5.0
(4)
34
riders
5
rides
Road cycling around Hillsborough, New Hampshire, offers routes through a landscape characterized by rolling hills, river valleys, and forested areas. The region features a mix of paved roads that traverse rural settings and connect small towns. Cyclists can expect varied terrain with moderate elevation changes, providing both challenging climbs and scenic descents.
Last updated: May 1, 2026
5.0
(2)
5
riders
57.6km
03:00
550m
550m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
6
riders
45.1km
02:19
390m
390m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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5.0
(1)
2
riders
38.5km
01:57
430m
430m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
2
riders
33.5km
01:42
360m
360m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
4
riders
46.5km
02:16
420m
420m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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Popular around Hillsborough
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 views of tall pines lining the road on both side is fantastic, and provides a lovely backdrop to the smooth, straight and fast road. Perfect for getting the pace up.
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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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This bridge spans the Contocook river and is surrounded by a range of beautiful pine trees. It makes a lovely spot for a photo along your ride.
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An interesting old covered bridge dating back many years. It makes a good photo spot along your ride.
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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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This bridge actually sees a lot of traffic from cyclists crossing back and forth over the pretty, tranquil Contoocook River — and some vehicle drivers too, of course.
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Road cycling around Hillsborough, New Hampshire, is characterized by rolling hills, picturesque river valleys, and scenic forested roads. You'll encounter a mix of moderate elevation changes, offering both engaging climbs and enjoyable descents through the rural landscape.
Currently, all road cycling routes listed for Hillsborough are rated as moderate difficulty. While there aren't specific 'easy' routes, the moderate trails offer varied terrain that can be enjoyed by cyclists with some experience. For example, the Sugar Hill loop from Pats Peak is one of the shorter moderate options at 33.4 km.
Yes, Hillsborough offers several routes that provide a good distance challenge. The longest route currently available is the Bridge on Contoocook river – Bement Covered Bridge loop from Henniker, which spans 56.3 kilometers and features a significant climb of over 548 meters.
The best time for road cycling in Hillsborough, New Hampshire, is typically from late spring through early autumn (May to October). During these months, the weather is generally mild, and the natural scenery, from lush green forests to vibrant fall foliage, is at its most beautiful. Winter conditions can bring snow and ice, making road cycling more challenging.
Yes, many of the road cycling routes in Hillsborough are designed as loops, allowing you to start and end at the same point. Examples include the Bement Covered Bridge – Lake Todd loop from Pats Peak and the Contoocook covered bridge – Contoocook Covered Bridge loop from Pats Peak.
Road cycling routes in Hillsborough often traverse forested hills and river valleys, offering scenic views of the New Hampshire landscape. You'll encounter historic covered bridges, such as those along the Contoocook River, and pass by serene bodies of water like Lake Todd, providing picturesque viewpoints along your ride.
The road cycling experience in Hillsborough is highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the region's rolling hills, the beauty of the river valleys, and the peaceful forested roads that connect small towns, offering a classic New England cycling adventure.
Yes, several routes are specifically designed to explore the scenic Contoocook River valley. The Contoocook covered bridge – Contoocook Covered Bridge loop from Pats Peak is a prime example, passing by historic covered bridges and offering beautiful riverside views.
There are currently 5 road cycling routes available around Hillsborough, New Hampshire, all rated as moderate difficulty. These routes offer a variety of distances and elevation profiles to explore the region's unique landscape.
The road cycling routes in Hillsborough feature moderate elevation changes. For instance, the Bridge on Contoocook river – Bement Covered Bridge loop from Henniker includes a significant climb of over 548 meters, while other routes like the Sugar Hill loop from Pats Peak have around 359 meters of ascent.
Yes, some routes offer views of local water bodies. For example, the Bement Covered Bridge – Lake Todd loop from Pats Peak leads through forested hills and directly past Lake Todd, providing a refreshing change of scenery.


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