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Hiking trails & Routes
United States
Connecticut
South Central Connecticut Planning Region

Upper Regicides Trail Loop

Moderate

2.5

(16)

55

hikers

Upper Regicides Trail Loop

02:41

10.1km

110m

Hiking

Hike the moderate 6.3-mile Upper Regicides Trail Loop in West Rock Ridge State Park, featuring panoramic views and historical landmarks.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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1.48 km

Viewpoint

Viewpoint

2

2.42 km

West Rock Ridge State Park

Highlight • Forest

West Rock Ridge State Park is located on 6-mile long ridge. Because of the elevation of the park, there are impressive views of New Haven and the Harbor, Long Island …

Tip by

B

10.1 km

End point

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Way Types & Surfaces

Way Types

7.05 km

2.50 km

514 m

Surfaces

8.72 km

1.06 km

195 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 (170 m)

Lowest point (70 m)

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Weather

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Today

Friday 29 May

23°C

12°C

0 %

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Max wind speed: 12.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

What is the terrain like on the Upper Regicides Trail Loop?

The terrain is rugged and characteristic of a traprock ridge. Expect rocky and uneven footing, with many 'up and down' sections and steep ascents. Some parts may require careful foot placement. During colder months, certain sections can become slippery due to ice, so appropriate gear is essential.

What kind of views can I expect along the route?

Hikers are rewarded with spectacular and diverse views. From various overlooks, you can enjoy expansive panoramic vistas of south-central Connecticut, including the city of New Haven, the Long Island Sound, Sleeping Giant State Park, and East Rock Park. The trail also offers dramatic perspectives of reservoirs and forests, particularly along the western side of the ridge.

Are there any historical landmarks or unique features on the trail?

Yes, the trail is historically significant. It's named after two 'regicides' who hid in Judges Cave in 1661 and 1664. You can explore Judges Cave, a notable historical site nestled among boulders along the route. The trail is also known for its 'spectacular cliff walks' and fearsome rocky sections.

Where can I park for the Upper Regicides Trail Loop?

Parking is typically available at the designated trailheads within West Rock Ridge State Park. It's advisable to arrive early, especially on weekends, to secure a spot.

Is the Upper Regicides Trail Loop suitable for beginners?

The Upper Regicides Trail Loop is rated as 'moderate'. While it's not overly long, the terrain is rugged with rocky, uneven footing and some steep sections. Beginners with a reasonable level of fitness should be able to complete it, but those new to hiking might find it challenging in parts. It's a good step up from easier walks.

Are dogs allowed on the Upper Regicides Trail Loop?

Yes, dogs are permitted on the trail. However, they must be kept on a leash at all times to ensure their safety and the enjoyment of other hikers and wildlife.

What is the best time of year to hike the Upper Regicides Trail Loop?

Spring and fall generally offer the most pleasant hiking conditions with comfortable temperatures and beautiful foliage. Fall, in particular, provides stunning views of the changing leaves. Summer can be warm and humid, while winter hiking is possible but requires appropriate gear due to potential ice and snow on the rugged terrain.

Do I need a permit or is there an entrance fee for West Rock Ridge State Park?

Generally, there are no entrance fees or permits required to access West Rock Ridge State Park or hike the trails within it. However, it's always a good idea to check the official state park website for any updated regulations before your visit.

Does the Upper Regicides Trail Loop connect with other trails?

Yes, the route is part of a larger network within West Rock Ridge State Park. This specific loop utilizes sections of the Regicides Trail, Purple Trail, North Summit Trail, and Baldwin Drive. The extensive Blue-Blazed Hiking Trail System allows for various customized loops of different lengths and difficulties.

What should I pack for a hike on this trail?

Given the rugged and rocky terrain, sturdy hiking boots with good ankle support are highly recommended. Bring plenty of water, especially on warmer days, and snacks. A map or GPS device (like the komoot app) is useful for navigation, and layers of clothing are advisable due to potential weather changes. Trekking poles can also be helpful for stability on uneven sections.

Is there an insider tip for hiking the Upper Regicides Trail Loop?

For the most dramatic views and a good workout, consider hiking the loop in a counter-clockwise direction. This allows you to tackle some of the steeper ascents earlier and enjoy the panoramic vistas as a reward on your descent. Also, arriving early in the morning can help you avoid crowds and find better parking, especially on weekends.

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