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Routes
Running Trails
United States
Connecticut
Western Connecticut Planning Region

Cannondale

The best running trails around Cannondale

5.0

(3)

130

runners

33

runs

Jogging routes around Cannondale, located in Wilton, Connecticut, traverse an area characterized by natural features such as reservoirs, woodlands, and open fields. The region offers varied terrain suitable for running, including paths around the Saugatuck Reservoir and through areas like Weir Farm National Historical Park. These natural settings provide a tranquil backdrop for outdoor activities. The landscape includes freshwater ponds and extensive natural surroundings, making it suitable for those seeking to exercise amidst scenic environments.

Best jogging routes around Cannondale

Last updated: May 17, 2026

5.0

(2)

5

runners

#1.

Saugatuck, Bedford, & Troop Trail loop

11.6km

01:26

120m

120m

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

3

runners

20.0km

02:29

260m

260m

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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2

runners

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

5.0

(1)

17

runners

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Popular around Cannondale

Hiking around Cannondale

Road Cycling Routes around Cannondale

Cycling around Cannondale

MTB Trails around Cannondale

Tips from the Community

Jamie S.
February 19, 2024, Silver Springs Swamp Dam

At this spot Silver Springs Swamp flows over a small dam into a small stream. This is a very pretty place to ride past as you explore the area.

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Matthew
February 16, 2024, Godfrey Pond

Godfrey Pond is a small body of water within Devil's Den Nature Preserve. A few different trails pass by the pond, but it is so heavily surrounded by trees that the views of the pond are spotty.

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Merwin Meadows Park is a park along the Norwalk River that houses a portion of the Norwalk River Valley Trail. The park has a swimming pond, beach, playground, athletic fields, and seasonally open bathhouses. The bathhouses require a membership.

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The Trout Brook Valley State Park Reserve is one of the most cherished outdoor spaces in the Easton area. The park features over 20 miles of wooded and wetland trails that are great for trail running. Some trails are more trafficked than others, but with so many different trails, you usually see more nature than you do other trail users.

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There are a lot of intersecting trails of varying difficulties at Devil's Den Nature Preserve. The trails are utilized by hikers and runners, but no bikes are allowed on any of the trails. This is a great place to gets in lots of mileage on soft surface trails.

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This beautiful overlook can be accessed via the Saugatuck Trail or just by parking nearby at the Newtown Turnpike parking area. If you are running any of the trails around the reservoir, this is a must-hit spot.

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The Saugatuck Trail follows along a small section of the Saugatuck River where it flows into Saugatuck Reservoir. This trail passes through a bunch of different riparian environments, but the trail usually stays pretty dry. This is a great trail to run to connect the paths on different sides of the lake.

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Matthew
August 22, 2023, Godfrey Pond

Godfrey Pond is a small body of water within Devil's Den Nature Preserve. A few different trails pass by the pond, but it is so heavily surrounded by trees that the views of the pond are spotty.

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Frequently Asked Questions

How many running routes are available around Cannondale?

There are over 30 running routes available around Cannondale, offering a variety of options for different skill levels and preferences. The area features paths through woodlands, around picturesque reservoirs, and across open fields.

What kind of terrain and difficulty can I expect on the jogging trails in Cannondale?

The jogging trails around Cannondale offer varied terrain, from paths around reservoirs to routes through dense woodlands and open fields. You'll find a good mix of difficulties: 2 routes are considered easy, 25 are moderate, and 5 are more challenging, ensuring options for all fitness levels.

Are there any family-friendly running routes in the Cannondale area?

While specific 'family-friendly' designations aren't always explicit, routes with moderate difficulty and scenic views are generally suitable. For example, the area around Weir Farm National Historical Park offers extensive natural surroundings that can be enjoyed by families, though specific jogging trails within might vary in length and terrain.

What natural features or landmarks can I see while running near Cannondale?

The region is rich in natural beauty. You can enjoy views of the South Norwalk Reservoir, the expansive Saugatuck Reservoir, and the attractive Siscowit Reservoir. Additionally, routes may pass through or near Weir Farm National Historical Park, offering a blend of natural landscapes and historical context.

Are there any circular running routes in Cannondale?

Yes, many of the running routes in Cannondale are circular, providing convenient loop options. For instance, the Saugatuck, Bedford, & Troop Trail loop is a popular moderate option, and the Marvin Tavern – Merwin Meadows Park loop from Cannondale offers another scenic circular path.

What do other runners enjoy most about the trails in Cannondale?

The running routes in Cannondale are highly rated by the komoot community, with an average score of 5.0 stars. Runners often praise the picturesque reservoirs, dense woodlands, and the tranquil environment that provides a scenic backdrop for their runs.

Are there any easy running routes for beginners in the area?

Yes, for those looking for an easier run, there are 2 routes classified as easy. These typically offer less elevation gain and smoother paths, perfect for beginners or a relaxed jog.

Can I find longer, more challenging running routes around Cannondale?

Absolutely. If you're seeking a greater challenge, there are 5 difficult routes available. One such route is the Merwin Meadows Park loop from Wilton, which is 10.3 miles (16.6 km) long and provides a significant running challenge through the park and surrounding areas.

Which running routes offer views of the Saugatuck Reservoir?

Several routes provide excellent views of the Saugatuck Reservoir. The Saugatuck, Bedford, & Troop Trail loop is a moderate route specifically known for its scenic views around the reservoir. You can also find a dedicated View of Saugatuck Reservoir highlight point.

Are there any running trails that pass by ponds or water features?

Yes, the area features several routes that include water features. The Godfrey Pond loop from West Branch Saugatuck River is a great option, leading through woodlands and past Godfrey Pond, offering a refreshing element to your run.

What is the average duration for a running route in Cannondale?

The duration of running routes varies significantly based on distance and difficulty. For example, the moderate Saugatuck, Bedford, & Troop Trail loop typically takes about 1 hour 26 minutes, while the longer Merwin Meadows Park loop from Wilton can take around 1 hour 50 minutes.

Are there any routes that explore Merwin Meadows Park?

Yes, Merwin Meadows Park is a popular area for runners. The Merwin Meadows Park loop from Cannondale is a moderate 7.3-mile (11.7 km) route that explores the park, providing a great option for a run within its grounds.

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