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Carroll County

Mount Flagg via Dave Green, Canaan Mountain and Gorilla Trail

Routes
Hiking trails & Routes
Carroll County

Mount Flagg via Dave Green, Canaan Mountain and Gorilla Trail

Moderate

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

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6.75 km

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Way Types & Surfaces

Way Types

4.33 km

2.41 km

Surfaces

4.33 km

2.40 km

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Elevation

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Highest point (680 m)

Lowest point (280 m)

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Today

Saturday 30 May

13°C

2°C

0 %

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Max wind speed: 14.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

What is the overall difficulty of hiking Mount Flagg via Dave Green, Canaan Mountain and Gorilla Trail?

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.

What kind of terrain will I encounter on this hike?

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.

Are there any permits or entrance fees required for this trail?

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.

Where can I park to access the trailhead for this route?

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.

What are the best viewpoints or scenic spots along the way?

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.

Is this trail dog-friendly?

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.

What is the best time of year to hike this trail?

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.

Does this route intersect with other well-known paths?

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%).

What should I know about navigating the trails, especially the Canaan Mountain Trail?

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.

Are there any unique natural features or wildlife I might see?

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.

Are there any shelters or facilities along the route?

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.

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