3.3
(13)
58
hikers
03:07
11.4km
170m
Hiking
The Regicides Trail Loop offers a distinctive hiking experience through rugged traprock cliffs and forests, delivering some of Connecticut's most impressive cliff walks. You'll navigate rocky, uneven terrain with plenty of 'up and down' sections, but the reward is panoramic vistas from viewpoints like the South Overlook, stretching across New Haven and Long Island Sound. This moderate 7.1-mile (11.4 km) route, with 570 feet (174 metres) of elevation gain, takes about 3 hours and 7 minutes to complete, making it a rewarding challenge for hikers seeking scenic payoffs.
When planning your visit, be aware that the trail's footing can be challenging, especially in bad or cold weather when sections can become slippery and icy. The Regicides Trail Loop is located within West Rock Ridge State Park, offering a wilderness escape just a short drive from New Haven. Parking is available, but it's wise to arrive early, particularly on weekends, to ensure a spot at the trailhead.
Beyond the stunning views, the trail is steeped in history, named after two regicides of King Charles I who famously hid in Judges Cave in the 17th century. This historical site is a popular stop along the route, adding a layer of intrigue to your hike. The trail also acts as a backbone within the park, connecting to other colored trails, allowing for customized routes if you wish to explore further.
Last updated: June 9, 2026
Waypoints
Start point
Parking
2.80 km
Highlight • Monument
Tip by
4.40 km
Highlight • Viewpoint
Tip by
5.53 km
Highlight • Cave
Tip by
5.65 km
Highlight • Historical Site
Tip by
7.43 km
Highlight • Viewpoint
Tip by
11.4 km
End point
Parking
Way Types & Surfaces
Way Types
7.45 km
1.79 km
1.31 km
805 m
< 100 m
Surfaces
10.4 km
629 m
331 m
< 100 m
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Highest point (160 m)
Lowest point (30 m)
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Friday 23 October
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This route was planned by komoot.
While the specific trailhead parking isn't detailed, the Regicides Trail is located within West Rock Ridge State Park. You can typically find parking areas within the state park that provide access to various trailheads, including those connecting to this loop. It's advisable to check the park's official website for the most current parking information and directions.
The komoot tour for the Regicides Trail Loop is rated as moderate. While parts of the Regicides Trail itself can be challenging with rocky and uneven footing, this specific loop is manageable for hikers with some experience. Be prepared for a lot of 'up and down' over jagged paths. If you're a beginner, ensure you have appropriate footwear and are comfortable with varied terrain.
The terrain on the Regicides Trail Loop is characterized by a traprock ridge, meaning you'll encounter rocky and uneven footing. There are moderate climbs and descents throughout the route. While some sections are level, expect frequent 'up and down' movements over jagged paths. Good hiking boots are highly recommended for secure footing.
This loop offers several interesting features and stunning views. You can visit the historic Judges Cave, a group of boulders where two regicides of King Charles I once hid. You'll also pass by a Colonial Stone Wall and a Stone circle. For panoramic vistas, the South Overlook provides expansive views of south-central Connecticut, including New Haven and Long Island Sound. You'll also get a View of Konolds Pond and glimpses of Lake Watrous.
The Regicides Trail Loop can be enjoyed across multiple seasons. Spring and fall offer pleasant temperatures and beautiful foliage. However, be aware that some steep sections, particularly if you extend your hike to other connecting trails, are not recommended in icy conditions due to treacherous terrain. Summer can be warm, but the trail is often lined with low bush blueberry and huckleberry bushes, adding to the experience.
Yes, the Regicides Trail Loop is generally dog-friendly. West Rock Ridge State Park allows dogs on its trails. However, always ensure your dog is on a leash and that you clean up after them to preserve the natural environment for all visitors.
West Rock Ridge State Park typically has no entrance fees for hikers. However, it's always a good idea to check the official Connecticut State Parks website for the most up-to-date information on any potential parking fees or specific regulations that might apply during certain seasons or events.
Based on the komoot tour data, this 11.4 km (7.1 miles) loop typically takes around 3 hours and 7 minutes to complete. This duration can vary depending on your pace, the number of stops you make at viewpoints or points of interest, and your overall fitness level.
Yes, the Regicides Trail Loop is part of a larger network within West Rock Ridge State Park. The route primarily follows the Regicides Trail, but also passes through sections of the Old Oak Nature Trail Loop, Westville Feeder, Purple Trail, and North Summit Trail. It also utilizes parts of Baldwin Drive and Regicide Drive, which are paved roads that the trail often deviates from back into the woods.
The trail offers diverse and spectacular views. Along the western side of the ridge, you'll see extended views of reservoirs and forests. On the eastern side, there's a dramatic perspective down the length of West Rock Ridge, including Farm Brook Reservoir. The South Overlook provides panoramic vistas of south-central Connecticut, including Sleeping Giant State Park, New Haven, and Long Island Sound. You'll also get views of Lake Watrous and Konolds Pond.
Yes, the trail's name, 'Regicides Trail,' comes from its most notable historical feature: Judges Cave. This group of boulders served as a hiding place for William Goffe and Edward Whalley, two of the regicides of King Charles I, in 1661 and again in 1664 as they evaded capture.
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