Blue Hills Skyline Loop
Blue Hills Skyline Loop
2.5
(13)
91
riders
01:16
14.0km
220m
Cycling
The Blue Hills Skyline Loop is a challenging hiking trail with panoramic Boston views, not suitable for touring cycling due to rugged terrai
Last updated: February 26, 2026
Tips
Your route passes through protected areas
Please check local regulations for:
Blue Hills Reservation
Waypoints
Start point
Parking
Get Directions
940 m
Highlight • Summit
Tip by
7.39 km
Highlight (Segment) • Trail
Tip by
9.94 km
Highlight • Summit
Tip by
14.0 km
End point
Parking
Way Types & Surfaces
Way Types
7.37 km
2.80 km
2.75 km
1.05 km
< 100 m
Surfaces
8.42 km
4.11 km
1.50 km
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Elevation
Highest point (180 m)
Lowest point (50 m)
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Weather
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Today
Wednesday 6 May
21°C
13°C
68 %
Additional weather tips
Max wind speed: 27.0 km/h
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This route was planned by komoot.
No, the Blue Hills Skyline Loop is not suitable for touring cycling. It is primarily a challenging hiking trail known for its rugged, rocky, and uneven terrain, including steep climbs and descents. Attempting to navigate it on a touring bicycle would be extremely difficult, if not impossible, and is not recommended.
The terrain on the Blue Hills Skyline Loop is rugged and challenging. Expect rocky sections, uneven ground, and numerous steep ascents and descents. It often requires steady footing and can be strenuous even for hikers.
Yes, while the Skyline Loop itself is not for touring bikes, the wider Blue Hills Reservation offers other cycling opportunities. You can find a network of trails suitable for mountain biking, including smooth pathways, doubletrack, singletrack, and fire roads. There are also designated road cycling loops within the area, some of which are almost entirely paved.
Despite its challenging terrain, the route offers rewarding views. You'll pass by notable points like Breeze Hill and the Great Blue Hill Summit. From various hilltop vistas, you can enjoy nearly 360-degree panoramic views, including the Boston skyline.
Parking is available at various access points around the Blue Hills Reservation. For specific trailhead access to the Skyline Loop, it's best to consult a detailed map of the reservation to find the most convenient parking areas. Be aware that parking lots can fill up quickly, especially on weekends.
Generally, there are no entrance fees or permits required for day use of the Blue Hills Reservation. However, it's always a good idea to check the official Massachusetts Department of Conservation and Recreation (DCR) website for any updated regulations or specific activity permits, especially for larger groups or events.
The Blue Hills Reservation is generally dog-friendly, but dogs must be kept on a leash at all times. Please ensure you clean up after your pet to help maintain the natural beauty of the area.
The Blue Hills Skyline Loop can be enjoyed year-round. Spring offers lush greenery, while autumn provides stunning fall foliage. Summer is popular but can be hot, and winter offers a unique, often snowy, experience, though conditions can be challenging. Always check weather conditions before heading out.
Yes, the route incorporates sections of several other paths within the reservation, including the Skyline Trail, Wolcott Path, Tucker Hill Path, Buck Hill Path, and Headquarters Path, among others.
While the Komoot tour data suggests a duration for cycling, given the rugged and challenging hiking terrain, completing the 14 km Blue Hills Skyline Loop on foot typically takes significantly longer than the indicated cycling time. Hikers should plan for several hours, depending on their pace and how often they stop to enjoy the views.
Yes, the trail offers several rewarding viewpoints. From various high points, including near the Great Blue Hill Summit, you can enjoy expansive views of the surrounding landscape and the Boston skyline. Historical elements like Eliot Tower are also notable landmarks within the reservation.