3.0
(27)
28
riders
05:01
108km
1,180m
Road cycling
This difficult 66.8-mile road cycling loop around Lake Winnipesaukee offers extensive lake views and passes through charming New England tow
Last updated: February 26, 2026
Waypoints
Start point
Parking
Get Directions
51.7 km
Highlight • Settlement
Tip by
61.5 km
Highlight • Lake
Tip by
108 km
End point
Parking
Way Types & Surfaces
Way Types
44.1 km
35.4 km
28.2 km
< 100 m
Surfaces
93.3 km
14.4 km
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Elevation
Highest point (250 m)
Lowest point (150 m)
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Weather
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Today
Friday 22 May
19°C
4°C
0 %
Additional weather tips
Max wind speed: 11.0 km/h
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This route was planned by komoot.
The Komoot tour for the Lake Winnipesaukee loop is approximately 107.5 km (67 miles) and typically takes around 5 hours and 20 minutes to complete on a race bike. This duration is for the full road cycling loop, which requires good fitness due to the varied terrain and climbing involved.
The full 70-mile road cycling loop around Lake Winnipesaukee is considered difficult and requires good fitness due to significant climbing and varied terrain. However, if you're looking for a more beginner-friendly option, the 12-mile Cotton Valley Rail Trail, which originates in Wolfeboro, is a hard-packed, multi-use trail that is generally family-friendly and fairly flat, though it does have some small hills.
The full road cycling loop features varied terrain, including winding roads and hills, with 'a lot of climbing' involved. While some sections offer wide shoulders, others may have narrow or disappearing shoulders, requiring careful road sharing. For instance, the section leaving Alton Bay has narrow shoulders on winding roads and hills. The Cotton Valley Rail Trail, a separate multi-use path, is hard-packed and generally flat with some small hills.
For the Cotton Valley Rail Trail, parking is available at various points along the trail, including in Wolfeboro. For the broader road cycling loop, you can often find parking in the towns along the route, such as Wolfeboro, which provides access to the loop and amenities.
The road cycling loop offers spectacular and extensive views of Lake Winnipesaukee, particularly on stretches like Route 11 South to Alton Bay. You'll pass through quaint New England towns and experience constant changing vistas of the water and surrounding landscape. The Cotton Valley Rail Trail offers views of Lake Wentworth and Crescent Lake, wetlands, woods, and historic railroad remnants.
Yes, the full road cycling loop includes scenic overlooks, especially along Route 11 South to Alton Bay, providing expansive views of Lake Winnipesaukee. You'll also pass by Governor’s Island. The Cotton Valley Rail Trail features historic remnants like old train tracks and trestles, and passes through Albee Beach.
Yes, the route passes through various towns, including Wolfeboro, where you can access downtown for dining, ice cream, and other supplies. The Cotton Valley Rail Trail also provides access to downtown Wolfeboro and has amenities like restrooms and picnic tables along its length.
The best time to cycle the loop is typically from late spring through early fall (May to October) when the weather is mild and the scenery is vibrant. Summer offers warm temperatures, but also more traffic. Fall provides beautiful foliage views. Always check local weather conditions before you go.
The full road cycling loop is on public roads, so dogs are generally allowed if properly restrained and safe for cycling. However, the multi-use Cotton Valley Rail Trail is a better option for cycling with dogs, provided they are on a leash and you adhere to trail etiquette for multi-use paths.
No, there are no specific permits or entrance fees required to cycle the main Lake Winnipesaukee road cycling loop or the Cotton Valley Rail Trail. Both are publicly accessible.
While not directly on the Komoot tour, several local businesses in towns around Lake Winnipesaukee, such as Wolfeboro, offer bike rentals. It's advisable to search online or call ahead to confirm availability and make reservations, especially during peak season.