11
riders
4
rides
Touring cycling routes around Troy offer a mix of converted rail trails, forested paths, and routes connecting to state parks. The region features varied terrain, from relatively flat sections along former railway lines to moderate climbs leading to natural landmarks. Cyclists can expect routes that traverse woodlands, pass by reservoirs, and offer connections between towns.
Last updated: June 24, 2026
2
riders
64.1km
05:59
430m
430m
Cycle the challenging 39.8-mile Cheshire Recreational Rail Trail, gaining 1420 feet through varied New Hampshire landscapes.
29.6km
01:57
430m
430m
Cycle 18.4 miles (29.6 km) from Troy to Mount Monadnock State Park, a moderate touring route through scenic New Hampshire woodlands.

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3
riders
30.5km
01:53
310m
310m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
1
riders
19.7km
01:18
100m
100m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
2
riders
41.2km
02:36
410m
410m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Troy
Robin Hood Park is a multi-feature park that makes for a great day out. The park offers biking & hiking trails, a playground, pool, fishing pond and amphitheater.
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Sawyer's Crossing Covered Bridge is a beautiful bridge that takes Sawyers Crossing Road over the Ashuelot River. It was constructed in 1859 to replace an older bridge that was built in 1771. It was listed on the National Register of Historic Places in 1978.
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This is the entrance and visitor center of Mount Monadnock. The building is located in a beautiful wooded area and is a great taste of what the rest of the park is like.
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The Troy Train Depot is an old rail station from the now defunct B&M Rail line. The depot is found on the Cheshire Recreational Rail Trail. There are some informational plaques on the outside of the building providing some background on the railroad that used to run through the area.
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There are over 4 touring cycling routes documented on komoot for the Troy area, offering a variety of experiences from converted rail trails to routes connecting state parks.
Yes, for those seeking an easier ride, the Dickenson Memorial Forest loop from Cresson Bridge is an excellent choice. This route is rated as easy and covers approximately 19.7 km, making it suitable for a relaxed outing.
Experienced touring cyclists looking for a challenge might enjoy the Cheshire Recreational Rail Trail. This route is rated as difficult, spanning nearly 64 km and featuring varied terrain that will test your endurance.
The Cheshire Recreational Rail Trail is the longest route listed, covering approximately 64 km. Another substantial option is the Bike loop from Keene, which is around 40.5 km.
Yes, the Contoocook River Reservoir – Grove Corner loop from Dublin Road Taproom and Eatery is a popular loop route, covering about 30.5 km through forested areas and alongside water features. Another loop option is the Dickenson Memorial Forest loop from Cresson Bridge.
The routes around Troy offer diverse scenery, including converted rail trails, dense forested paths, and routes that pass by reservoirs and connect to state parks. You can expect to traverse woodlands and enjoy views of natural landmarks.
Many routes offer scenic views, particularly those that connect to natural areas. For example, the Troy to Mount Monadnock State Park route leads to an area with several points of interest. Within Mount Monadnock State Park, you can find highlights such as the Mount Monadnock Summit, Thoreau's Seat, and Monte Rosa, all offering impressive vistas.
While specific seasonal recommendations depend on personal preference, the region's mix of forested paths and rail trails suggests that spring, summer, and fall would offer pleasant conditions with vibrant foliage or comfortable temperatures. Winter cycling might be possible on cleared rail trails, but conditions can vary.
Yes, the Troy to Mount Monadnock State Park route directly connects the town to a prominent state park, offering varied terrain and scenic views as you approach the park.
The komoot community appreciates the diverse terrain around Troy, which includes both relatively flat sections along former railway lines and moderate climbs. Cyclists often praise the routes that traverse woodlands, pass by reservoirs, and offer connections between towns, providing a varied and engaging experience.
Yes, the region is known for its converted rail trails. The Cheshire Recreational Rail Trail is a prime example, offering a generally flat and accessible path along a former railway line.


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