The best cycling routes around Rochester
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riders
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rides
Touring cycling around Rochester features routes through varied terrain, including forested areas and hilly landscapes. The region is characterized by its "gaps" and "hills," indicating a topography with significant elevation changes suitable for challenging rides. These routes often traverse rural roads and offer views of the surrounding natural environment.
Best touring cycling routes around Rochester
- The most popular touring cycling route is Cobble Hill loop from Hancock, a 9.2 miles (14.8 km) trail that takes 1 hour 22 minutes…
Last updated: July 2, 2026
10
riders
76.4km
05:04
1,120m
1,120m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
riders
79.3km
05:10
1,120m
1,120m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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3
riders
73.4km
05:33
1,360m
1,360m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
1
riders
14.8km
01:22
280m
280m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Rochester
Tips from the Community
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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Cool off with a nice dip in this man made lake tucked in a gorgeous setting
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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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Rochester welcomes visitors with its quintessential New England charm. Nestled amid picturesque mountains, the town offers outdoor adventures, artisan shops, and local eateries. Explore the scenic Green Mountain National Forest, discover charming boutiques, and savor the hospitality of this Vermont gem.
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Granville Notch, or Granville Gulf, is a mountain pass, located in Granville, Vermont on Vermont Route 100. There are creeks, streams, and waterfalls surrounded by lush forests on both sides of the pass, making this a scenic challenge for any cyclist exploring the area.
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Granville Notch, or Granville Gulf, is a mountain pass, located in Granville, Vermont on Vermont Route 100. There are creeks, streams, and waterfalls surrounded by lush forests on both sides of the pass making this a scenic challenge for any cyclist exploring the area.
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Frequently Asked Questions
What kind of touring cycling routes can I expect around Rochester?
Touring cycling around Rochester is characterized by its varied and often challenging terrain. You'll find routes through forested areas and hilly landscapes, with significant elevation changes. The region is known for its 'gaps' and 'hills,' offering a good workout on rural roads with scenic views.
Are there any easy or moderate touring cycling routes in Rochester?
While many routes in Rochester are challenging, there is at least one moderate option. The Cobble Hill loop from Hancock is a moderate 9.2-mile (14.8 km) trail with an elevation gain of 903 feet (275 meters), typically completed in about 1 hour 22 minutes.
How long are the touring cycling routes in Rochester?
The touring cycling routes around Rochester vary significantly in length. You can find shorter, moderate loops like the Cobble Hill loop from Hancock at 9.2 miles (14.8 km), up to longer, more challenging routes such as the Cobble Hill – Middlebury Gap loop from East Middlebury, which is 49.0 miles (78.9 km).
Are there any circular touring cycling routes in Rochester?
Yes, many of the touring cycling routes in Rochester are designed as loops. Examples include the Rochester – Brandon Gap loop from Lions Club Picnic Area, the Cobble Hill – Middlebury Gap loop from East Middlebury, and the Cobble Hill loop from Hancock.
What is the best time of year for touring cycling in Rochester?
Given the hilly and forested terrain, spring, summer, and fall generally offer the best conditions for touring cycling in Rochester. These seasons provide pleasant temperatures and vibrant scenery. Winter cycling may be possible but could involve snow and ice, making conditions more challenging.
What kind of scenery can I expect on Rochester's touring cycling routes?
The touring cycling routes around Rochester offer diverse scenery, including dense forested sections, open rural roads, and views of the surrounding natural environment. The region's topography with its 'gaps' and 'hills' provides dynamic landscapes throughout your ride.
Are there any particularly challenging touring cycling routes in the Rochester area?
Yes, Rochester is known for its challenging touring cycling. Routes like the Middlebury Gap – Warren Covered Bridge loop from Hancock, covering 73.4 km with over 1360 meters of elevation gain, offer significant climbs and are rated as difficult.
How many touring cycling routes are available in Rochester on komoot?
There are 5 touring cycling routes available for Rochester on komoot, ranging from moderate to difficult, offering various options for exploring the region's unique terrain.
What are some of the longer touring cycling routes in Rochester?
For longer rides, consider the Cobble Hill – Middlebury Gap loop from East Middlebury at 49.0 miles (78.9 km) or the Rochester – Brandon Gap loop from Lions Club Picnic Area at 47.5 miles (76.4 km). Both feature significant elevation gains and are rated as difficult.
What is the elevation gain like on Rochester's touring cycling routes?
Rochester's touring cycling routes are known for their significant elevation changes. For example, the Whale Dance Sculpture loop from Braintree Mountain Forest includes over 1000 meters of ascent, while the Middlebury Gap – Warren Covered Bridge loop from Hancock features over 1360 meters of climbing.
Are there any routes that pass by unique landmarks or points of interest?
While specific landmarks are not detailed for all routes, the Whale Dance Sculpture loop from Braintree Mountain Forest suggests a route that incorporates a unique artistic element within the natural landscape.
Most popular routes around Rochester
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