02:16
50.0km
550m
Road cycling
Road cycling the First, Second, & Third Connecticut Lakes via Daniel Webster Highway offers a moderate 31.1-mile ride through wilderness.
Last updated: February 26, 2026
Tips
Your route passes through protected areas
Please check local regulations for:
Connecticut Lakes Headwaters Working Forest
Waypoints
Start point
Parking
Get Directions
1.20 km
Highlight (Segment) • Lake
Tip by
13.9 km
Highlight • Lake
Tip by
25.1 km
Highlight • Structure
Tip by
50.0 km
End point
Parking
Way Types & Surfaces
Way Types
50.0 km
< 100 m
Surfaces
50.0 km
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Elevation
Highest point (710 m)
Lowest point (500 m)
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Weather
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Today
Wednesday 27 May
19°C
10°C
9 %
Additional weather tips
Max wind speed: 20.0 km/h
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This route was planned by komoot.
The route is primarily on well-paved surfaces, making for a generally smooth ride. However, be aware that some segments might be unpaved, which could present a greater challenge and potentially require pushing your bike if you're not accustomed to such conditions. The area involves notable elevation changes, with the lakes themselves situated at increasing elevations from south to north.
This route is considered a moderate road ride. While much of it is paved, the elevation changes and potential for unpaved sections mean it's best suited for cyclists with good fitness levels. Beginners might find it challenging, especially the uphill sections.
As you cycle, you'll pass by the beautiful Third Connecticut Lake, offering undeveloped wilderness views. You'll also see the Second Connecticut Lake Lower Dam and the First Connecticut Lake Dam. The entire route provides access to the headwaters of the Connecticut River and is surrounded by the scenic Connecticut Lakes Headwaters Working Forest.
Expect a true wilderness experience with abundant natural beauty. The route winds through wooded areas and along the shores of the Connecticut Lakes. The cool, fresh air is a characteristic of this northern New Hampshire landscape, offering serene and undeveloped views, especially around Third Connecticut Lake.
Yes, the route passes through a wilderness area known for its natural beauty. Around Third Connecticut Lake, you might be lucky enough to spot nesting loons. The Connecticut Lakes Headwaters Working Forest is home to various wildlife, so keep an eye out for other animals as well.
The route primarily follows Daniel Webster Highway (U.S. Route 3), which is the main access point to the lakes. Parking is generally available at various points along this highway, particularly near access points to the lakes or trailheads within the Connecticut Lakes Headwaters Working Forest. Look for designated parking areas or pull-offs.
Generally, there are no specific permits or entrance fees required for road cycling along Daniel Webster Highway through the Connecticut Lakes Headwaters Working Forest. However, if you plan to venture onto specific trails or engage in other activities, it's always wise to check local regulations for any applicable fees or permits.
The best time to cycle this route is typically during the warmer months, from late spring through early fall. During these seasons, the weather is more favorable, and the natural scenery is at its peak. Always check seasonal road conditions, especially in spring when snowmelt can affect some areas, or in late fall when temperatures drop.
The route is approximately 50 kilometers (31 miles) long. For an average cyclist, it typically takes around 2 hours and 15 minutes to complete, depending on your pace, stops for scenery, and fitness level. The elevation gain of about 550 meters (1800 feet) will also influence your overall duration.
While the road cycling route itself follows a public highway, regulations for dogs can vary in the surrounding Connecticut Lakes Headwaters Working Forest. If you plan to stop and explore off the main road, it's best to check specific rules for any trails or recreational areas regarding leashes and pet access.
Yes, the town of Pittsburg, NH, which is the northernmost town in New Hampshire and a gateway to the Connecticut Lakes region, offers various amenities. You can find cafes, restaurants, and accommodation options there. Colebrook, another nearby town, also provides lodging and dining choices for cyclists visiting the area.
Yes, while primarily a road cycling route, it does intersect with sections of other trails. Notably, the route overlaps significantly with the Cohos Trail for about 32% of its length. You may also encounter smaller sections of trails like the Lower Black Cat Trail, Upper Black Cat Trail, and Middle Black Cat Trail, among others.