22
riders
4
rides
Road cycling in Hubbard Hill State Forest features routes through forested terrain and along river valleys in Sullivan County. The region is characterized by rolling hills and scenic roads, offering varied gradients for road cyclists. Routes often follow the Connecticut River, providing flat sections alongside more challenging climbs through the surrounding landscape. This area provides a mix of natural scenery and historical points of interest, such as covered bridges.
Last updated: May 6, 2026
5
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
2
riders
54.7km
02:22
490m
490m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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2
riders
45.3km
01:59
420m
420m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
2
riders
93.9km
04:23
1,180m
1,180m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
8
riders
48.2km
02:02
370m
380m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Toonerville Trail is a short, paved, multi-use trail that traverses along the Black River on an old railroad bed. This is a great place to keep an eye out for animals like kingfishers, ducks, and beavers as you ride along this trail.
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This cute bridge is the smallest covered bridge in New Hampshire. It was built in 1974 and carried road traffic until 1955. Now it can only be crossed by foot, but it makes for a great photo opportunity as it is right next to the road.
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The Cornish-Windsor Bridge was built in 1866 and is the longest wooden covered bridge in the country. It's an iconic way to cross the Connecticut River and travel between New Hampshire and Vermont. Despite being nearly 160 years old, it still carries traffic every day. There is a pull-out here, where you can stop and take photos.
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It is worth taking the Old Connecticut River Road to pass through the riverside rural idyll. There are great views of the river all along its length, and a sense of space and calm.
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The Cornish-Windsor Bridge was built in 1866 and is the longest wooden covered bridge in the country. It's an iconic way to cross the Connecticut River and travel between New Hampshire and Vermont. Despite being nearly 160 years old, it still carries traffic every day. There is a pull-out here, where you can stop and take photos.
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Hubbard Hill State Forest offers road cycling routes primarily in the moderate to difficult range. There are 3 moderate routes and 1 difficult route listed in this guide, providing varied challenges for cyclists.
The routes highlighted in this guide for Hubbard Hill State Forest are generally moderate to difficult, featuring rolling hills and significant elevation changes. There are no routes specifically categorized as 'easy' in this selection, suggesting the area is better suited for cyclists with some experience.
The road cycling routes in Hubbard Hill State Forest vary in distance. For example, the Roadbike loop from Cheshire Bridge is about 28 miles (45 km), while the challenging Cock Hat Hill – Prentiss Covered Bridge loop from Acworth extends to nearly 58 miles (94 km).
Yes, all the road cycling routes featured in this guide for Hubbard Hill State Forest are designed as loops. This allows for convenient starting and ending points, such as the Cornish-Windsor Covered Bridge – Old Connecticut River Road loop from Cheshire Bridge or the Old Connecticut River Road loop from Cheshire Bridge.
The best time for road biking in Hubbard Hill State Forest is typically from late spring through early autumn (May to October). During these months, the weather is generally mild, and the forested terrain offers beautiful scenery, especially during the fall foliage season. Winters can be cold and snowy, making road cycling less ideal.
Road cycling routes in Hubbard Hill State Forest offer diverse scenery, including forested hills, river valleys, and open rural landscapes. Many routes follow the Connecticut River, providing scenic riverside views. You can also expect to encounter historical points of interest like covered bridges, such as the Cornish-Windsor Covered Bridge or Prentiss Covered Bridge.
The road cycling routes in Hubbard Hill State Forest, as presented in this guide, are generally moderate to difficult with significant elevation changes. While families with experienced teenage cyclists might enjoy some sections, these routes are not typically categorized as 'family-friendly' for younger children or beginner riders due to their length and gradients.
The road cycling routes in Hubbard Hill State Forest utilize paved roads that wind through rolling hills and river valleys. While generally well-maintained, cyclists should be prepared for varied surfaces typical of rural roads, including some sections with less-than-perfect pavement or gravel shoulders. Always check local conditions before heading out.
Road cyclists who have explored Hubbard Hill State Forest often praise the region's mix of natural scenery, including forested hills and river views, and the charm of its historical covered bridges. The varied gradients offer a good challenge, and the routes provide a rewarding experience for those seeking a blend of exercise and scenic beauty.
While the routes themselves traverse natural and rural areas, towns and villages near Hubbard Hill State Forest, such as Cheshire Bridge or Acworth, may offer cafes, general stores, or other amenities for cyclists to refuel or rest. It's advisable to plan your route and carry sufficient water and snacks, especially on longer rides.
The longest road cycling route featured in this guide is the Cock Hat Hill – Prentiss Covered Bridge loop from Acworth, which spans approximately 58.3 miles (93.9 km) and includes significant elevation gain, making it a challenging ride.
The road cycling experience in Hubbard Hill State Forest is defined by its diverse natural features, including extensive forested terrain, picturesque river valleys, and rolling hills that provide varied gradients. The routes often follow the Connecticut River, offering flat sections alongside more challenging climbs through the surrounding landscape.


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