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United States

Connecticut

South Central Connecticut Planning Region

New Haven

Judges Cave – Lake Wintergreen loop from Yale Bowl

Routes

Hiking trails & Routes

United States

Connecticut

South Central Connecticut Planning Region

New Haven

Judges Cave – Lake Wintergreen loop from Yale Bowl

Moderate

3.0

(3)

hikers

Judges Cave – Lake Wintergreen loop from Yale Bowl

03:06

11.2km

200m

Hiking

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: April 16, 2026

Waypoints

Start point

Bus stop

Get Directions

2.13 km

Judges Cave

Highlight • Cave

Edward Whalley and William Goffe were two of the 59 British judges who sentenced King Charles I to death in 1649. When King Charles II, the son of Charles I, …

Tip by

2.24 km

Stone circle

Highlight • Historical Site

This stone circle is one of many spots that hints at the colonial-era history of these woods and the town New Haven. Like the stone walls that crisscross much of …

Tip by

4.09 km

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

4.97 km

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

5.71 km

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

8.26 km

Colonial Stone Wall

Highlight • Monument

Stonewalls are abundant in New England. As colonial farmers cleared their fields, they kept coming across rocks. They took these rocks, which would impede their plows, and piled them at …

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8.48 km

Moss-Covered Stone Structure in West Rock Ridge State Park

Highlight • Structure

West Rock Ridge State Park offers stunning views of the city and Long Island Sound. The park is a great place to escape the hustle and bustle of the city and enjoy the outdoors.

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11.2 km

End point

Bus stop

Way Types & Surfaces

Way Types

7.71 km

2.57 km

426 m

387 m

< 100 m

Surfaces

7.95 km

1.09 km

1.08 km

849 m

101 m

< 100 m

Elevation

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

Highest point (130 m)

Lowest point (0 m)

Weather

Today

Thursday 25 June

27°C

13°C

15 %

Additional weather tips

Max wind speed: 15.0 km/h

to get more detailed weather forecasts along your route

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Judges Cave – Lake Wintergreen loop from Yale Bowl

Judges Cave

Stone circle

View of Konolds Pond

Lake Wintergreen

Lake Wintergreen

Colonial Stone Wall

Moss-Covered Stone Structure in West Rock Ridge State Park

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