3.5
(10)
90
hikers
02:17
8.09km
180m
Hiking
Embark on the Steep Rock Loop, a moderate hiking route that guides you through varied landscapes and offers rewarding views. You will follow the tranquil Shepaug River, enjoying serene waterside scenery before the trail ascends through dense pine woods. This 5.0-mile (8.1 km) journey involves a climb of 604 feet…
Last updated: April 23, 2026
Waypoints
Start point
Parking
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7.28 km
Steep Rock Preserve
Nature Reserve
8.05 km
Highlight • Viewpoint
8.09 km
End point
Way Types & Surfaces
Way Types
5.12 km
2.85 km
< 100 m
< 100 m
Surfaces
4.20 km
2.85 km
1.00 km
< 100 m
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Elevation
Highest point (210 m)
Lowest point (130 m)
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Weather
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Friday 8 May
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Max wind speed: 7.0 km/h
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This route was planned by komoot.
The Steep Rock Loop is approximately 8.1 kilometers (5 miles) long and generally takes about 2 hours and 17 minutes to complete. This duration can vary based on your pace and how much time you spend enjoying the scenic views and points of interest.
The terrain is quite varied. It begins with flatter, wider dirt roads, especially along the Shepaug River. As you progress, the path becomes more rugged and 'trail-y.' The most challenging part is often the ascent to the Steep Rock summit, which can be quite steep in the final 0.4 miles, though the trail generally remains wide and relatively smooth.
Yes, the trail offers several unique features. You'll find the Steep Rock summit, which provides breathtaking panoramic views of the Shepaug River Valley. Other highlights include a 235-foot historic railroad tunnel, a scenic suspension bridge crossing the Shepaug River, and the ruins of the Holiday House, a grand summer hotel built in 1893.
The trail is generally considered moderate in difficulty. While some sections along the river are flatter, the ascent to the Steep Rock summit can be quite steep. It's suitable for beginners with some hiking experience or families who are comfortable with varied terrain and a significant climb.
Yes, the Steep Rock Loop is dog-friendly. Dogs are welcome in the Steep Rock Preserve, but please ensure they are kept on a leash to protect wildlife and ensure a pleasant experience for all visitors.
Parking is available at designated areas within the Steep Rock Preserve in Washington, Connecticut. Specific trailhead parking information is usually well-marked upon arrival at the preserve.
The trail is beautiful year-round. Autumn is particularly stunning due to the vibrant foliage along the Shepaug River. In warmer weather, the historic railroad tunnel offers a cool, damp respite. In winter, the preserve is also popular for snowshoeing and Nordic skiing, and ice formations can be seen in the tunnel.
No, there are typically no permits or entrance fees required to access the trails within the Steep Rock Preserve. It is open to the public for recreational use.
Yes, the Steep Rock Loop is part of a larger network of trails within the Steep Rock Preserve. While hiking this route, you will also pass through sections of the Pinney Loop, Van Ingen Trail, Clamshell Loop, and Brinsmade Loop.
Don't miss exploring the historic railroad tunnel. It's a unique, hand-dug feature that stays cool even on hot days, offering a refreshing break. In winter, it's known for fascinating ice formations, making it a highlight regardless of the season.