O&W Rail Trail Bike Ride from Stone Ridge NY

If you are in need of a nice bike trail, this one is a great option. They have fixed the parking at the location so you are prone to see more visitors now. We usually start at Rest Plaus O&W Rail Trail in Stone Ridge NY and end up in Kingston NY, have pizza at Picnic Pizza and head back. This time we didn’t go all the way and instead stopped at the main road (Gov. Thomas E. Dewey Thruway or just put Adirondack Trailways on Google Maps). The reason we stopped short was because the last two miles were muddy and HARD! We don’t have fancy thousand dollar bikes so this ride took us around 3 hours. We took plenty of breaks taking photos around the pond and anything that looked too beautiful not to admire.

Delicious snack by the creek.
Beginning of the ride, enjoying the sunrise.

O&W Rail Trail in Stone Ridge NY Difficulty Level

The difficulty level of this trail is moderate. It’s pretty easy until you get to the part where you need to jump on the side trail. This is where you’re riding on the grass and in our case mud. The trail was very wet and muddy and at times we had to get off our bikes to maneuver around the obstacles.

Riding in the woods.
The grassy and muddy last two miles.
The paved part before the grass section. (Fixing his loose seat)

O&W Rail Trail Views

What will you see on your ride from Stone Ridge NY to Kingston NY? We went early, or at least thought we went early, to catch the sunrise. We though no one would be out that early but we saw at least 3 runners on this O&W rail trail. Along the way we saw deer, geese, turtles, red cardigans, a hawk and heard an owl but didn’t see it this time. Usually, we also see grey heron by the water but I didn’t see one this time. You will also probably see a horse or two and plenty of chipmunks and squirrels. I swear those little guys live on the edge and make sure to cross the road just as you are passing by. If you are going to jump on the last two miles trail, we suggest that you take a little break by the Esopus Creek. We ate our snacks here and enjoyed the peacefulness of the water.

Glance around and you’ll see the beautiful house and this bus.
There are benches in this area so that you can sit and enjoy the views and nature.
A little break by the hidden creek.

Total Miles

Since we didn’t go all the way to Kingston, we did about 25 miles, round trip. We both used Strava app this time and for my miles it said I did 23.8 miles. We did the same amount of riding so not sure why mine read less miles. If you are looking for more challenge and miles, keep going into Kingston and connect to the Walkill Valley Rail Trail which goes through Rosendale and New Paltz.

Same app, same path, different miles. 🤷🏻‍♀️ His time is the total time, my time is the riding time.


The O&W Rail Trail is historic and everyone should ride or walk the trails at least once. There is plenty to see and it will surely help clear your mind during these scary times.

Quick YouTube video of our ride on the O & W Rails to Trails from Stone Ridge NY to Kingston NY on a beautiful day in April 2020 during some horrible times we are all living in with this pandemic, stay safe everyone.

Facebook Comments

Random Blog Posts

Intex Challenger Kayaks Review

Intex Challenger Kayaks Review

It’s summer time, people are at homes and everyone is ready to escape to the great outdoors. Walmart bike shelves are empty, as are kayaks

Peakquest Hiking Challenge Scratch Offs

Have you heard of Peakquest? Well, if you’re a hiker and love a little challenge, you should have. The challenge scratch off cards idea were

Hiking Roosa Gap In the Snow

Hiking Roosa Gap In the Snow

When you wake up on an April morning and find three inches of snow outside your home, you can go back to sleep or go

Kayaking at Rio Reservoir with Family

Kayaking at Rio Reservoir with Family

On July 20th it was a very special day, my mother-in-law’s birthday! This special woman deserves all the best and got to enjoy her birthday