Mount Flagg via Dave Green, Canaan Mountain and Gorilla Trail
Mount Flagg via Dave Green, Canaan Mountain and Gorilla Trail
02:29
6.75km
430m
Hiking
Hike Mount Flagg via Dave Green, Canaan Mountain, and Gorilla Trail, a moderate 4.2-mile route with 1423 feet of gain and panoramic views.
Last updated: February 26, 2026
Waypoints
Start point
Get Directions
6.75 km
End point
Way Types & Surfaces
Way Types
4.33 km
2.41 km
Surfaces
4.33 km
2.40 km
Sign up to see more specific route details
Sign up for free
Elevation
Highest point (680 m)
Lowest point (280 m)
Sign up to see more specific route details
Sign up for free
Weather
Powered by Foreca
Today
Saturday 30 May
13°C
2°C
0 %
Additional weather tips
Max wind speed: 14.0 km/h
to get more detailed weather forecasts along your route
This route was planned by komoot.
While komoot rates this route as moderate, local trail research often describes it as hard or difficult. Hikers should be prepared for challenging terrain, including rocky ascents, eroded sections, and potentially overgrown paths, especially on the Canaan Mountain Trail. The total distance is approximately 6.7 km with about 434 meters of elevation gain.
The terrain is quite varied and demanding. Expect very rocky areas with young tree growth, eroded slab sections where dry leaves can make footing challenging, and bouldery forest sections. The Canaan Mountain Trail, in particular, can be difficult to follow due to an obscure footway and overgrown sections. The Dave Green and Gorilla Trails may also have downed trees.
This trail is located within the Castle in the Clouds Conservation Area. While the trail often traverses private land, specific permits for hiking are generally not required for public access. However, it's always good practice to check the official Castle in the Clouds website for any updated regulations or fees, especially if accessing through their main property.
The trail system can be accessed from various points. Specific parking details for the Dave Green, Canaan Mountain, and Gorilla Trails would typically be found near the start of these individual trailheads. Given the route's complexity, it's advisable to consult a detailed map or the komoot tour page for precise trailhead locations and parking options.
This route offers impressive views. You'll find panoramic and far-reaching views of the Lakes Region from ledges below the summit of Mount Flagg. Openings in the trees to the north provide glimpses of Mount Chocorua. The Merrovista Ledges offer increasingly clear views to the south and southeast, including the distant Moose Mountains. The ledgy summit of Sentinel Mountain also provides good views of Dan Hole Pond, Lake Winnipesaukee, and the Belknap Range.
Generally, trails in the Ossipee Mountains are dog-friendly, but specific regulations can vary, especially as parts of the trail traverse private land. It's always recommended to keep dogs on a leash and practice Leave No Trace principles. Check for any specific signage at the trailhead regarding pet policies.
The trail can be hiked in various seasons, but conditions vary. Fall offers beautiful foliage and potentially drier conditions. Spring can be muddy, and summer can be warm and buggy. While snow and ice are sometimes avoidable even in cooler months, slippery leaves are a factor in autumn and early winter. Always check current weather and trail conditions before heading out.
Yes, this route is a combination of several trails. The hike primarily utilizes sections of the Gorilla Trail (approximately 65% of the route), the Canaan Mountain Trail (around 44%), and the Dave Green Trail (about 41%). It also briefly touches upon the Sentinel Connector Trail (around 9%).
The Mount Flagg Trail is often blazed in yellow and is generally easier to follow. However, the Canaan Mountain Trail is noted for being difficult to follow due to an obscure footway and overgrown sections where traces of the path are often concealed by leaves. It's highly recommended to carry a reliable map, a compass, or a GPS device (like the komoot app) and know how to use them, as trail maintenance can be poor in some areas.
Beyond the impressive views, you'll find grassy, forested ledges with an abundance of lichens in flatter areas between Mount Flagg and Canaan Mountain. The Gorilla Trail is described as quite colorful, particularly with white birch trees and green grass. While specific wildlife sightings aren't guaranteed, the Ossipee Mountains are home to various forest animals, so keep an eye out for local fauna.
The trail research mentions the presence of log shelters along the route. These can offer a place for a brief rest or protection from the elements. However, it's always best to be self-sufficient and not rely solely on these for water or extensive shelter.