4.5
(4)
52
riders
6
rides
No traffic touring cycling routes around Middlebury offer diverse terrain, from the gently rolling farmlands of the Champlain Valley to the more challenging ascents of the Green Mountains. The region is characterized by significant waterways like Otter Creek, which flows through the town, and proximity to Lake Champlain. This geographical position provides varied experiences for touring cyclists, including routes alongside rivers and through agricultural lands.
Last updated: April 27, 2026
5.0
(1)
7
riders
38.6km
02:24
390m
390m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.0
(1)
3
riders
21.0km
01:36
160m
160m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
riders
37.5km
03:15
460m
460m
Hard bike ride. Very good fitness required. You may need to push your bike for some segments of this route.
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Popular around Middlebury
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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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 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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Middlebury Falls is a rather unusual urban waterfall. Take the opportunity to take a tour of the city. Middlebury is one of the most attractive small towns in Vermont, full of shops, art galleries and highly rated restaurants.
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There are 6 dedicated no-traffic touring cycling routes around Middlebury featured in this guide, offering a range of experiences from moderate to difficult.
Yes, all the no-traffic touring cycling routes in this guide are designed as circular loops, bringing you back to your starting point. For example, the Pulp Mill Covered Bridge loop from Middlebury is a popular moderate option.
The routes traverse a diverse landscape, from the gently rolling farmlands of the Champlain Valley to the more challenging terrain of the Green Mountains. You'll encounter scenic views along Otter Creek, and some routes offer glimpses of Lake Champlain and the Adirondack Mountains.
While this guide primarily features moderate to difficult routes, the Middlebury Falls – Pulp Mill Covered Bridge loop from Middlebury is a moderate 20.8 km route that could be suitable for families with some cycling experience, offering relatively lower elevation gain compared to other options. It passes by notable landmarks like the Middlebury Falls and the Pulp Mill Covered Bridge.
Many routes pass by significant local attractions. You can cycle past the impressive Middlebury Falls, the historic Pulp Mill Covered Bridge, and the scenic Middlebury College Quad. The charming Main Street of Middlebury is also easily accessible.
Yes, the Middlebury Falls – Pulp Mill Covered Bridge loop from Middlebury and the Middlebury College Quad – Middlebury Falls loop from Middlebury both offer views of the twenty-foot Middlebury Falls, located right in the center of town.
The best seasons for touring cycling in Middlebury are typically spring, summer, and fall. The fall foliage in particular offers stunning scenic rides. While some routes might be accessible in winter, conditions can be challenging due to snow and ice, and specific 'no traffic' sections might not be maintained.
Many routes provide scenic vistas of the Champlain Valley and Green Mountains. While not a 'hidden gem' in the traditional sense, the Red Rock Pond is a tranquil spot that can be incorporated into longer rides, offering a peaceful natural setting away from main roads.
The area is highly rated by the komoot community, with an average score of 4.7 stars. Reviewers often praise the picturesque landscapes, the variety of terrain from rolling farmlands to mountain climbs, and the charm of Middlebury's historic town center.
The routes in this guide vary in length and elevation. Distances range from approximately 20 km to 38 km. Elevation gains can be significant, with some routes like the Middlebury College Quad – Middlebury Falls loop from Middlebury featuring over 450 meters of ascent, indicating a more challenging ride.
Middlebury itself offers numerous cafes, restaurants, and shops, making it an excellent starting and ending point for your ride. Many routes pass through or near the town center, allowing for convenient stops to refuel and relax. While specific cafes directly on the 'no traffic' sections might be limited, the proximity to Middlebury ensures options are always nearby.


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