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

Nice Trail, mostly mountain bikers who may have been pissed off that we were walking through the trails.

walked the first half from Jericho tpike it is a bit shabby. lots of garbage. would make a nice eagle scout project to clean it up.

Walked this trail 2 days ago. It was absolutely lovely but the trail was confusing in a number of spots. The trail could definitely have been marked clearer but overall it was really pretty and relaxing. We would recommend this hike; make sure to leave yourselves 2.5 hours to complete if you're hiking.

Love these trails! Challenging and close to home. Never get tired of a fun ride here

Followed white and yellow trails, both of which were pretty well marked--which may change as foliage fills in. Yellow path easy, with gently undulating terrain. In the woods themselves, there were areas that were very steep. Patches of ice in low lying areas, some areas were becoming muddy as the temperature was warming above freezing. Looking forward to returning in the spring (and with a map)!

I did the Cold Spring Harbor portion on some random October day. It was awesome! This part is hilly, so be prepared!

hiking
3 months ago

Easy

mountain biking
5 months ago

Great trail

hiking
5 months ago

The trails are not all well marked and you have to be careful of bike riders, but nice trail overall. Not super challenging terrain for hiking.

Beautiful trail. A decent workout, but not too challenging if you want to just enjoy yourself. Really enjoyed it and will take the dog along next time.

mountain biking
6 months ago

Awesome trails in Long Island from moderate to hard

This trail was a wonderful surprise as I was visiting family and a nice way to find time for myself. I hike a lot in Wisconsin so I think the moderate rating is correct. The trail is beautiful, nice ups and downs, and perfect length at 7.1 miles. My only gripe is that without the app I would have been in big trouble. The trails intersect and are not well marked, the app was the only way to know which way to go and not get lost.

mountain biking
8 months ago

Great trail
So much fun

mountain biking
8 months ago

Great trails with many different paths to keep it interesting. The black trails were too difficult for my son and I but the blue and green trails were awesome. We rode approx 9 miles in 4 hours. Fantastic Sunday!

This trail sucks! Good luck following directions to trailhead. The section we walked was extremely narrow and unkept. Chigger town!

Actually started at Cold Spring Harbor and went down to Massapequa Park for a total of 19.3 miles. It's a pretty interesting trail. The north side of the island is very hilly, but from middle island downward it's all flat. I grew up on the island and never noticed there were trails running along some main roads and behind people's houses. I don't think there are many places you can experience trails like these. Of course due to the proximity to cars, houses and people, it's anything but serene, but it's a fun goal to accomplish. It took a little less than 8 hours to complete.

hiking
11 months ago

Very nice in the fall!

Great spot

mountain biking
Wednesday, April 19, 2017

Loved it. 4 stars for some forks in trails not being marked. Followed the most difficult trail markers. Had some technical spots but overall great spot. Will be riding again soon.

Sunday, April 16, 2017

Nice place for mtb ....

Saturday, April 15, 2017

This map doesn't show the entire trail. It starts in Massapequa

hiking
Thursday, February 23, 2017

I began in Massapequa, and have been covering about 5 miles per day, with a return to my car. Each day I found an adequate stopping place, where I could drive to and then pick up the trail, until today. I am probably going to start from the end of the trail and hike to my finishing point today and back to my car. There are a few places were the markers are confusing.

Thursday, November 03, 2016

Great hike! The trails coincide with the Nassau/Suffolk greenbelt trail. Plenty of hills and scenic views. I was surprised of the many people hiking and biking these trails.

hiking
Thursday, October 06, 2016

This was a great hike for me and my dog. The trails are better suited for biking however we enjoyed them a lot. Definitely worth going back to again!

trail running
Thursday, October 06, 2016

Always enjoy walking this trail. Love the meadow towards the end .

hiking
Saturday, July 30, 2016

Very buggy but a great time

hiking
Saturday, July 16, 2016

It was a good trail. Great trail if you have a bike. Lots of bugs at points, bring repellent!

hiking
Thursday, July 07, 2016

Really more of a nature walk than a hike. If you are used to more challenging hikes in the Hudson Valley, this will be an easy trail. Well marked, small slopes, no true elevation. I took the "double black diamond" trails as often as possible and stuck to the "harder" trails.

Mostly through woods, so make sure to bring a good bug spray and use it liberally! Woods also keeps temps a bit warmer than expected, close and humid.

Overall, a fun 3hr walk.

hiking
Wednesday, July 06, 2016

This trail is pretty good. I usually start from the cold spring harbour end. The cold spring stretch gives you a really good workout. Few areas in between do tend to get swampy after the rain.

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