5.0
(1)
155
runners
32
runs
Jogging routes in Weybridge Cave State Park traverse a landscape characterized by fields, upland forest, and riverine paths along Otter Creek. While the park itself is largely undeveloped, the surrounding area provides diverse terrain for runners. Elevation profiles range from gentle slopes to more challenging climbs on local hills.
Last updated: July 12, 2026
4
runners
17.4km
01:59
140m
140m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
runners
9.09km
01:06
110m
110m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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7
runners
12.0km
01:24
130m
130m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
20
runners
10.9km
01:10
90m
90m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
runners
11.3km
01:15
100m
100m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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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Outside of the Middlebury College Alumni Stadium and Youngman Field is a striking sculpture of its mascot: a Panther. Perched on top of a boulder, this large bronze statue is a fun landmark on the south end of the Middlebury campus.
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The Trail Around Middlebury traverses around the entire town of Middlebury, Vermont in an 18 mile loop. This particular segment of trail is located within the Battell Woods Natural Area on the southeastern side of town. This generally flat, accessible trail is enjoyable all year round and is a great place to hike in the woods close to town. Be aware, Battle Woods is also quite popular with mountain bikers, so just keep an ear out as you enjoy this section of trail through the old hardwood forest.
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The Trail Around Middlebury is a unique, 18 mile loop that, as the name indicates, traverses around the entire town of Middlebury, Vermont. This particular segment of trail on the western side of town is also known as the Jackson Trail and is a part of the North Country National Scenic Trail. As you hike alongside a small creek, you get fantastic views of the town of Middlebury and the foothills of the Green Mountains to the east.
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The Pulp Mill Covered Bridge is a historic wooden bridge just north of downtown Middlebury. Also known as the Paper Mill Covered Bridge, this bridge a great example of New England's covered bridges. Built in the mid-19th century, it spans Otter Creek and is a popular spot for photography and sightseeing. Covered bridges are an iconic part of New England's landscape and history. They were once a common sight throughout the region, as they provided a way for travelers to cross rivers and streams in all seasons. While many of the original bridges have been lost to natural disasters and modernization, there are still over 100 covered bridges in Vermont today.
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Middlebury College is a small private liberal arts college and was the first college in the state of Vermont. The main quad on campus is beautiful spot, especially in the fall when the leaves are changing, ringed by historic buildings. Be sure to visit the old chapel on the south end of the quad. Please also be respectul of the students and faculty as you stroll through this picturesque campus.
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Middlebury Falls is a unique 20 foot waterfall on Otter Creek right in the center of this picturesque New England town. You get great views of the falls from this spot on a bridge on Main Street. You can also see the ruins of the old Powder House to the lefthand side of the falls. While they are beautiful all year round, Middlebury Falls are particularly interesting in the winter when they partially freeze over.
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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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The area around Weybridge Cave State Park offers a variety of running routes, characterized by fields, upland forest, and scenic paths along Otter Creek. You'll find options ranging from gentle riverine loops to more challenging climbs on local hills, providing diverse terrain for runners.
There are over 30 jogging routes available for exploration in the broader area around Weybridge Cave State Park. These routes have been recorded and shared by the komoot community, offering a wide selection for different preferences.
Yes, while many routes are moderate or difficult, there is at least one easy jogging path available. The area offers a mix of terrain, so beginners can find suitable, less strenuous options, often along flatter sections of the Otter Creek. For families, consider shorter, moderate loops that avoid significant elevation changes.
Among the popular choices are the Otter Creek loop from Wright Park, a moderate 5.6-mile path with scenic river views, and the more challenging Otter Creek – Middlebury Falls loop from Wright Park, which covers 10.8 miles of varied terrain.
Absolutely. For a more demanding run, consider the Chipman Hill – Chipman Hill viewpoint loop from Middlebury. This difficult 18.4-mile trail includes substantial climbs up Chipman Hill, offering a rigorous workout and rewarding views.
Yes, many of the routes in the area are designed as loops, allowing you to start and finish at the same point. Examples include the Otter Creek loop from Wright Park and the Otter Creek – Middlebury Falls loop from Wright Park, providing convenient circular options for your run.
The routes in the area are highly rated by the komoot community, with an average score of 5.0 stars. Runners often praise the diverse terrain, from riverine paths to upland forests, and the opportunities to explore the natural beauty of the region.
While the official Weybridge Cave State Park itself does not have dedicated parking facilities, many of the popular running routes in the surrounding area, particularly those starting from towns like Middlebury or specific parks like Wright Park, will have public parking options nearby. It's advisable to check the starting point of your chosen route for specific parking information.
While the official state park is largely undeveloped, routes in the broader area often pass by natural features like Otter Creek and Middlebury Falls. The Chipman Hill – Chipman Hill viewpoint loop from Middlebury, for instance, offers views from Chipman Hill. You'll experience the natural landscape of fields and upland forests typical of the region.
The area offers enjoyable running conditions across multiple seasons. Spring and fall provide pleasant temperatures and vibrant scenery. Summer is also popular, though you might prefer earlier morning or late afternoon runs to avoid the warmest part of the day. Winter running is possible, but be prepared for snow and ice, and check local conditions.
Many outdoor trails in Vermont are dog-friendly, but it's always best to check specific regulations for each route or park you plan to visit. Generally, if dogs are permitted, they should be kept on a leash and all waste should be packed out to preserve the natural environment.
It's important to note that the official Weybridge Cave State Park is largely undeveloped, lacking marked trails or facilities for public use. However, the komoot community has identified and shared numerous jogging routes in the broader surrounding area, often starting from nearby towns or other local parks, which offer excellent running experiences through similar landscapes of fields, forests, and river paths.


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