or permits required to access the Blue Hills Reservation or hike the Skyline and Pipe Loop trail. It's a publicly accessible park. You can find more information on the official mass.gov website.
Parking is available at various trailheads within the Blue Hills Reservation. Popular starting points often have designated parking areas, but these can fill up quickly, especially on weekends. Arriving early is recommended to secure a spot.
Yes, the route integrates with and crosses several other paths within the Blue Hills Reservation. You will encounter sections of the Skyline Trail, the Pipe Line trail, and Murphy Path as you navigate the loop.
This trail is notable for its incredible proximity to Boston, offering a 'mountain-like' experience with panoramic views of the city skyline and the Atlantic Ocean. It provides a varied challenge with diverse terrain and has historical significance within one of Boston's oldest metropolitan parks.
Given the trail's varied and sometimes challenging terrain, wearing sturdy hiking boots with good ankle support is highly recommended. Some sections involve steep rock scrambles, so be prepared to use your hands for balance. The trail is generally well-marked, but carrying a map or using a navigation app like komoot is always a good idea.
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