5.0
(1)
19
riders
2
rides
Road cycling routes around Gilman are characterized by varied terrain, including rolling hills and scenic roads that connect small towns and natural features. The area offers a mix of moderate and more challenging routes, with elevation gains suitable for experienced road cyclists. The landscape features open stretches and some forested sections, providing diverse riding environments.
Last updated: July 12, 2026
5
riders
48.6km
02:09
490m
490m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4
riders
53.0km
02:27
640m
640m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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4
riders
52.9km
02:34
640m
640m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
2
riders
91.4km
04:19
1,130m
1,120m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(1)
2
riders
21.0km
01:05
300m
300m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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This is not an “easy” ride up to top, it’s steady up w/steep pitches
4
0
Historic covered bridge that crosses over the Ammonoosuc River. Beautiful views of the surrounding area and river. Please note you will have to hop off your bike and push it over the bridge but its well worth it.
1
0
Prospect Mountain rises up to 2,058 feet and is the highest point within Weeks State Park. There is a paved road leading to the top of the mountain that is a really tough ride up and a really fast ride down.
0
0
Prospect Mountain rises up to 2,058 feet and is the highest point within Weeks State Park. There is a paved road leading to the top of the mountain that is a really tough ride up and a really fast ride down.
3
0
There are several road cycling routes around Gilman, with komoot featuring at least 5 highly-rated options. These routes offer varied terrain, from moderate to difficult, catering to different skill levels.
Road cycling routes around Gilman are generally characterized as moderate to difficult. You'll encounter rolling hills and significant elevation gains, with routes like Littleton – Littleton Covered Bridge loop from Littleton featuring over 1100 meters of ascent, making them suitable for experienced cyclists.
While the routes around Gilman are generally moderate to difficult with considerable elevation, making them more suited for experienced road cyclists, families looking for less strenuous options might consider shorter segments or exploring local roads with less traffic. The primary routes listed, such as Roadbike loop from Mountain View Grand Resort & Spa, involve steady climbs and descents.
The Gilman area offers diverse and picturesque scenery for road cyclists. You can expect a mix of open countryside, rolling hills, and some forested sections. Routes often connect small towns and natural features, providing scenic views throughout your ride. For example, the Roadbike loop from Blood Pond offers a mix of open roads and scenic vistas.
The road cycling routes around Gilman typically range from approximately 30 to 57 miles (48 to 91 km) in length. Most moderate routes, like the Roadbike loop from Mountain View Grand Resort & Spa (30.2 miles), can take around 2 to 2.5 hours to complete, while longer or more difficult routes, such as the Littleton – Littleton Covered Bridge loop from Littleton (56.8 miles), may take over 4 hours.
Yes, many of the road cycling routes around Gilman are designed as loops, offering a convenient way to start and end your ride at the same point. Examples include the Littleton Covered Bridge – Littleton loop from Alderbrook and the Prospect Mountain Summit loop from Prospect Mountain.
Popular starting points for road cycling in Gilman often include locations near resorts or specific landmarks. For instance, you can begin a ride from the Mountain View Grand Resort & Spa, or near Blood Pond, depending on the route you choose. These locations often provide convenient access to the scenic road network.
Yes, the Gilman area is known for its challenging terrain, featuring significant elevation gains suitable for road cyclists seeking a workout. Routes like the Littleton – Littleton Covered Bridge loop from Littleton include over 1100 meters of climbing, offering a substantial challenge.
Given the region's characteristics, late spring, summer, and early autumn are generally the best times for road cycling in Gilman. During these seasons, you can expect more favorable weather conditions, vibrant foliage, and comfortable temperatures for longer rides through the rolling hills and open countryside.
While specific amenities are not detailed for every route, the road cycling network around Gilman connects small towns. These towns are likely to offer opportunities for refreshments, including cafes, pubs, or small shops, where you can refuel during your ride. Planning your route with potential stops in mind is recommended.
Generally, no specific permits are required for road cycling on public roads and established routes in the Gilman area. However, it's always advisable to respect local regulations and private property signs, especially when passing through small towns or near private land.


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