45
riders
Gravel biking around Chimney Point, Vermont, offers routes through the Lake Champlain Region and Addison County, characterized by a network of gravel and dirt roads. The terrain includes a mix of paved and unpaved surfaces, ranging from smooth dirt to more challenging gravel sections. These routes often traverse expansive wilderness, rolling farmlands, and quiet country roads, providing varied riding experiences with views of Lake Champlain and the Adirondack Mountains. The region's landscape features forests, fields, and wetlands, with varied elevationโฆ
Last updated: June 27, 2026
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
98.8km
05:33
1,110m
1,110m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5
riders
63.5km
03:52
820m
820m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
riders
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
riders
43.7km
02:50
790m
790m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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 Mine Hill Preserve covers 360 acres and include the remnants of a 19th century iron making facility, which is now on the National Register of Historical Places. A series of signs along the paths give you the details of iron making process from mining the ore to processing steel.
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This small lake-side park comes equipped with picnic benches and plenty of trees to provide shade on a summers day. A great spot to take a break.
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The Natalie White Preserve is one of many such preserves overseen by the Roxbury Land Trust. Though small there is a short trail leading to a hilltop that affords nice views of the areas and makes for a good picnic spot.
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With its spring in Massachusetts the Housatonic River flows for 149 miles to southern Connecticut into Long Island Sound. The Appalachian Trail follows the river from the covered wooden Bulls Bridge to Falls Village. The river is also a popular whitewater paddling destination with mostly Class I to Class III rapids.
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Explore the Rock Tunnel, a 235-foot passage from the Shepaug Valley Railroad (1872-1948). It's a blast to go under during your hike, giving you a taste of the area's cool railroad history.
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This is one of three old covered wooden bridges spanning over the Housatonic River. While the one at Cornwall is still intact, the original Old Covered Bridge in Sheffield was destroyed by fire and had to be rebuilt.
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Komoot features several gravel bike routes around Chimney Point, offering a variety of experiences. Currently, there are 5 routes detailed in this guide, with more than 30 gravel bikers having explored the region using komoot.
The routes in the Chimney Point area feature a diverse mix of terrain, including extensive gravel and dirt roads, alongside some paved sections. You'll encounter everything from smooth dirt roads to more challenging, 'chunky' gravel. The landscape often includes rolling farmlands, quiet country roads, forests, and wetlands, with varied elevation changes from gentle slopes to punchy climbs and descents.
While many of the routes listed in this guide are quite long and rated as difficult, the broader Lake Champlain Region and Addison County offer extensive networks of gravel and dirt roads that cater to various skill levels. For families, look for routes described as having smoother dirt roads and less elevation gain, often found traversing farmlands or along quieter country roads. Always check the route details for distance and elevation before heading out with children.
The region is beautiful throughout the warmer months. Spring and fall offer pleasant temperatures and stunning scenery, especially with fall foliage. Summer is also great, though you might encounter more heat and humidity. Late fall and winter can be interesting for birdwatching, but weather conditions for biking will be more challenging due to cold, snow, or ice.
Gravel biking around Chimney Point offers stunning views of Lake Champlain and the Adirondack Mountains. Many routes pass through scenic farm fields, forests, and wetlands. You might also encounter rivers like the Boquet River. The River Trail โ Tracy Road Gravel Route loop from New Milford, for example, takes you through varied terrain that showcases the region's natural beauty.
Absolutely! Chimney Point is rich in history. The Chimney Point State Historic Site itself preserves a 1785 tavern and showcases over 9,000 years of human habitation. You can incorporate a visit to the museum and grounds, which feature outdoor interpretive signs and a picnic area near the lake. Across the Lake Champlain Bridge in Crown Point, New York, you can explore fort ruins.
Many routes offer expansive views of Lake Champlain and the majestic Adirondack Mountains. The Lake Champlain Bridge itself provides unique vantage points. Routes that traverse higher ground or open farmlands will often provide the best panoramic vistas. Consider routes like the River Trail โ Bulls Bridge loop from New Milford for extensive riding through rural landscapes and past natural features that offer scenic outlooks.
Yes, many of the gravel bike routes in the Chimney Point area are designed as loops, allowing you to start and end at the same point. Examples include the Lake Waramaug State Park โ River Trail loop from New Milford, which leads through forested areas and past Lake Waramaug, and the Lake Waramaug State Park โ Steep Rock Tunnel loop from Raven Rock Preserve.
The routes highlighted in this guide are generally rated as difficult. They often involve significant distances and considerable elevation gain, making them suitable for experienced gravel bikers looking for a challenge. For instance, the Steep Rock Tunnel โ Natalie White Preserve loop from New Milford is a challenging 41.5 km route with substantial climbing.
While specific parking details for every trailhead are not provided in this guide, Chimney Point State Historic Site itself offers parking facilities. When planning your ride, it's advisable to check the starting points of individual komoot tours for any indicated parking areas or to look for public parking in nearby towns or designated recreational spots.
Policies regarding dogs can vary depending on the specific trail or land management. While the Chimney Point State Historic Site generally welcomes leashed dogs on its grounds, it's always best to check the specific regulations for any trails you plan to ride, especially if they pass through state parks, preserves, or private land, to ensure a pet-friendly experience.


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