257
riders
4
rides
Road cycling routes around Waterbury, Vermont, are set within the varied terrain of the Green Mountains. The region features a mix of well-paved roads and some unpaved segments, offering diverse riding experiences. Cyclists can expect routes that traverse pastoral valleys and provide views of the surrounding peaks. This landscape provides options for different fitness levels, from moderate rides to challenging climbs.
Last updated: July 15, 2026
25
riders
82.4km
03:53
1,090m
1,090m
The Waterbury – Appalachian Gap loop is a demanding road cycling adventure through Vermont's Green Mountains, renowned for its stunning vistas and formidable climbs. You'll pedal through pastoral valleys before…
23
riders
34.0km
01:36
400m
400m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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4
riders
93.4km
04:48
1,050m
1,050m
This Roxbury Gap – Great Eddy Covered Bridge loop from Waterbury-Stowe is a demanding road cycling route that showcases the heart of Vermont's Green Mountains. You'll navigate through picturesque pastoral…
10
riders
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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For now, at least, this section of the Cross-Vermont Trail overlaps with Route 2. At least you have the pretty Winooski River for company!
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This scenic pass between the Green Mountains offers stunning views and a gateway to charming towns and outdoor adventures.
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Great Eddy is the oldest covered bridge still in operation in Vermont. It was built in 1833 and to this day is one of the main routes in and out of Waitsfield.
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Located in the Green Mountains of Vermont, Appalachian Gap is a popular spot for cyclists, motorcyclists, and hikers. The views across the gap of the Champlain Valley & Adirondack Mountains are excellent.
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The Appalachian Gap marks the divide between two different drainage systems, although both eventually feed into Lake Champlain. In more practical terms, this gap is a wonderfully easy-access spot to enjoy views of Lake Champlain, the Champlain Valley, and the Adirondack Mountains.
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Hubbard Park Tower was completed in 1935 and is the highest point in the park. You can climb up the tower to get a view of Montpelier and the mountains surrounding the city.
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Great spot for breakfast pastries, coffee, sandwiches and other ride snacks. They have a bike rack out front in the summer and lots of seating. Don't miss it!
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Road cycling in Waterbury, Vermont, offers a diverse experience within the Green Mountains. You'll find mostly well-paved surfaces, but some routes may include unpaved segments, adding to the variety. The landscape features pastoral valleys and significant climbs, providing options for different fitness levels.
Yes, Waterbury is an excellent base for challenging rides. For instance, the Waterbury – Appalachian Gap loop from Waterbury-Stowe is a difficult route covering 82.4 km with over 1,000 meters of elevation gain, offering stunning views of the Green Mountains and Champlain Valley. Another demanding option is the Roxbury Gap – Great Eddy Covered Bridge loop from Waterbury-Stowe, which also features significant climbing.
Absolutely. Routes like the Red Hen Bakery loop from Waterbury offer a moderate 34.0 km ride with rolling terrain. The Roadbike loop from Waterbury is another moderate option, covering 62.5 km through varied landscapes. Additionally, the Stowe Recreation Path loop from Waterbury, while part of a larger moderate loop, incorporates the generally flat and paved Stowe Recreation Path.
Road cycling routes in Waterbury frequently offer breathtaking vistas of the Green Mountains, verdant valleys, and sometimes even distant views of Lake Champlain and the Adirondacks. The Green Mountain Byway, which starts in Waterbury, is particularly known for its outstanding scenic landscapes, winding past Mount Mansfield and through Smugglers' Notch Road.
Yes, many road cycling routes in Waterbury are designed as loops. Examples include the challenging Waterbury – Appalachian Gap loop from Waterbury-Stowe, the moderate Red Hen Bakery loop from Waterbury, and the Roadbike loop from Waterbury. These loops allow you to start and finish in the same location, making logistics easier.
The best seasons for road cycling in Waterbury are generally spring, summer, and fall. Spring offers fresh greenery, while summer provides warm weather. Fall is particularly spectacular with vibrant foliage, though conditions can change rapidly. Always check local weather forecasts before heading out.
Yes, road cycling routes in Waterbury often incorporate charming elements of Vermont's landscape. You might encounter historic covered bridges, such as the Great Eddy Covered Bridge in Waitsfield. For natural beauty, the Waterbury Reservoir Beach offers expansive views, and the area provides glimpses of iconic peaks like Camel's Hump Summit.
The road cycling routes in Waterbury are highly regarded by the komoot community, with an average score of 5.0 stars. Cyclists often praise the varied terrain, the stunning Green Mountain vistas, and the options available for different ability levels, from moderate rides to challenging climbs.
Waterbury is served by Amtrak's Vermonter line, which has a station in town. While the train can bring you to Waterbury, it's advisable to check Amtrak's specific bike policy for carrying bicycles on board. Once in Waterbury, many routes start directly from the town center or are easily accessible by bike.
Waterbury offers various cafes, pubs, and restaurants, many of which are conveniently located near popular road cycling routes. The town also has accommodation options ranging from inns to hotels, making it a great base for multi-day cycling trips. The Red Hen Bakery loop from Waterbury even highlights a local eatery in its name.
While not directly on every road cycling route, the region around Waterbury is home to natural features like Moss Glen Falls, a 125-foot waterfall that is accessible via a relatively easy walk. This could be a pleasant stop or detour for cyclists looking to explore beyond their bikes.


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