5.0
(3792)
11,746
runners
01:44
13.2km
340m
Running
The Mattabesett Trail is a difficult 8.2-mile (13.2 km) jogging route with 1131 feet (345 metres) of elevation gain and diverse terrain.
Last updated: February 26, 2026
Waypoints
Start point
Parking
Get Directions
1.22 km
Highlight • Viewpoint
Tip by
6.08 km
Highlight (Segment) • Trail
Tip by
13.2 km
End point
Parking
Way Types & Surfaces
Way Types
13.1 km
< 100 m
Surfaces
13.1 km
< 100 m
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Elevation
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Tuesday 26 May
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12°C
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Max wind speed: 11.0 km/h
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This route was planned by komoot.
The Mattabesett Trail offers a diverse and often challenging terrain. You'll encounter high ledges, bald knobs, and traprock ridges, especially in its eastern and western sections. The path includes tumbled ledges, frequent brooks, shallow bogs, and vernal pools, often winding through mountain laurel and hardwood forests. Expect rocky and hilly sections, with some areas involving rock scrambles that may require the use of both hands and feet. Certain segments can be quite steep and include loose rock and dirt, demanding careful footing.
The trail boasts abundant scenic beauty. You can enjoy sweeping vistas of the Connecticut River from high ledges and bald knobs in the eastern sections. The western parts offer some of the finest ridge walking and cliff views in the state. Panoramic views are available from prominent points such as Chauncey Peak and Bear Rock, and from along the Besek Mountain ridge, where views of the Quinnipiac Valley and even Long Island Sound can be seen. Don't miss the View of Pistapaug Pond from Pistapaug Hill.
The Mattabesett Trail ranges from moderately challenging to difficult, making it generally more suitable for experienced trail runners. Many sections involve significant elevation changes and are described as rugged, rocky, and hilly. Some sections are rated with a "Hard" physical rating and "Black Diamond" climb difficulty for trail running, so beginners might find it quite demanding.
The trail can be enjoyed in various seasons, but spring and fall often offer the most pleasant conditions with cooler temperatures and vibrant foliage. Spring brings blooming wildflowers, while autumn showcases stunning fall colors. Summer can be hot and humid, and winter may present icy or snowy conditions, especially on the more rugged sections, requiring appropriate gear and caution.
Access points and parking vary along the extensive Mattabesett Trail. For the specific segment highlighted in this tour, which runs through Trimountain State Park, you would typically look for parking facilities within or near the park boundaries. Given its length and numerous access points, it's advisable to research specific trailhead parking for the section you plan to jog.
Yes, the Mattabesett Trail is a significant part of the larger trail network. It is one of the three original Blue-Blazed trails in Connecticut and is an integral part of the 215-235 mile New England National Scenic Trail (NET). The route also passes through sections of the Alt Trail and the Old Trail.
Generally, dogs are permitted on the Mattabesett Trail, but specific regulations may vary depending on the park or land trust property it traverses. It's always best to keep your dog on a leash and practice Leave No Trace principles, including picking up after your pet. Given the trail's rugged and rocky sections, ensure your dog is accustomed to such terrain.
For most sections of the Mattabesett Trail, including those within Pistapaug Pond Open Space, permits are generally not required, and there are no entrance fees for accessing the trail itself. However, it's always a good idea to check the specific regulations for any state parks or land trust properties you plan to enter, as policies can sometimes change or apply to certain activities.
Given the trail's difficult rating and varied terrain, it's essential to be well-prepared. We recommend bringing plenty of water, appropriate trail running shoes with good grip, navigation tools (map, compass, or GPS device), a first-aid kit, and snacks. Layers of clothing are also advisable as weather conditions can change. For sections with rock scrambles, consider gloves for better grip and protection.
Yes, some sections of the Mattabesett Trail are known for their challenges. There are "dangerous ridge walks" in some eastern sections, where caution is advised, especially in wet or icy conditions. The trail features significant elevation changes, rocky terrain, and rock scrambles that require careful footing. Always be aware of your surroundings and assess conditions before proceeding, particularly on steep or exposed areas.