Explore the most popular trails near New Haven with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

New Haven, Connecticut Map
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Not well marked. Easy to get back onto the trail if you do get lost. Absolutely stunning view from the top. And a lovely little picnic spot with plenty of trees for hammocks if you’re into that sort of thing.

hiking
over grown
1 month ago

1 month ago

Awesome, very technical trail

Not well marked

1 month ago

The cave itself was a mere pile of rocks. The trail itself was fun, but without anything unique or particularly scenic.

Beautiful view from the top. I recommend taking the Lake Wintergreen entrance. I love West Rock.

hiking
rocky
1 month ago

hiking
bugs
muddy
1 month ago

Spring In Connecticut is an opportune time to go hiking. Sunny days and beautiful views make this 5 1/2 mile loop very enjoyable.

hiking
muddy
rocky
2 months ago

hiking
3 months ago

This was an easy hike with a great historical payoff at the finish. Took the Westville Feeder trail which runs into the blue blazed Regicides trail...Cave is less than half a mile from this junction. Cave has an interesting colonial history. Edward Whalley and William Goffe, Two of the 59 judges who King Charles to death in 1649, fled to this spot after Charles II was restored to the throne in 1660 and sought revenge for his executed father. The two men stayed here for an undetermined time starting on May 15 1661 and eventually fled to Hadley Massachusetts. Cool stuff!!

hiking
3 months ago

Quick out and back trail....I continued up the blue blazed trail to the Judges cave. No leaves on the trees yet so I had views great of the surrounding area.

hiking
rocky
3 months ago

Pretty, good ridge to climb rocks, dog had a lot of fun, and some good views of the new haven area

hiking
3 months ago

This was a combination of a walk in a park, a walk through someone’s back yard woods and a ridge hike. Not lightly trafficked. Still was okay for New Haven. Heard road traffic for most of the hike/walk. The west part of the loop had a few fun scrambles.

hiking
8 months ago

Great activity to burn a half day when in New Haven. Absolutely stunning views during autumn. After our hike we did some scenic driving which I recommend for anyone with some extra time who appreciates the color change. We visited some parks that had better views within an hours driving distance, but if you are in New Haven and looking for something close I highly recommend.

hiking
8 months ago

Start on the switchbacks and continue onto the stairs when you see them. Great workout ... they say there are 286 steps to the top ... some of the steps are steep and not always a railing to hold. If you have anxiety about being on the edge of steep cliffs ... it will start churning in your belly... but trust me ... the view up top of New Haven and Long Island Sound (and the gluts workout) is absolutely worth it! Pack a lunch as there are plenty of picnic tables up top.

hiking
9 months ago

Awesome trail, loved every bit of it. Very scenic view of the elm city especially when you get to the top.

hiking
9 months ago

Great afternoon hike. Not terribly difficult, but the initial descent is pretty steep and rocky and has a fair amount of human trash. Be ready for lots of rocks, but the views and flowers and lack of people on the trail are worth it. There are places where the markers aren't great (especially when changing blazes) but overall a well-marked hike.

hiking
10 months ago

Great trail. Very easy hike. The blazes are a little difficult to find but still enjoyable

hiking
11 months ago

Enjoyable little hike, great for any fitness level. Wished the trails were a little better marked.

hiking
11 months ago

Great little hike, right on the outskirts of town. If you want the easier hike, go left at the bridge so you can take the switchbacks up, then go down the stairs. Going up them definitely would push this into a moderate hike and not one for the faint-of-heart or the out of shape.

hiking
11 months ago

Great trail enjoyed moderate in spots but easy overall

on Regicides Trail

hiking
Thursday, June 14, 2018

Great afternoon hike! Took us about 2.5 hours at a good clip with a few pauses to take in the view. Pretty wildflowers. Will be back to explore more!

hiking
Monday, June 04, 2018

Some great views along the ridge! Trail is well marked. Go early and avoid weekends to get away from the crowds.

hiking
Saturday, May 26, 2018

Beautiful day to hike with my wife and dog. Well marked trails with good views.

hiking
Sunday, November 19, 2017

Beautiful setting but not very challenging

hiking
Saturday, October 14, 2017

Nice hike! Do it CCW so you can enjoy the stairs :)

hiking
Friday, September 29, 2017

Simple and scenic. This hike is a good way to experience the area.

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