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Running trails & routes
United States
Connecticut
South Central Connecticut Planning Region

Westwoods loop trail run

Hard

4.9

(7792)

19,490

runners

Westwoods loop trail run

01:47

15.4km

130m

Running

This difficult 9.6-mile (15.4 km) jogging loop in Westwoods, Cockaponset State Forest, features 419 feet (128 metres) of elevation gain.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

4.46 km

Granite Rock Passage in Westwoods

Highlight • Gorge

The Westwoods property is a nature reserve that is part of the greater Cockaponset State Forest. There are trails passing through the forest that offer views of granite rock formations and cliffs along with wetland scenes and a small lake.

Tip by

2

7.26 km

Lost Lake

Highlight • Lake

Lost Lake is a small reservoir within the Westwoods section of Cockaponset State Forest. There are a few different trails that wind around the woods right next to the water that offer views out across the lake.

Tip by

3

10.00 km

Granite Cliffs

Highlight • Natural Monument

In this area of the Cockaponset State Forest, you will find impressive granite cliffs surrounding you as you hike through the area. Additionally, there are multiple huge boulders lying around from the receding glaciers of the last ice age.

Tip by

B

15.4 km

End point

Parking

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Way Types & Surfaces

Way Types

9.71 km

3.58 km

2.00 km

< 100 m

Surfaces

12.9 km

1.51 km

587 m

434 m

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Elevation

Elevation

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Weather

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Sunday 12 July

29°C

16°C

-- %

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Frequently Asked Questions

Where can I park for the Westwoods loop trail run?

Specific parking information for this exact loop isn't detailed, but the Westwoods trail system, part of Cockaponset State Forest, has multiple access points. You'll typically find parking areas at various trailheads around Guilford. It's advisable to check a local map or a detailed trail guide for the most convenient parking for your chosen starting point.

Is the Westwoods loop trail run dog-friendly?

Yes, the Westwoods trail system is generally dog-friendly. However, it's always best to keep your dog on a leash to ensure their safety and the enjoyment of other trail users, as well as to protect local wildlife. Be prepared to pack out any waste.

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

Spring and fall offer pleasant temperatures and beautiful scenery. Early June is particularly scenic when the Mountain Laurel forests are in bloom. Be aware that some parts of the trail can be slippery or challenging in wet conditions, so avoid those times if possible. Winter running is possible, but expect varying conditions, including potential ice or snow.

Are there any permits or entrance fees required for Westwoods?

No, there are no permits or entrance fees required to access the Westwoods trail system, which includes land managed by the Guilford Land Conservation Trust and Cockaponset State Forest. It's free to enjoy.

What is the terrain like on this trail run?

This specific loop is rated as difficult for jogging. While some sections of the broader Westwoods system are easy, this route includes challenging terrain. You can expect a mix of unpaved forest roads, which offer a smoother grade, alongside paths with steep climbs, ledges, and boulders. Footing can be slippery in wet conditions.

What natural features or landmarks can I see along the route?

Along this route, you'll encounter several notable natural features. Keep an eye out for the Granite Rock Passage in Westwoods, the serene Lost Lake, and impressive Granite Cliffs. The area also features heavily wooded sections, diverse rock formations, and potentially marshes.

Is this trail suitable for beginner trail runners?

Given its 'difficult' rating and the presence of steep climbs, ledges, and boulders, this specific Westwoods loop trail run is not ideal for beginner trail runners. Some sections of the wider Westwoods system are easier, but this particular route is better suited for experienced and sure-footed individuals.

Does this route follow any other named trails within Westwoods?

Yes, this route incorporates sections of several other named trails within the Westwoods system. You will traverse parts of the Yellow Triangle, Red Rectangle, White Rectangle, Patrick Trail, cross trail white-orange, Blue square, White Square, and Green Diamond, as well as the Green Circle.

How long does it typically take to complete this trail run?

This 15.4 km (9.6 mi) loop typically takes around 1 hour and 47 minutes to complete as a trail run, depending on your pace and how often you stop to enjoy the scenery.

What should I wear or bring for this trail run?

Given the challenging terrain, sturdy trail running shoes with good grip are essential. Dress in layers appropriate for the weather, and bring sufficient water, especially on warmer days. A map or GPS device is also recommended due to the extensive network of intersecting trails.

Are there any cafes or amenities near the trailhead?

The Westwoods trail system is located near Guilford, which offers various amenities, including cafes, restaurants, and shops. However, there are no direct amenities or water sources on the trail itself, so plan accordingly and carry what you need.

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