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Hiking trails & Routes
United States
Connecticut
Western Connecticut Planning Region
East Village

Webb Mountain via Blue Trail

Moderate

5.0

(7209)

11,795

hikers

Webb Mountain via Blue Trail

01:20

3.99km

150m

Hiking

The Webb Mountain via Blue Trail offers a diverse hiking experience through varied terrain, including rocky sections and dense forests. The standout feature is a cliff section that rises above the treeline, providing open, sunny views of the Housatonic River and the surrounding valley. You'll find yourself navigating a "blue difficulty singletrack" that feels like a true escape into nature, perfect for those who appreciate a mix of challenge and scenic rewards.

Planning your visit is straightforward, as the trail is located within Webb Mountain Park in Monroe, Connecticut, which is generally not overly populated. The trails are well-marked, and the park is dog-friendly, though leashes are recommended. Spring and fall are particularly beautiful, with wildflowers and migratory birds in spring, and stunning foliage in autumn, making them excellent times to explore.

This moderate 2.5-mile (4.0 km) hiking route, with 482 feet (147 metres) of elevation gain and an estimated duration of 1 hour and 19 minutes, is a hidden gem in southern Connecticut. It connects to the blue-blazed Paugussett Trail for longer treks and is part of Webb Mountain Park, which also hosts the Webb Mountain Discovery Zone, an outdoor learning center suitable for families.

Last updated: June 9, 2026

Waypoints

A

Start point

Parking

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1

3.54 km

Webb Mountain Park

Highlight • Forest

Webb Mountain Park is a 135-acre park that backs up to a historic castle for nuns. Mountain bikes are allowed only on the trail at Shelton Lakes.

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B

3.99 km

End point

Viewpoint

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Way Types & Surfaces

Way Types

1.87 km

1.42 km

302 m

216 m

188 m

Surfaces

2.49 km

1.00 km

335 m

156 m

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Elevation

Elevation

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Friday 10 July

29°C

21°C

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Frequently Asked Questions

Where does the Webb Mountain via Blue Trail start and is there parking available?

The trail is located near North Bend, Washington. While the specific trailhead address isn't provided, it shares a trailhead with other popular hikes. Parking availability can vary, so it's often best to arrive early, especially on busy days.

How difficult is the Webb Mountain via Blue Trail?

Komoot classifies this specific route as moderate. However, be aware that reaching the Webb Mountain summit, especially when combined with other trails, can be considerably more challenging than anticipated. The terrain includes steep sections, rock fields, and granite faces that may require scrambling, and in some areas, using your hands for assistance. Snow can also add significant difficulty in certain seasons.

Is the Webb Mountain via Blue Trail dog-friendly?

The provided information does not specify dog regulations for this particular trail. It's always best to check local park regulations for Webb Mountain Park regarding dogs, including leash requirements.

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

The trail offers rewarding scenery year-round, but conditions vary significantly. In certain seasons, especially on the northern side of the ridge, snow packs can be present, making pathfinding challenging and potentially dangerous due to post-holing. For the best experience, consider hiking when snow has melted, typically late spring through early fall, to avoid these difficult conditions.

Are there any permits or entrance fees required for Webb Mountain Park?

The provided information does not mention any specific permits or entrance fees for accessing Webb Mountain Park or this trail. However, it's always advisable to check the official website for Webb Mountain Park or local park authorities for the most current regulations before your visit.

What is the terrain like on the Webb Mountain via Blue Trail?

The initial sections of the trail often feature loamy, uneven, and rooted switchbacks through dense trees. As you ascend, the terrain becomes steeper, transitioning into rock fields and large granite faces where some scrambling may be necessary. You might also encounter obstacles like downed trees. In winter or early spring, snow packs can be present, adding to the challenge.

What kind of views can I expect from the summit?

The views from Webb Mountain are described as outstanding in all directions. You can expect panoramic vistas of prominent peaks like Mount Rainier, Mount Adams, Glacier Peak, and Mount Stuart. On clear days, you may also see the Seattle skyline with the Olympic Mountains in the background.

Is the Webb Mountain via Blue Trail a loop or an out-and-back route?

This specific Komoot route is an out-and-back trail. However, the area does offer connections to other trails, allowing for longer loop options if you wish to extend your hike.

Does this route connect with other trails?

Yes, this route utilizes sections of other official trails. Approximately 93% of the route follows the Paugussett Trail, 33% uses Old Fish House Road, 15% is on the Blue-Yellow Connector, and 7% is on the Poet Path. These connections can be used to form longer or alternative hiking experiences.

Is this trail suitable for beginners or families?

Given its 'moderate' difficulty rating and descriptions of steep, uneven terrain, rock fields, and potential scrambling, this trail might be challenging for absolute beginners or very young children. While the initial sections might be manageable, the ascent to the summit requires a good level of fitness and experience. Families with older, experienced hikers might enjoy it, but it's not typically recommended as a beginner or easy family hike.

What makes the Webb Mountain via Blue Trail a unique hiking experience?

This trail is notable for its challenging ascent and the immense sense of accomplishment it provides at the summit. It offers expansive and exceptional views of several prominent Cascade peaks and the Seattle urban landscape. While sharing a trailhead with more popular hikes, it's considered a lesser-known and quieter trail, appealing to those seeking a more secluded and steep experience not far from Seattle.

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