4.8
(4200)
11,939
riders
02:47
65.6km
550m
Road cycling
This moderate 40.7-mile road cycling loop near Middlebury offers scenic New England views, charming villages, and challenging climbs.
Last updated: February 26, 2026
Waypoints
Start point
Parking
Get Directions
28.6 km
Highlight • Settlement
Tip by
65.4 km
Highlight • Settlement
Tip by
65.5 km
Highlight • Waterfall
Tip by
65.6 km
End point
Parking
Way Types & Surfaces
Way Types
58.3 km
6.24 km
1.01 km
Surfaces
65.2 km
381 m
Sign up to see more specific route details
Sign up for free
Elevation
Highest point (190 m)
Lowest point (110 m)
Sign up to see more specific route details
Sign up for free
Weather
Powered by Foreca
Today
Friday 8 May
13°C
2°C
37 %
Additional weather tips
Max wind speed: 8.0 km/h
to get more detailed weather forecasts along your route
This route was planned by komoot.
While specific trailhead parking isn't detailed, you can typically find parking in the towns of Middlebury or Brandon, which serve as good starting points for this loop. Consider parking near local businesses or public areas in these towns.
The terrain is diverse, ranging from gentle, rolling hills around Brandon and Forest Dale to extremely challenging mountain passes. Routes incorporating the Middlebury and Brandon Gaps feature steep ascents, with average grades of 11% over their steepest kilometers. The roads are generally paved, but some sections, particularly on the western side of Middlebury Gap, may have historically included unpaved or gravel portions due to road work.
The picturesque New England scenery, including farmlands, orchards, and mountain views, is best enjoyed during the spring, summer, and fall months. Autumn offers stunning foliage, while summer provides warmer temperatures suitable for cycling. Be mindful of potential snow and ice in winter, especially on higher elevation sections like the Gaps.
Cyclists can enjoy picturesque New England scenery, including farmlands, orchards, and quaint villages. You'll get superb mountain views of the Green Mountains and, on clear days, distant vistas of the Adirondacks. Notable features often include covered bridges, rustic barns, and the impressive Middlebury Falls. Branbury State Park on Lake Dunmore is also a great spot for a break.
As this is primarily a road cycling route on public roads, dogs are generally allowed if they are well-behaved and on a leash, especially when stopping in towns or at parks. However, always check specific regulations for any state parks or private properties you might pass through.
No specific permits or fees are generally required for cycling on public roads that make up the Forest Dale & Brandon loop. While parts of the broader area are within the Moosalamoo National Recreation Area, standard road cycling on public thoroughfares typically does not incur fees. However, if you plan to enter specific state parks like Branbury State Park, there may be day-use fees for facilities.
Yes, the route passes through or near several towns like Middlebury, Brandon, and Forest Dale, where you can find cafes, pubs, and other establishments for refreshments. Main Street in Middlebury, for example, offers various options.
The overall difficulty of this loop is rated as moderate, but it can range from moderate to very hard depending on the specific sections you choose. Loops specifically around Brandon and Forest Dale are generally easier due to their rolling hills. However, routes that incorporate the Middlebury and Brandon Gaps are highly challenging due to steep grades and require very good fitness. Beginners or families might prefer sticking to the flatter sections or shorter loops around the towns.
Public restrooms can typically be found in the towns along the route, such as Middlebury and Brandon, often in parks, public buildings, or businesses. It's advisable to plan your stops accordingly, as facilities may be sparse between towns.
Yes, the route briefly intersects with or runs parallel to several other paths. You might encounter sections of the Trail Around Middlebury, the North Country National Scenic Trail (VT), and the Triangle Bike Route. These intersections are generally brief, as the Forest Dale & Brandon loop is primarily a road cycling route.
Given the varied terrain and potential for challenging climbs, it's essential to bring appropriate gear. This includes a well-maintained racebike, helmet, water bottles, nutrition, a repair kit (spare tube, pump, levers), and layers of clothing suitable for changing weather conditions. A GPS device or map is also recommended for navigation.