Scenic route - Walker Brook Road – Steep Rock Tunnel loop from Shepaug Valley School
Scenic route - Walker Brook Road – Steep Rock Tunnel loop from Shepaug Valley School
3.4
(21)
92
riders
Scenic route - Walker Brook Road – Steep Rock Tunnel loop from Shepaug Valley School
02:12
34.9km
590m
Gravel riding
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.
Last updated: June 9, 2026
Tips
Includes a segment in which cycling is not permitted
After 21.9 km for 72 m
Waypoints
Start point
Parking
Get Directions
8.63 km
Scenic route - Walker Brook Road
Highlight • Trail
Tip by
22.1 km
Steep Rock Tunnel
Highlight • Structure
Tip by
24.6 km
Raven Rock Preserve
Nature Reserve
34.9 km
End point
Parking
Way Types & Surfaces
Way Types
26.4 km
4.27 km
4.18 km
136 m
Surfaces
19.3 km
12.1 km
2.04 km
848 m
621 m
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Elevation
Highest point (300 m)
Lowest point (110 m)
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Weather
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Friday 26 June
26°C
16°C
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Description
If you're looking for a challenging gravel biking adventure that mixes history with natural beauty, the Scenic route - Walker Brook Road – Steep Rock Tunnel loop from Shepaug Valley School is definitely worth your time. This difficult 21.7-mile (34.9 km) route packs in 1930 feet (588 metres) of elevation gain, taking about 2 hours and 12 minutes to complete, making it a solid choice for experienced riders seeking a rewarding workout.
What to expect on Scenic route - Walker Brook Road – Steep Rock Tunnel loop from Shepaug Valley School
Expect a diverse ride through the Steep Rock Preserve, where you'll transition from flat, old railroad beds to more rugged, unpaved sections, including Walker Brook Road. The highlight is undoubtedly the historic Steep Rock Tunnel, a cool, rough-hewn passage that offers a unique glimpse into the past. Along the way, you'll enjoy picturesque views of the Shepaug River and forested hillsides, with potential vistas from Steep Rock Summit. Be prepared for varied terrain and some steep grades, as this route is designed to challenge riders and might even involve short sections where you need to dismount for rock scrambles, making it ideal for confident gravel bikers.
Planning your visit
The route starts from Shepaug Valley School, offering convenient access to the preserve. While specific parking details aren't provided, plan to arrive early, especially on weekends, to secure a spot. The preserve has nearly 20 miles of trails, so you'll share the paths with others; remember to yield to pedestrians and horses and keep your speed to 15 miles per hour. Fall foliage promises vibrant colors, making autumn a particularly scenic time to visit.
Trail details
- Distance: 21.7 miles (34.9 km)
- Elevation gain: 1930 feet (588 metres)
- Difficulty: difficult
- Estimated time: 2 hours and 12 minutes
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