Shilly Shally Brook Waterfall
Shilly Shally Brook Waterfall
Highlight • Waterfall
Hiking
5.0
(6)
Routes leading to this Highlight may be dangerous
Routes may comprise technical, difficult, or hazardous terrain. Specialist equipment and prior experience may be required.
This Highlight is in a protected area
Please check local regulations for:
Middlesex Fells Reservation
Tips
May 12, 2025
Hiking

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Nearby routes
Best routes near Shilly Shally Brook Waterfall

4.0
(1)
3
hikers
2.87km
00:50
30m
30m
The Rock Circuit Trail is a rugged and rewarding hike that truly lives up to its name, offering a continuous journey over rocky terrain and numerous scrambles. You'll find yourself navigating steep ascents and descents, with the trail deliberately seeking out challenging crags. The effort is well worth it, as you'll be treated to incredible panoramic views of the Boston skyline and the Middlesex Fells Reservoir from prominent viewpoints like Eagle Rock and Pinnacle Rock. This 1.8-mile (2.9 km) route, with 111 feet (34 metres) of elevation gain, is rated difficult and typically takes around 49 minutes to complete.
When planning your visit, be sure to wear proper hiking boots, as the terrain is consistently rocky and uneven. While the trail is generally marked with white blazes, having a map is a good idea given the network of trails in the Middlesex Fells. Parking is available, often near the Flynn Rink, but it's a popular area, so an early start is recommended to secure a spot. The fall season is particularly beautiful, with vibrant foliage adding to the scenic experience.
What makes this trail stand out is its commitment to a true "Rock City" experience, providing some of the best viewpoints in the Middlesex Fells despite its proximity to urban areas. Beyond the sweeping city views, you'll encounter specific named rock formations like Boojum Rock and Melrose Rock, and even an old MIT observatory built in 1899. It's a fantastic option for those seeking a challenging natural escape without a long drive from Boston.

5.0
(2)
9
hikers
5.08km
01:23
60m
60m
Hard hike. Great for any fitness level. Sure-footedness, sturdy shoes and alpine experience required.

2
hikers
6.67km
01:50
100m
100m
Hard hike. Great for any fitness level. Sure-footedness, sturdy shoes and alpine experience required.
Details
Informations
Elevation 30 m
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Saturday 13 June
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Max wind speed: 5.0 km/h
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