5.0
(4)
451
riders
28
rides
Road cycling in Weybridge Cave State Park and the surrounding Middlebury area offers diverse terrain for cyclists. The region features rolling hills, dense woodlands, and scenic waterways such as Otter Creek. Road cyclists can find mostly paved surfaces for various fitness levels, with some routes incorporating unpaved segments. The landscape provides views of the Adirondacks, Green Mountains, and Lake Champlain, creating varied cycling conditions.
Last updated: August 22, 2026
179
riders
119km
05:47
1,680m
1,680m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
94
riders
100km
04:44
1,280m
1,280m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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39
riders
39.3km
01:45
390m
390m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
22
riders
79.2km
03:23
630m
630m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
17
riders
49.4km
02:25
680m
680m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Weybridge Cave State Park
The site chronicles millennia of local history, from indigenous cultures to the French-Indian War and early America. They have a lot of interesting artefacts, but the hours can be odd so it's best to check the website before your ride if you are planning to stop by. The views of Lake Champlain, the bridge, and Fort St. Frederic across the water make this a pretty remarkable spot to visit.
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Forest Dale is a small community with a church, post office, and historic early-1800s ironworks, the ruins of which can be found on the northeast side of town. The Junction Store & Deli is open 7am-7pm most days if you want to grab a bite before continuing on your ride.
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The historic main street of Middlebury offers a quintessential small New England town experience. Unique local shops, art galleries, and restaurants in historic brick buildings line the street. Don't miss the opportunity to admire the beautiful white-steepled church and the picturesque town green.
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A very beautiful area along farms
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Extremely hilly, sounds of nature, lot's to see & experience. Downhills are well worth the climbs. You definitely need to have some rides/climbing in your season. Update 7/26/25 Still crazy hilly & and punchy. However, the downhill runs are amazing..😉
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Brandon Gap is a tall mountain pass in the green mountains on Gap Road. This is a challenging climb in a beautiful area in the green mountains. The Long Trail crosses the road right at the summit of the pass, so be on the lookout for thru-hikers as you ride past!
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Middlebury Gap is a mountain pass in Vermont's Green Mountains and a great, very challenging climb for any rider. It divides two different drainage areas with the Robbins Branch flowing southeast into the White River, and the South Branch into Middlebury River, which into Otter Creek, connecting to Lake Champlain. The Long Trail, a 272-mile hiking route traversing Vermont, runs through here, passing between Worth Mountain and Boyce Mountain. The Breadloaf Wilderness lies to the north, while Middlebury College Snow Bowl and Joseph Battell Wilderness are nearby to the south.
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The region around Weybridge Cave State Park offers over 25 road cycling routes. These routes vary in difficulty, providing options for different fitness levels, from easy rides to challenging mountain passes.
You'll find a diverse mix of terrain. Routes feature rolling hills, dense woodlands, and scenic waterways like Otter Creek. While most surfaces are paved, some moderate routes may include unpaved segments. Closer to Lake Champlain, the landscape flattens, offering expansive views of the Adirondacks and Green Mountains.
Yes, there are several easier options. The area offers 5 routes classified as easy. While specific easy routes aren't detailed here, you can find options with mostly paved surfaces and less elevation gain for a more relaxed experience.
Absolutely. For experienced cyclists seeking a challenge, there are 3 difficult routes available. One notable option is the Appalachian Gap – Middlebury Gap loop from Middlebury, which covers 72.9 miles (117.4 km) and features significant elevation gain through mountain passes. Another is the Middlebury Falls – Middlebury Gap loop from Middlebury, a 60.8-mile (97.8 km) path with challenging climbs.
Many routes incorporate scenic and historic points of interest. You can cycle past the impressive Middlebury Falls, a 20-foot waterfall on Otter Creek, or visit the historic Pulp Mill Covered Bridge. Routes like the Huntington Falls – Pulp Mill Covered Bridge loop from Middlebury specifically highlight these features.
Yes, many of the road cycling routes in the Weybridge Cave State Park vicinity are designed as loops, allowing you to start and end in the same location. Examples include the challenging Appalachian Gap – Middlebury Gap loop from Middlebury and the moderate Huntington Falls – Pulp Mill Covered Bridge loop from Middlebury.
The road cycling routes in the Weybridge Cave State Park area are highly rated by the komoot community, with an average score of 5.0 stars from 3 reviews. Over 400 road cyclists have used komoot to explore the varied terrain, often praising the diverse landscapes and scenic views.
Yes, the region is home to several beautiful waterfalls. The prominent Middlebury Falls on Otter Creek is a unique attraction right in the center of Middlebury, and routes like the Middlebury Falls – Middlebury Gap loop from Middlebury offer views of this natural feature.
The region offers excellent cycling conditions through much of the year. Spring and fall provide pleasant temperatures and vibrant foliage, while summer allows for longer days. The diverse landscape, with its woodlands and open fields, makes for an appealing backdrop in various seasons.
For endurance training, you can find routes with significant distances. The Appalachian Gap – Middlebury Gap loop from Middlebury is a substantial 72.9 miles (117.4 km) with considerable elevation, offering a demanding ride for those looking to push their limits.
The area's dense woodlands, meadows, and wetlands provide habitats for diverse flora and fauna. While cycling, you might observe various bird species and other local wildlife, making it an ideal spot for nature observation.


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