Messalonskee Lake loop from Oakland, Maine
Messalonskee Lake loop from Oakland, Maine
3.5
(30)
31
riders
02:34
42.6km
330m
Cycling
Embark on a moderate touring bicycle journey around Messalonskee Lake from Oakland, Maine. This 26.5-mile (42.6 km) loop offers serene views of the lake, the second largest in the Belgrade Lakes region. You will cycle through peaceful hemlock woods and pine groves, feeling a true escape into nature. The route…
Last updated: April 23, 2026
Waypoints
Start point
Parking
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16.9 km
Highlight • Lake
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42.6 km
End point
Parking
Way Types & Surfaces
Way Types
31.9 km
6.37 km
4.38 km
Surfaces
38.6 km
3.84 km
191 m
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Elevation
Highest point (160 m)
Lowest point (60 m)
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Thursday 28 May
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This route was planned by komoot.
The 42.6 km (26.5 miles) Messalonskee Lake loop from Oakland, Maine, typically takes about 2 hours and 34 minutes to complete on a touring bicycle. This duration can vary based on your cycling speed and how often you pause to enjoy the views.
This route is classified as moderate, requiring good fitness. While much of the 42.6 km loop is on paved or well-paved surfaces, some segments may be unpaved and more challenging. You can expect rolling hills and some challenging climbs, particularly in certain sections. The varied terrain includes dirt/forest floor, rock/ledge, grass, and boardwalks, with some singletrack sections, especially if you explore connecting trails like the Messalonskee Stream Trail.
While the route is classified as moderate, some sections are suitable for all skill levels, especially those on mostly paved surfaces. However, due to rolling hills, some challenging climbs, and potentially unpaved sections, good fitness is recommended. Families with younger children or beginners might prefer shorter, flatter segments or exploring the dedicated trails like the Messalonskee Stream Trail, which offers diverse terrain but also easier sections.
Specific parking information for the Messalonskee Lake loop from Oakland is not detailed, but Oakland serves as a primary starting point. Look for public parking areas within Oakland that offer convenient access to the route. The Kennebec Messalonskee Trails (KMTrails) organization actively supports bicycle and pedestrian-friendly access in the area, so their resources might offer more precise parking suggestions.
You can expect picturesque views of Messalonskee Lake and Messalonskee Stream. The route meanders through hemlock woods and pine groves, offering a natural and serene environment. The region is known for its wildlife, with opportunities to spot great blue herons, loons, and occasionally Bald Eagles.
Yes, the route offers glimpses of historical significance. The Messalonskee Stream is notable for powering mills, including Oakland's Cascade Woolen Mill, which contributed to Oakland's past as the "axehead capital of the world." Remnants of these historical sites can be seen along the Messalonskee Stream Trail, which is part of the broader network.
The best time of year to cycle the Messalonskee Lake loop is generally from late spring through early fall. During these seasons, the weather is most favorable, and the natural scenery, including the lake and surrounding woodlands, is at its most vibrant. Fall offers stunning foliage views.
While the main cycling loop is primarily on roads and shared paths, specific regulations for dogs can vary. If you plan to explore connecting trails like the Messalonskee Stream Trail, it's always best to check local signage for leash requirements or restrictions. Generally, dogs on a leash are welcome in many outdoor areas in Maine.
For the Messalonskee Lake loop itself, which primarily uses public roads and trails, there are typically no specific permits or entrance fees required for cycling. The Belgrade Lakes region generally offers open access to its natural beauty. However, if you venture into specific private lands or managed parks, always check for any posted regulations or fees.
Yes, the route intersects with several other paths. You'll find sections that overlap with the Snowmobile Trail 29A, Snowmobile Belgrade Downtown, Messalonskee Stream Trail, Snowmobile Trail 29, Bean Glen, Raymond Avenue, and Yeaton Road. These intersections can offer opportunities to explore additional areas or vary your ride.
While the route itself might not have numerous establishments directly on the path, Oakland, as your starting and ending point, offers options for cafes and pubs. It's advisable to check local listings in Oakland for places to refuel before or after your ride.