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Routes
Gravel rides
United States
Connecticut

Northwest Hills Planning Region

Routes
Gravel rides
United States
Connecticut

Northwest Hills Planning Region

The best gravel rides in Northwest Hills Planning Region

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.

Best gravel bike trails in Northwest Hills Planning Region

  • The most popular gravel bike trail is Steep Rock Tunnel – Scenic route - Walker Brook Road loop from Roxbury, a 31.6 miles (50.8 km) trail that takes 3 hours 19 minutes to complete. This route features significant elevation gain through varied terrain.
  • Another top favourite among local gravel bikers is Housatonic River – Bulls Bridge loop from Bull's Bridge, a difficult 33.9 miles (54.5 km) path. This trail offers a mix of unpaved surfaces and scenic views through river valleys.
  • Local gravel bikers also love the Bash Bish Falls – Copake Iron Works Furnace loop from Falls Village, a 46.0 miles (74.1 km) trail leading through varied landscapes, often completed in about 5 hours 19 minutes.
  • Gravel biking in Northwest Hills Planning Region is defined by rolling hills, dense woodlands, and scenic river valleys. The network offers options for both moderate and difficult ability levels, with many routes featuring significant unpaved sections.
  • The routes in Northwest Hills Planning Region are highly rated by the komoot community with an average score of 5.0 stars from over 3 reviews. More than 130 gravel bikers have used komoot to explore Northwest Hills Planning Region's varied terrain.

Last updated: April 30, 2026

13

riders

#1.

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

50.8km

03:19

790m

790m

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Other adventures in Northwest Hills Planning Region

The Appalachian Trail — America's most iconic long-distance hike

Hiking Collection by

Jamie S.

Tips from the Community

Jamie S.
August 7, 2025, Great Falls Reservoir

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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Scott
February 27, 2024, Great Falls Reservoir

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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Scott
February 27, 2024, Scoville Library

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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Alex
February 25, 2024, Topsmead State Forest

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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mtm05005
February 22, 2024, Taconic State Park

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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Alex
February 5, 2024, Bantam Swamp

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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Frequently Asked Questions

How many gravel bike trails are available in the Northwest Hills Planning Region?

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.

What kind of terrain can I expect on gravel bike trails in the Northwest Hills Planning Region?

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.

Are there gravel biking routes suitable for beginners in this region?

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.

Are there any long-distance gravel biking routes in the Northwest Hills Planning Region?

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.

What are some interesting landmarks or natural attractions I can see along the gravel bike trails?

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.

Are there any circular gravel biking routes in the area?

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.

What is the best time of year for gravel biking in the Northwest Hills Planning Region?

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.

Where can I find parking for gravel biking trailheads?

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.

What do other gravel bikers enjoy most about gravel biking in the Northwest Hills Planning Region?

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.

Are there any routes that feature waterfalls or significant river views?

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.

Can I find family-friendly gravel biking options in the Northwest Hills Planning Region?

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.

Are there any resources for exploring the broader trail network in the Northwest Hills Planning Region?

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.

Most popular routes in Northwest Hills Planning Region

Hiking in Northwest Hills Planning Region

Most popular attractions in Northwest Hills Planning Region

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Didn’t find what you were looking for?

Check out more Gravel rides throughout Northwest Hills Planning Region below and find the perfect route in your destination.

Mount Tom State ParkMacedonia Brook State ParkChimney PointMattatuck State ForestWoodbury CenterWoodbury CenterBethlehem VillageNew PrestonNew MilfordCamp Columbia State ParkBantamGaylordsvilleBridgewaterTorringtonLitchfieldBridgewater Recreation AreaLovers Leap State Park

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