Looking for the best trails around Kingston?

Explore the best rated trails in Kingston, NY, whether you're looking for an easy walking trail or a bike trail like the Tannersville Bike Path (Huckleberry Multi-Use Trail) and Hudson River Brickyard Trail . With more than 50 trails covering 401 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

William R. Steinhaus Dutchess Rail Trail

William R. Steinhaus Dutchess Rail Trail

November, 2023 by thejake91739

After starting in New Paltz on the Hudson Valley Rail Trail and then crossing the Walkway Over The Hudson, I continued on to the Dutchess Rail Trail. I only went a few miles before turning around and heading back to New Paltz for a 21 mile ride.

The portion I rode is for the most part heavily forested, so if you like colorful trees in the fall or shade in the summer you'll love this. The trail is easy to ride, in amazing condition, and on a weekday morning in mid October lightly used. I especially appreciated the use of wood fencing in many spots which was the perfect architectural touch for this trail. Another highlight was Morgan Lake with its lovely swans and colorful trees reflecting upon the water.

I wish I would have had the time to venture further into the beautiful rural areas, but time was of the essence. I guess I have a reason to return and do the full length next time!

Walkway Over The Hudson

Walkway Over The Hudson

November, 2023 by thejake91739

After pedaling down the Hudson Valley Rail Trail from New Paltz, I made my way onto the walkway. It was 7:30 on a brisk mid October weekday morning, and the bridge was not crawling with hordes of tourists (like me). Instead it was obviously primarily locals out jogging, getting their steps in on their walks, rollerblading, and walking their dogs.

The views are as expected - absolutely sensational and breathtaking looking both up and downriver.

After continuing across I proceeded to explore the Dutchess Rail Trail for several miles before heading back.

As luck would have it, when I returned the walkway was a completely different world. It was totally enveloped in fog, and you could no longer see the Hudson let alone fifty yards in front of you. The bridge was essentially deserted. Worst of all, I didn't get to do my selfies with a Hudson River background!

The walkway, combined with the rail trails on either end, is a must destination ride for bicyclists. What an unforgettable experience!

Hudson Valley Rail Trail

Hudson Valley Rail Trail

November, 2023 by thejake91739

In my quest to bicycle in all fifty states, I drove 2,800 miles in order to ride my bike on this rail trail. It's hard to elaborate upon the Rails-To-Trails description. It was exactly as advertised and an absolute joy to experience on a brisk fall morn in early October.

About all I can add is the trail is flat, plenty wide, in excellent condition, and is a fun ride in autumn as the leaves are changing color and fluttering down to transform the path's hue from black to golden brown. There's also plenty of railroad memorabilia here and there to enhance the ride.

I didn't drive nearly 3,000 miles to just ride a seven mile trail. Naturally I continued on across the Walkway Over The Hudson and then on to the Dutchess Rail Trail for a fuller experience of the Hudson Valley! It was all exactly as I had hoped it would be!

Accordion

Catskill Scenic Trail

Rough ride in patches

October, 2023 by rdavies

As others have mentioned, this is a rough trail. Although somewhat scenic, it requires a lot of vigilance to slog through the gravel and overgrown path. We have hybrid tires, so perhaps mountain bikes would offer a more comfortable ride. The high point of our trip was staying at the Stamford inn and eating at the Millpond Inn.

Harlem Valley Rail Trail

flat . smooth. gorgeous

October, 2023 by lindarkv

I rode the southern half of this trail from Millerton to Wasaic the first week in October on a 75° afternoon. Beautiful ride on a beautiful day.

Maybrook Trailway

Partial Trailway closure

September, 2023 by steve.schwinn

This is still a great trail but currently (9/2023) the Trailway is closed between the Stormville parking area on South Green Haven Road and the road crossing at Depot Road due to a partial washout (see pic).
There is a bypass using Route 216 (busy and not always good shoulders).
People have gone around the barricades and used the Trailway. Please use caution if you do so.

Walkway Over The Hudson

Worth dealing with the bridge crowd.

September, 2023 by bsnicholson63

Parked on the east side of the bridge after a bit of confusion finding the end of the bridge. Signs were a bit confusing. We just looked at the huge bridge went towards the obvious end of it to find parking. Lightly crowded on a Monday morning around 9:30 as we headed west across the bridge. Well worth the trip as the views of the Hudson Valley are spectacular! Rode 8 miles west out into central New York. Very little elevation change and a clean smooth trail. Worth the ride!

Catskill Scenic Trail

Nice scenery but one step up from a goat path

September, 2023 by johnecarl

This path would be great if work were done on it. Road bikes won’t make it. You basically need a mountain bike with suspension. I have a hybrid bike with suspension and wide tires but it’s still a difficult ride. The scenery is nice but you have to pay a lot of attention to the path.

Ashokan Rail Trail

One of the most beautiful rail trails in NY

September, 2023 by johnecarl

This trail has beautiful scenery. While it’s lose gravel most road bikes with skinny tires are good. This is an awesome ride!!!

Ashokan Rail Trail

beautiful, easy ride

September, 2023 by mark.houghtaling

i've biked sections of this trail end to end on many occasions.

parking is plentiful at any of the 3 trailheads. the surface is well maintained crushed gravel and pretty level from end to end.

the views of the ashokan resevoir are beautiful, and the stream and woodland views along the entire length of the trail are also lovely.

the three trailheads are also convenient to charming towns, restaurants, and other nature attractions.

recommended!

Harlem Valley Rail Trail

Serene and lovely

September, 2023 by raresparky

Rode the 13 miles from Orphan Farm Rd to Millerton and back. At the northern end, at Orphan Farm Rd is a large parking area adjacent to a small farm, a solar panel field and a glamping site. No one there at 8am that Saturday but half a dozen cars upon my return at 11. Likewise, I had the trail practically to myself until I neared Millerton and found it moderately traveled by later that morning. The asphalt trail was in very good condition and there are a few boardwalk sections as well, also in very good condition. The environs are beautiful with forested sections, farm fields, wetlands and vistas of the nearby hills. Not more than two miles from the north end is the Depot Deli, near the entrance to Taconic State Park, where all manner of beverages, ice cream and snacks can be found. Breakfast at Oakhurst Diner in Millerton is highly recommended. Clean public bathrooms can be found just behind the schoolhouse museum beside the trail after crossing the main street.

William R. Steinhaus Dutchess Rail Trail

Hopewell Junction start on WRS Dutchess Trail

September, 2023 by bsnicholson63

Very nice 7 miler tonight just before sundown. Trail was very clean and only lightly populated as we headed south for 3 1/2 miles and then back to the parking lot.

Too bad that Daddy O's had closed their kitchen when we returned. Had to go to the Redline Diner to get a post-ride meal on a Sunday night.

Road crossings were well marked and use automatic yellow flashing lights for traffic to be aware of bikers approaching the crossing. A nice feature.

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Accordion

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