5.0
(3)
138
riders
33
rides
Gravel biking in Northwest Hills Planning Region offers diverse terrain across rolling hills, dense woodlands, and scenic river valleys. The region features an extensive network of unpaved roads and multi-surface routes, often winding alongside rivers and lakes. Cyclists encounter a mix of hard-packed dirt, stone dust, and gravel paths, providing varied riding experiences. This landscape includes deep wooded ravines and expansive views, making it suitable for exploring on gravel bikes.
Last updated: April 30, 2026
13
riders
50.8km
03:19
790m
790m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
9
riders
74.1km
05:19
1,250m
1,250m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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16
riders
126km
07:36
1,630m
1,630m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
13
riders
98.5km
05:31
1,110m
1,110m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
riders
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
21.3km
01:20
340m
340m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
63.5km
03:52
820m
820m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3
riders
40.3km
02:35
500m
500m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Northwest Hills Planning Region
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Gravel biking in Camp Columbia State Park
Great Falls Reservoir sits just off the Appalachian Trail near Falls Village, Connecticut, offering a worthwhile detour for thru-hikers or section hikers passing through town. Formed by a dam on the Housatonic River, the reservoir spills into Great Falls—a wide, powerful cascade that’s especially impressive after heavy rain. While the AT doesn’t pass directly by the falls, it’s less than half a mile from the road walk into Falls Village, making it an easy side trip. The area has historical significance as a former mill site, with old stone structures still visible near the river. For hikers stopping in town, Great Falls adds a dose of natural drama to this otherwise mellow stretch of trail.
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This well-maintained dirt road is great for biking, especially int he autumn when the fall leaves transform the trail. The road takes you right up to the water with excellent views of the Housatonic River.
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This is a tiny but highly scenic little park. The roads that circumnavigate Lake Warmaug are partially shaded and go right up to the water's edge, and the views out across the water are especially beautiful in the autumn. There is also camping, hiking, and kayaking here, as well as a couple small beaches for swimming.
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The Housatonic River was a vital resource and transportation route for indigenous populations for centuries. The river played a role in the development of the region, powering mills and factories during the Industrial Revolution. You can see reminisces of the railway Amesville shop bridge from this point.
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Established in 1803, it holds the distinction of being the first free, public library in the United States. This pioneering accomplishment paved the way for public libraries across the nation.
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Topsmead State Forest was once the summer house of Edith Morton Chase, first president of the Chase Brass and Copper Company. When she died in 1972, she left her land to the state. Today, the home, built in the late 1920s, is officially on the National Register of Historic Places.
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Taconic State Park is a popular park on the border of New York and Massachusetts. There are several waterfalls within the park and multiple hiking trails for visitors to enjoy.
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Bantam Swamp is around and predominately south of Little Pond. It is a wetland teeming with wildlife, and it is a picturesque area to visit.
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The Northwest Hills Planning Region offers a robust selection of gravel biking routes, with over 35 trails documented on komoot. These routes cater to various skill levels, ranging from moderate to difficult, ensuring a diverse experience for all riders.
You can expect a diverse mix of terrain, characteristic of the Litchfield Hills. Routes often feature rolling hills, dense woodlands, and open farm country. The surfaces typically include hard-packed dirt, stone dust, and significant unpaved sections, frequently winding alongside scenic rivers and lakes. You'll encounter deep wooded ravines and expansive views throughout your ride.
While many routes are rated moderate to difficult, the region's diverse network means there are options for those newer to gravel biking or looking for a less strenuous ride. Routes like the Scenic route - Walker Brook Road – Steep Rock Tunnel loop from Roxbury, rated moderate, offer a good introduction to the area's gravel paths without excessive difficulty. It's always recommended to check the route details for elevation and surface type to match your skill level.
Yes, for those seeking a longer adventure, the region offers several extended gravel routes. One notable option is the River Trail – Bulls Bridge loop from New Milford, which spans over 78 miles (126 km) and features significant elevation gain, providing a challenging and rewarding long-distance experience.
The Northwest Hills Planning Region is rich in natural beauty and historical landmarks. Along your rides, you might encounter picturesque lakes such as Lake Waramaug State Park or Lake McDonough. Historic structures like Bulls Bridge, one of Connecticut's few remaining covered bridges, are also along some routes. Additionally, you could pass by unique features like the Steep Rock Tunnel, offering a glimpse into the region's diverse landscape and history.
Many of the gravel biking routes in the Northwest Hills Planning Region are designed as loops, allowing you to start and end at the same point. Examples include the Steep Rock Tunnel – Scenic route - Walker Brook Road loop from Roxbury and the Larkin State Park Trail – Whittemore Glen State Park loop from Southbury, both offering comprehensive tours of their respective areas.
The region is beautiful year-round, but spring and fall are particularly popular for gravel biking. Spring brings lush greenery and blooming landscapes, while fall offers spectacular foliage. Summer is also excellent, though some routes might be more exposed to the sun. Winter riding is possible, but trail conditions can vary greatly with snow and ice, so checking local reports is advisable.
Many state parks, conservation areas, and town centers in the Northwest Hills Planning Region offer designated parking areas that serve as trailheads for gravel biking routes. Specific parking information is often detailed on individual komoot tour pages. For example, routes starting near Roxbury or Southbury typically have accessible parking options.
The area is highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the region's blend of challenging terrain, picturesque views, and tranquil natural settings. The mix of quaint New England architecture with untouched natural scenery, along with extensive networks of unpaved roads, are frequently highlighted as key attractions.
Yes, the region is known for its scenic rivers and natural features. Kent Falls State Park, for instance, is famous for its waterfalls and is located within the Northwest Hills. Many gravel routes, such as the Housatonic River – Bulls Bridge loop from Wingdale, offer stunning views of the Housatonic River, while others provide vistas of the Farmington River, allowing riders to enjoy the region's beautiful waterways.
While many routes are rated moderate to difficult, the region's extensive network includes sections that can be adapted for family rides. Look for routes with less elevation gain and smoother gravel surfaces. The White Memorial Conservation Center, for example, offers over 35 miles of trails through woodlands and wetlands, including boardwalks, which can be suitable for families looking for an easier, scenic ride.
Yes, the Northwest Hills Planning Region is committed to preserving its natural beauty and developing extensive trail networks. You can find more information about the regional trail system and other outdoor activities by visiting the Northwest Hills Council of Governments website at nhcogct.gov, which often features interactive maps and resources for exploring the area.


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