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Routes
Road cycling routes

First, Second, & Third Connecticut Lakes via Daniel Webster Highway

Routes
Road cycling routes

First, Second, & Third Connecticut Lakes via Daniel Webster Highway

Moderate

First, Second, & Third Connecticut Lakes via Daniel Webster Highway

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

A

Start point

Parking

Get Directions

1

1.20 km

Third Connecticut Lake

Highlight (Segment) • Lake

The Third Connecticut Lake covers over 230 acres and is the third largest of the four lakes. You get some great views of the lake from the roads on both sides of the water.

Tip by

2

13.9 km

At the very southern end of the Second Connecticut Lake, there is a dam that helps create a small cove that is popular for fishing and has a pull-off that serve as a great viewing point.

Tip by

3

25.1 km

First Connecticut Lake Dam

Highlight • Structure

The First Connecticut Lake is the most southern of the four Connecticut Lakes and is by far the largest. The southern end features a dam and a fishing area with great views out onto the water.

Tip by

B

50.0 km

End point

Parking

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Way Types & Surfaces

Way Types

50.0 km

< 100 m

Surfaces

50.0 km

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Elevation

Elevation

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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.

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Frequently Asked Questions

What is the terrain like on the First, Second, & Third Connecticut Lakes via Daniel Webster Highway route?

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.

Is this road cycling route suitable for beginners?

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.

What are the main points of interest along this cycling route?

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.

What kind of scenery can I expect while cycling?

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.

Can I spot wildlife along the route?

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.

Where can I park to access the cycling route?

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.

Do I need any permits or pay an entrance fee for cycling in the Connecticut Lakes Headwaters Working Forest?

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.

What is the best time of year to cycle this route?

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.

How long does it typically take to complete the First, Second, & Third Connecticut Lakes cycling route?

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.

Is the First, Second, & Third Connecticut Lakes route dog-friendly?

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.

Are there places to eat or stay near the route?

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.

Does the route connect with other trails?

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.

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