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Routes
United States
Connecticut
Northwest Hills Planning Region

Scenic route - Walker Brook Road – Steep Rock Tunnel loop from Roxbury

Routes
United States
Connecticut
Northwest Hills Planning Region

Scenic route - Walker Brook Road – Steep Rock Tunnel loop from Roxbury

Moderate

4.9

(1708)

6,975

riders

Scenic route - Walker Brook Road – Steep Rock Tunnel loop from Roxbury

01:20

21.3km

340m

Gravel riding

Moderate gravel ride. 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 14.8 km for 132 m

Waypoints

A

Start point

Parking

Get Directions

3.80 km

Raven Rock Preserve

Nature Reserve

2

8.33 km

Scenic route - Walker Brook Road

Highlight • Trail

This section is gravelly

Tip by

3

15.0 km

Steep Rock Tunnel

Highlight • Structure

A short 235 foot tunnel that was built as part of the Shepaug Valley Railroad that ran from 1872 to 1948. Make sure you have your lights on going through the tunnel!

Tip by

B

21.3 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

14.6 km

4.17 km

2.25 km

186 m

< 100 m

Surfaces

16.6 km

4.33 km

197 m

110 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (280 m)

Lowest point (110 m)

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Weather

Powered by Foreca

Today

Saturday 27 June

26°C

17°C

18 %

Additional weather tips

Max wind speed: 9.0 km/h

to get more detailed weather forecasts along your route

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Description

The Scenic route - Walker Brook Road – Steep Rock Tunnel loop from Roxbury is one of those gravel biking routes that truly earns its stripes: a moderate 13.2 miles (21.3 km) journey with 1103 feet (336 metres) of climbing, typically completed in 1 hours and 20 minutes. This route is ideal for experienced gravel bikers looking for a challenging ride through varied terrain and historical landmarks, especially those who appreciate a good workout paired with stunning fall scenery.

What to expect on Scenic route - Walker Brook Road – Steep Rock Tunnel loop from Roxbury

Expect a diverse and engaging ride as you navigate this loop. The terrain shifts from hard-packed dirt and stone dust to more challenging, chunky sections and even some very chunky abandoned road segments, occasionally requiring you to push your bike. You'll traverse forests, river valleys, and protected wetlands, with the landscape offering varied topography throughout. The highlight is undoubtedly the 235-foot hand-hewn Steep Rock Tunnel, a unique historical passage that provides a cool, dark interlude in your ride. The route follows parts of the former Shepaug, Litchfield & Northern Railroad bed, offering glimpses into the region's past. While some sections are relatively smooth, be prepared for significant elevation changes and a ride that demands good fitness.

Planning your visit

This loop is best enjoyed in the fall when the sugar maples and yellow birch trees transform the landscape into a riot of golden hues, making for truly scenic viewpoints. The route is situated within the 998-acre Steep Rock Preserve, offering ample opportunities for exploration. While specific parking details aren't provided, accessing the preserve is generally straightforward. Given the route's challenging nature and varied terrain, ensure your bike is in good condition and you carry enough water and supplies for the duration of your ride.

Trail details

  • Distance: 13.2 miles (21.3 km)
  • Elevation gain: 1103 feet (336 metres)
  • Difficulty: moderate
  • Estimated time: 1 hours and 20 minutes

Nearby routes

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5.0

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Steep Rock Tunnel – Scenic route - Walker Brook Road loop from Roxbury

03:19h

50.8km

790m

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