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Highland Lake – Winnepesaukee River loop from Cillryville Bridge

Highland Lake – Winnepesaukee River loop from Cillryville Bridge

Moderate

2.5

(8)

riders

Highland Lake – Winnepesaukee River loop from Cillryville Bridge

02:15

42.3km

240m

Gravel riding

Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: June 11, 2026

Tips

Includes a segment in which cycling is not permitted

After 20.6 km for 234 m

Waypoints

Start point

Parking

Get Directions

3.57 km

Northern Rail Trail Pratt Truss Bridge Over Blackwater River

Highlight • Bridge

Just south of the hamlet of Andover in New Hampshire, the Northern Rail Trail follows the Blackwater River. As you travel eastward, you come across this old Pratt Truss type of railway bridge going over the river. It is in a delightful setting and yet another fine bridge on the Northern Rail Trail.

Tip by

4.63 km

Northern Rail Trail – Horseshoe Pond Section

Highlight (Segment) • Trail

6.92 km

Roby Preserve

Nature Reserve

9.67 km

Highland Lake

Highlight • Lake

This is one of the prettiest — and biggest — landmarks along the Northern Rail Trail, which runs along the railbed of the old Boston and Maine Railroad's Northern Line. The surface along this part of the trail is mostly crushed stone dust, which makes for easy running.

Tip by

17.2 km

Northern Rail Trail (Webster Lake to Franklin Junction)

Highlight (Segment) • Trail

Once the railbed of the Boston and Maine Railroad's Northern Line, the Northern Rail Trail is now a lovely, unpaved multi-use trail. This section of the trail runs between Webster Lake and Franklin Junction, near Franklin itself. That said, the actual endpoints of the complete trail are in Boscawen and Lebanon. The surface is mostly compacted stone dust and the trail is mostly flat — great for an easy walk or run.

Tip by

20.2 km

Winnepesaukee River

Highlight • River

This river stretches for 10.5 miles and connects to Lake Winnipesaukee. The bridge at this point provides an elevated panoramic view of the waters, creating a perfect spot to take a break and enjoy the scenery.

Tip by

22.9 km

Northern Rail Trail (near Webster Lake)

Highlight (Segment) • Trail

Once the railbed of the Boston and Maine Railroad's Northern Line, the Northern Rail Trail is now a lovely, unpaved multi-use trail. This section of the trail winds up alongside Webster Lake, although the actual endpoints of the complete trail are in Boscawen and Lebanon. The surface is mostly compacted stone dust — great for anything except skinny road tires —with a few bridges to take you over waterways or the road.

Tip by

24.9 km

Webster Lake Public Beach and Covered Bridge

Highlight • Beach

There's a public beach here on the south side of Webster Lake, one of the biggest — and prettiest — landmarks along the Northern Rail Trail. The Northern Rail Trail itself used to be the railbed of the Boston and Maine Railroad's Northern Line; it's now an easygoing, multi-use trail made mostly of compacted stone dust.

Tip by

32.4 km

Highland Lake

Highlight • Lake

Tip by

42.3 km

End point

Parking

Way Types & Surfaces

Way Types

33.8 km

5.73 km

1.30 km

531 m

479 m

478 m

Surfaces

33.6 km

5.44 km

3.15 km

186 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (200 m)

Lowest point (90 m)

Weather

Today

Friday 10 July

29°C

18°C

42 %

Additional weather tips

Max wind speed: 15.0 km/h

to get more detailed weather forecasts along your route

Comments

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Highland Lake – Winnepesaukee River loop from Cillryville Bridge

Northern Rail Trail Pratt Truss Bridge Over Blackwater River

Northern Rail Trail – Horseshoe Pond Section

Highland Lake

Northern Rail Trail (Webster Lake to Franklin Junction)

Winnepesaukee River

Northern Rail Trail (near Webster Lake)

Webster Lake Public Beach and Covered Bridge

Highland Lake

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