The best cycling routes around Hillsborough
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Touring cycling around Hillsborough features a diverse landscape, characterized by river valleys, forested areas, and varied terrain suitable for different cycling preferences. The region includes former rail trails offering gentler gradients, alongside more challenging routes with significant elevation changes. Cyclists can expect a mix of paved and gravel surfaces, often following natural features like the Contoocook River and passing through local reserves.
Best touring cycling routes around Hillsborough
- The most popular touring cycling route is Hillsborough Recreational Rail Trail Loop…
Last updated: May 11, 2026
19.6km
01:28
90m
90m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
30.9km
02:39
510m
510m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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4
riders
54.3km
04:29
1,000m
1,000m
Hard bike ride. Very good fitness required. You may need to push your bike for some segments of this route.
2
riders
54.5km
03:26
520m
520m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
riders
16.7km
01:06
200m
200m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Hillsborough
Tips from the Community
Fox State Forest covers an area of 1,445 acres and includes the Henry I. Baldwin Forestry Education Center and a farmhouse that serves as its headquarters. The forest boasts a well-established trail system that spans approximately 22 miles (35.41 km), popular year-round by outdoor enthusiasts, including hikers, cross-country skiers, snowshoers, and mountain bikers. The tall trees that line this stretch of road are fantastic and are a great addition to the scenery in this beautiful area.
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The River Road has lovely views of Contoocook River as it bends around the landscape. There is a parking spot slightly further west along the road where you can step off the bike and head down the footpath for a closer look away from the road.
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The Ausbon Sargent Land Preservation has protected a total of 13,546 acres, 166 properties, and over 8.70 miles of shorefront, including over 4,700 feet of frontage on Lake Sunapee. The organization was founded in 1987 and today has over 1000 members dedicated to the cause. Ride by and enjoy the forests put aside for future generations.
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Some say the beach on Lake Massasecum is the best in all of New Hampshire. On the road bike, there's probably more cycling than swimming going on, but you can still appreciate the beauty of this spot on the wonderfully named Breezy Hill Road.
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Built in 1854, Bement Covered Bridge is still in remarkably good condition, and is a much loved historical spot. Popular with tourists, a pedal through the structure is sure to brighten any ride.
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This railroad converted to cycling path is perfect for a pleasant ride along the river.
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This beautiful metal bridge is part of the historical Henniker bridges over the Contoocook river spread all over the stream.
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Great photo op with bridges and river, very light traffic.
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Frequently Asked Questions
How many touring cycling routes are available around Hillsborough?
There are several touring cycling routes around Hillsborough, offering a diverse range of experiences. This guide highlights 5 top routes, including options for various skill levels and terrains.
Are there any easy touring cycling routes for beginners or families?
Yes, the Hillsborough Recreational Rail Trail Loop is an easy 12.2-mile route that follows a former railway line, providing a smooth and accessible ride suitable for beginners and families.
What kind of terrain can I expect on touring cycling routes in Hillsborough?
The terrain around Hillsborough is diverse, featuring river valleys, forested areas, and varied surfaces. You can expect a mix of paved roads and gravel sections, with some routes following former rail trails for gentler gradients, while others present more challenging elevation changes.
Are there any touring cycling routes that feature natural landscapes or rivers?
Absolutely. The Deering Habitat Reserve and Contoocook River gravel loop is a great option. This route features gravel sections and follows the Contoocook River, providing scenic views through a habitat reserve.
What is the most challenging touring cycling route in the Hillsborough area?
For those seeking a challenge, the Bike loop from Henniker is a difficult 33.5-mile trail with significant elevation gain, often taking over four hours to complete. Another challenging option is the Bement Covered Bridge – Lake Massasecum loop from Henniker, which also features considerable climbing.
Can I find routes that offer a mix of natural beauty and local landmarks?
Yes, routes like the Bement Covered Bridge – Lake Massasecum loop from Henniker combine scenic natural areas with local points of interest such as covered bridges and lake views, offering a rich touring experience.
Are there any circular touring cycling routes in Hillsborough?
Yes, many of the routes are designed as loops. For example, the Hillsborough Recreational Rail Trail Loop and the Deering Habitat Reserve and Contoocook River gravel loop are both circular routes, allowing you to start and end at the same point.
What is the typical duration for touring cycling routes in this area?
Route durations vary significantly based on distance and difficulty. Easy routes like the Hillsborough Recreational Rail Trail Loop can be completed in under 1.5 hours, while more difficult and longer routes such as the Bike loop from Henniker may take over 4 hours.
What do other touring cyclists say about the routes around Hillsborough?
The touring cycling routes around Hillsborough are appreciated by the komoot community for their varied terrain and scenic beauty. Cyclists often highlight the options for different ability levels, from easy rail trails to challenging climbs through forested hills.
Are there any routes that start or pass through specific towns or notable areas?
Yes, several routes are associated with nearby towns. For instance, the Bike loop from Henniker and the Bement Covered Bridge – Lake Massasecum loop from Henniker both start from Henniker, offering a chance to explore that area.
What kind of wildlife might I encounter on the touring cycling trails?
While specific wildlife sightings depend on the season and route, the region's diverse ecosystems, including pine flatwoods, wetlands, and riverine forests, are home to various species. Keep an eye out for local birds and other small animals, especially in conservation areas like the Deering Habitat Reserve.
Are there any routes with moderate difficulty for intermediate cyclists?
Yes, the River Road loop from Pats Peak is a moderate 10.4-mile route, offering a good balance of distance and elevation gain for intermediate touring cyclists.
Most popular routes around Hillsborough
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