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

Lake Wintergreen & Regicides Trail loop run

Moderate

4.7

(2962)

17,786

runners

Lake Wintergreen & Regicides Trail loop run

00:43

5.72km

100m

Running

Jog a moderate 3.6-mile loop in West Rock Ridge State Park, combining serene Lake Wintergreen views with challenging Regicides Trail ridges.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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1

884 m

Lake Wintergreen

Highlight • Lake

Lake Wintergreen is a beautiful freshwater lake that is part of West Rock Ridge State Park. There is a beach, a nature trail that loops around the entire lake, and …

Tip by

2

1.76 km

View of Konolds Pond

Highlight • Viewpoint

From this spot up on the ridge line on Regicides Trail, you get great views overlooking Konolds Pond and the surrounding area. This is a great place to snap some photos and sip some water before continuing on your hike.

Tip by

B

5.72 km

End point

Parking

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Way Types & Surfaces

Way Types

4.95 km

660 m

116 m

Surfaces

4.67 km

1.01 km

< 100 m

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (160 m)

Lowest point (70 m)

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Weather

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Today

Monday 25 May

24°C

12°C

22 %

Additional weather tips

Max wind speed: 10.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How difficult is the Lake Wintergreen & Regicides Trail loop run?

The overall difficulty of this loop is rated as moderate. While the section around Lake Wintergreen is relatively flat and easy, the Regicides Trail portion involves significant elevation changes, rocky footing, and steep climbs, making it quite challenging. It's best suited for those in good physical condition.

Where can I park to access the Lake Wintergreen & Regicides Trail loop run?

Parking is available within West Rock Ridge State Park. The most common access point for this loop is near Lake Wintergreen. Look for designated parking areas within the park that provide access to both the lake and the Regicides Trail.

Is this trail dog-friendly?

Yes, dogs are generally permitted on trails within West Rock Ridge State Park. However, they must be kept on a leash at all times. Be aware that some sections of the Regicides Trail are rocky and steep, which might be challenging for some dogs.

Are there any permits or fees required to use the trails?

No, there are typically no permits or entrance fees required to access the trails in West Rock Ridge State Park, including the Lake Wintergreen & Regicides Trail loop run. It is free to enjoy the park's natural beauty.

When is the best time of year to run this loop?

The trail can be enjoyed year-round, but fall is particularly stunning due to the vibrant foliage reflected on Lake Wintergreen and panoramic views. Spring offers lush greenery. Winter conditions can be treacherous, with icy and slippery sections on the Regicides Trail, requiring appropriate gear.

What kind of terrain should I expect on this route?

The terrain is quite varied. The path immediately around Lake Wintergreen is generally flat with a gravel surface. However, the Regicides Trail section is significantly more rugged, featuring moderate to steep climbs and descents, rocky footing, and uneven surfaces along the ridgeline. Some parts can be very challenging.

What can I see along the route?

You'll experience diverse scenery, from the serene waters of Lake Wintergreen to panoramic vistas. The Regicides Trail offers spectacular cliff walks and sweeping views of south-central Connecticut, including New Haven and the Long Island Sound, especially from viewpoints like View of Konolds Pond and the South Overlook. You might also spot local wildlife.

Does the trail intersect other well-known paths?

Yes, this route utilizes sections of several trails within West Rock Ridge State Park. You'll be running on parts of the Regicides Trail, Purple Trail, North Summit Trail, and Baldwin Drive.

Are there any historical landmarks along the way?

Yes, the Regicides Trail is named for its historical significance. It passes by Judges Cave, a notable landmark where two judges who signed King Charles I's death warrant sought refuge in the 17th century.

What should I wear or bring for a run on this trail, especially in colder months?

Given the varied terrain and potential for challenging conditions, especially on the Regicides Trail, wear sturdy trail running shoes with good grip. In colder or icy conditions, microspikes or similar traction devices are highly recommended, as sections can become treacherous. Layered clothing is always a good idea, and bring water regardless of the season.

Are there any less crowded jogging options near Lake Wintergreen?

While the full Lake Wintergreen & Regicides Trail loop can be popular, the 1.5 to 2.1-mile loop directly around Lake Wintergreen itself is generally less strenuous and can offer a more relaxed jogging experience, especially during off-peak hours. The broader West Rock Ridge State Park also has other trails that might be less frequented.

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