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Routes
Hiking trails & Routes
United States
Maine
Hancock County

Flag Hill Trail

Moderate

5.0

(3633)

16,847

hikers

Flag Hill Trail

02:04

6.91km

220m

Hiking

Embark on the Flag Hill Trail, a moderate hike that takes you deep into the natural beauty of Great Pond Mountain Wildlands. This route spans 4.3 miles (6.9 km) and involves a steady climb of 730 feet (222 metres), offering a solid workout. You can expect to complete this journey…

Last updated: April 23, 2026

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Parking

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1

3.45 km

Flag Hill

Highlight • Summit

The trail to the Summit of Flag Hill can be either a doubletrack mountain bike path or a hiking path. Flag Hill is at 925 feet above sea level. Dogs …

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6.91 km

End point

Parking

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Way Types & Surfaces

Way Types

6.79 km

114 m

Surfaces

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Elevation

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Weather

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Today

Saturday 22 August

25°C

16°C

13 %

Additional weather tips

Max wind speed: 16.0 km/h

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Frequently Asked Questions

What is the overall difficulty and terrain like on this trail?

This trail is rated as moderate. It features a significant and often steep climb, with some sections feeling quite strenuous. The path can be sparsely shaded, especially as you climb higher, and the terrain becomes progressively more bare. It's not recommended to hike immediately after rain due to potentially slippery conditions on the steep path.

How long does it typically take to complete the hike?

Based on the tour data, the average duration for this hike is approximately 2 hours and 3 minutes.

Are dogs allowed on the Flag Hill Trail?

The provided information does not specify dog rules for this particular Flag Hill Trail. However, trails in natural areas often require dogs to be on a leash. It's best to check the specific regulations for Great Pond Mountain Wildlands before your visit.

What are the best times of year to hike this route?

Spring is ideal for wildflowers and flowing creeks, while fall offers beautiful golden-brown hills. The trail can be less crowded if you start early in the day.

What kind of views and natural features can I expect?

Hikers can expect breathtaking panoramic views of the surrounding areas. The landscape includes rolling hills, oak-dotted meadows, and a mix of foliage. The summit, Flag Hill, is composed of fossil-rich sandstone, making it a point of geological interest.

What wildlife might I encounter?

Wildlife viewing opportunities are present, with chances to spot various birds of prey such as red-tailed hawks, turkey vultures, golden eagles, and falcons.

Does the trail intersect with other paths?

Yes, the route also passes through sections of the Flag Hill Tote Road, Flag Hill Trail, Flag Hill Tote Road & Trail, Hillside Trail, Oak Hill Trail, Diamond Road, and Snowmobile Flag Hill Bucksport.

What are the parking and trailhead access options?

The provided information does not detail specific parking or trailhead access for this Flag Hill Trail. It's recommended to check the official Great Pond Mountain Wildlands website or local resources for up-to-date parking information and directions to the trailhead.

Are there any permits or entrance fees required for Great Pond Mountain Wildlands?

The provided information does not specify permit or entrance fee requirements for Great Pond Mountain Wildlands. It is advisable to check the official website of Great Pond Mountain Wildlands for current regulations regarding access, permits, and any associated fees before planning your visit.

Is this a loop trail or an out-and-back?

The trail is an out-and-back route, meaning you will return along the same path you took to reach the Flag Hill summit.

What should I wear or bring for this hike?

Given the moderately strenuous and potentially steep terrain, wear sturdy hiking boots with good grip. As shade can be sparse higher up, bring sun protection like a hat and sunscreen. Carry plenty of water, especially on warmer days, and consider layers as temperatures can change.

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