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

Accessible throughout the year, this trail is well marked with signs 'RT' at most places that can help you navigate your way through several historical rock sites called Castle Rock, Bear rock, and dancing rocks. The GPS map is helpful if you are doing this trail during winter seasons as the pathway becomes difficult to follow in a few place obscured by broken tree branches. There are also places with mud and water. We saw a number of trail runners running freely with their dogs.

Walked the fox hill trail. Beautiful, very varied terrain, moderate level. steams, meadows, woods. Something for everyone, including the dog.

trail running
4 months ago

There are many other trails

trail running
5 months ago

Great trail system. There is another mile or so of trails on the eastern side of the preserve.

Went there on a wimp... nice area with varying surroundings and natural life.... can’t believe I didn’t read the previous review thoroughly so kinda stuck in wet low land in the last mile or so on south loop... think would’ve been ok if I wore hiking boots instead of sneakers... oh well.

And pls spray plenty of mosquito repellent... otherwise you would’ve eaten alive like me! (I did spray but it didn’t work so maybe not enough)

very fun trail. Pretty well marked, Great paths

Took the southern loop. Well-marked trail and lots of signage providing additional information on the ecology. Because the trail briefly goes through a wetland area, best to avoid for a couple of days after a rain. Also, very limited parking (though it was very quiet on a Friday when we visited - only saw 2 other people, walking a dog).

8 months ago

the first time I went these trails were a lot easier to navigate winter has left it a bit different but adds the challenge. I recommend the blue trail.

Very nice set of trails close to New Canaan where I live. Good elevation changes

10 months ago

Hiked the Rock Trail on a Sunday in March. Still lots of snow on the trail but what a beautiful trek along the crest at the back of the park. Tough climb back up the stairs to Spy Hill, not made any easier because of downed trees and snow. Also visited the site of the old Fire Tower (no real view) and Indian Rock Shelter. Tons more to see that I didn’t get to. Will definitely be back!

Parts need trail maintenance after winter storms but overall a quiet, pleasant walk. Full perimeter is supposedly 6 miles. Humorous and informative signage abounds. Don’t go if you want sweeping vistas. A good place to clear one’s head.

Monday, October 16, 2017

Great trail!

Sunday, August 20, 2017

I did a 6 mile loop and it was phenomenal. Great botanical diversity and nice water features. I went early in the morning and had the place nearly to myself. I was tired by the end of my hike but not exhausted. I climbed the equivalent of 20 flights of stairs which is pretty decent. Definitely a good, regular hike for seasoned hikers but not too bad for beginners. I saw a guy trail running although I wouldn't have ventured that. There is a fee to park but if you like nice woodland (native plants and animals), for your hike, it's worth it.

Tuesday, July 25, 2017

Nice set of trails, varied terrain, streams to cool off in. Lots of wild raspberries and blueberries when we went July 24th.

Sunday, June 04, 2017

I love it so hard but it's amazing you should really try it and it's tireing.I love it.Your going to love it.Amazing.Defenetli try it.

Saturday, June 03, 2017

This is one of many trails from the top of Michigan road. It is the easiest and the shortest. Try the yellow, red, or the RT from the same spot for more challenge.

The trust obviously cares enormously about this preserve. It's well-maintained, well-marked, and well laid out. There are informational signs all throughout on the ecology and history of the area as well as numerous trail markers with "dad humor" peppered along the way. The West Loop was very wet - probably not good for little ones.

Tuesday, April 11, 2017

Well suited for families and dogs. Easy paths. No parking fee at weekdays from October to May.

on Marsh Loop

Saturday, April 01, 2017

awsome grew up here

Sunday, February 19, 2017

Very well marked trails..it was a bit icy due to weather...I recommend the brown trail for views of the water.

Tuesday, October 04, 2016

Good local place for hiking. You won't find many views but it does offer pretty good trails through forest. Went in the morning in October and it was very quiet but I did hear more hikers later on in the day. The main trail is very easy to follow and maintained. The side trails only became slightly tougher walking on rocks but nothing too hard. Came across many deer while going through and some interesting spots pointed out on the trail map there. Definitely a nice, easy and quiet walk through the woods.

Saturday, August 20, 2016

Very well kept. Easy to navigate. Not a lot of varied views. Very buggy. Still worth it. Great exercise!

Sunday, August 14, 2016

Relaxed walk. I enjoyed the information on different trees. Trail signs are not easy to find. I took a few incorrect turns. Nothing really serious. The trail is slippery at times due to lack of direct sun light. I saw only one family in two hours. I would not consider it for a hard jog since at times one needs to be careful with branches and slippery rocks.

Sunday, June 26, 2016

The main parking entrance was very hard to find. It didn't look like an entrance. When we walked in, it was very pretty. There were signs explaining the trees and such. However, midway the signs disappeared and turned into red dots. So apparently the red dots meant wrong way, leading to someone's backyard. And the other side of red was green marks. I guess a lot of people have gotten lost before. We backtracked our steps and couldn't find the markers to continue the loop. So we went back the same direction we came in. A bit disappointed but as the name says "wilderness".

Friday, April 22, 2016

Literally around the corner but had never been there. Went over for a quick hike today and was surprised at the variety of landscapes the trail takes you through. We did the western loop and half the southern loop. Even got the new layer cake rock loop that just opened. Will definitely be back to explore more of the trails.

Sunday, April 10, 2016

Beautiful park in a wonderful part of town.

Thursday, March 31, 2016

well marked trails with dead trees, markers and an occasional map marked "you are here". rolling up and down with no asenrs more than 100 yards or so. nice woodsy environment. while not looking for birds, I saw a pilated woodpecker and red tail hawk. left from upper shad...after 1 tenth of a mile initial part was swampy, many exposed tree roots and some walking on stones - maybe 1 tenth of a mile...much better after that.

Thursday, January 07, 2016

Lovely. For a walk without a natural highlight like a waterfall or view it is one of the best in Westchester. Trails are circuitous but well marked with fallen logs, which would make navigating difficult with snow. Careful placement of rocks enables you to pass without getting wet feet.

Monday, November 09, 2015

Nice level trails, the overlook is well worth the quick, but steep climb!

Thursday, October 22, 2015

This is by far one of my family's favorite places to hike. The trails are well kept and we love the various information on the trail markers.

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