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Ulster County

Tillson

The best road cycling routes around Tillson

By Fede from komoot

·

Updated June 2, 2026

If you've ever tried to plan road cycling around Tillson, you know how overwhelming the options can be. With so many roads and trails crisscrossing the scenic Hudson Valley, it's tough to tell which routes are genuinely worth your time and effort, and which are just filler. That's where komoot comes in. Our community has ridden, reviewed, and rated these routes, so we've done the legwork to bring you a curated shortlist of the best road cycling in Tillson, saving you the guesswork.

Road cycling around Tillson offers a fantastic mix of terrain, from dedicated bike lanes and extensive rail trails to rolling hills that provide stunning views of the Catskill Mountains and the dramatic Shawangunk Ridge. It's a region that truly caters to all abilities, with options ranging from easier, flatter rides to more challenging routes with significant elevation gains. You'll find yourself pedaling through picturesque landscapes, often with glimpses of Tillson Lake or sections of Minnewaska State Park.

If you only do one ride, we'd start with the Rosendale to Upper Ashokan Reservoir loop via Ashokan Gorge. At 50.1 miles (80.6 km) with substantial climbing, it’s a rewarding challenge that delivers incredible Catskill views. For a slightly less demanding but equally scenic option, the Minnewaska State Park Preserve via New Paltz loop, at 41.4 miles (66.6 km), is a local favorite that traverses beautiful parkland. With over 100 routes mapped and more than 700 road cyclists exploring the area with komoot, you're sure to find your next favorite ride here.

If you only do 3 of these routes

  1. 1

    Rosendale to Upper Ashokan Reservoir loop via Ashokan Gorge
  2. 2

    Minnewaska State Park Preserve via New Paltz loop
  3. 3

    Rosendale Trestle Bridge – Nice old railway bridge with a view loop from Rosendale

Compare these routes at a glance

Trail

Distance

Elevation

Difficulty

Rosendale to Upper Ashokan Reservoir loop via Ashokan Gorge

80.6 km

810 m

Moderate

Minnewaska State Park Preserve via New Paltz loop

66.7 km

770 m

Moderate

Rosendale Trestle Bridge – Nice old railway bridge with a view loop from Rosendale

42.4 km

310 m

Moderate

Springtown Truss Bridge – Rosendale Trestle Bridge loop from Spring Farm Event Parking

72.7 km

870 m

Moderate

Nice old railway bridge with a view – Springtown Truss Bridge loop from Rosendale

45.9 km

320 m

Moderate

Nice old railway bridge with a view – Rosendale Trestle Bridge loop from Rosendale

41.4 km

340 m

Moderate

Springtown Truss Bridge – Springtown Truss Bridge loop from Tillson

27.6 km

200 m

Easy

Springtown Truss Bridge – View of the Shawangunk Kill loop from Rosendale

96.0 km

990 m

Hard

Springtown Truss Bridge – Springtown Truss Bridge loop from Rosendale

36.5 km

170 m

Moderate

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1.

Rosendale to Upper Ashokan Reservoir loop via Ashokan Gorge

80.6km

03:45

810m

810m

The Rosendale to Upper Ashokan Reservoir loop via Ashokan Gorge offers a fantastic road cycling experience, blending paved roads with scenic rail trails. You'll traverse diverse landscapes, from the stunning Catskill Mountain views along the Ashokan Rail Trail to the dramatic heights of the Rosendale Trestle, which soars 150 feet above Rondout Creek. The route is a moderate 50.1-mile (80.6 km) journey, featuring a significant 2649 feet (807 metres) of elevation gain, making it a rewarding challenge for cyclists seeking varied terrain and breathtaking vistas.

Planning your ride, you should allocate about 3 hours and 45 minutes for this loop. The route incorporates sections of compacted crushed stone rail trails, so while thin-tired bikes can manage, a hybrid or mountain bike might be more comfortable. Parking is typically available in Rosendale, and starting early is advisable to make the most of your day. This route is best enjoyed during the warmer months, from spring through autumn, to fully appreciate the natural beauty and avoid any winter conditions on the unpaved sections.

This loop stands out for its unique combination of natural beauty and engineering marvels. The Ashokan Reservoir, a vital water source for New York City, provides unparalleled scenic backdrops, especially when crossing the Glenford Dike. The historic Rosendale Trestle, a 940-foot bridge, offers a truly memorable perspective of the valley. It's a great option for those looking to explore the rich history and diverse ecosystems of Ulster County on two wheels.

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2.

Minnewaska State Park Preserve via New Paltz loop

66.7km

03:08

770m

780m

The Minnewaska State Park Preserve via New Paltz loop offers a truly immersive road cycling experience through the dramatic Shawangunk Mountain ridge. You'll navigate extensive networks of historic carriage roads, which are primarily packed gravel but can include loose sections, rocks, and even mud. Expect stunning natural beauty with dense hardwood forests, sheer cliffs, and the pristine sky lakes like Lake Minnewaska, providing spectacular backdrops for your ride. This moderate 41.4-mile (66.7 km) route, with its 2542 feet (775 metres) of climbing, takes about 3 hours and 7 minutes, making it a rewarding challenge for cyclists.

When planning your visit, remember that the park's popularity means parking lots, particularly at Minnewaska State Park Preserve, can fill up quickly, so an early start is often beneficial. The fall season is especially recommended for its breathtaking foliage, transforming the landscape into a vibrant display of colors. While the route is accessible, be prepared for significant elevation changes and varied terrain, ensuring your bike is suitable for gravel and some potentially rougher sections.

What makes this route truly stand out is its unique combination of historic carriage roads and the spectacular natural features of the Shawangunk Ridge. It's considered a gravel cyclist's dream, offering an experience akin to a national park with access to multiple pristine lakes and numerous breathtaking overlooks, such as Castle Point. The park's trails can also connect to the adjacent Mohonk Preserve, providing even more mileage and varied routes if you're seeking a longer adventure.

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3.

Rosendale Trestle Bridge – Nice old railway bridge with a view loop from Rosendale

42.4km

01:52

310m

310m

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Tips from the Community

Lisa
September 25, 2024, Ashokan Reservoir

This massive reservoir spans more than 8,000 acres and, depending on who you talk to, is somewhere around 180 to 190 feet deep. It makes for great scenery on your ride or, if you're really feeling ambitious, you could pack a travel fishing pole and try your hand for brown and rainbow trout. (Make sure you check local fishing regulations before getting your line wet!)

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Beautiful and peaceful. Very little shade so dress accordingly.

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The Rosendale Trestle Bridge, situated along the Wallkill Valley Rail Trail, is famous for providing a breathtaking view of the Rosendale area and the Roundout Creek. It's recommended to ride slowly across the bridge due to some boards needing maintenance.

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This red bridge is a great place to take in the views of the Rondout Creek. Rondout Creek is a tributary of the Hudson River and flows through Rondout Reservoir. The reservoir is an important water source for New York City.

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Matthew
January 15, 2024, Rosendale Trestle

The Rosendale Trestle Bridge is a famous bridge crossing along the Wallkill Valley Rail Trail between Joppenbergh Mountain Park and Hardenbergh Park. This wooden boards making the base of the bridge are a little weathered, so watch your footing as you cross.

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Scenic road that runs right next to the Ashokan Reservoir. Great views of the Reservoir and the Catskill Mountains.

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The Springtown Truss Bridge crosses the Wallkill River. It was once part of the Wallkill Valley Railroad, running between Ulster County and New York city. The bridge was originally built in 1870 and made of wood, but was rebuilt using iron in the early 1880s.

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Although inaccessible due to being part of DEC land, here you'll find a view of this small Ashokan Gorge, a unique site in Ulster County.

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Frequently Asked Questions

How many road cycling routes are available around Tillson?

There are over 100 road cycling routes available around Tillson, offering a wide range of options for different skill levels and preferences. You can find routes varying from easy to difficult, with the majority being moderately challenging.

What kind of terrain can I expect on road cycling routes near Tillson?

Road cycling around Tillson offers a diverse landscape, including extensive rail trails, dedicated bike lanes, and roads with varied elevation gains. You'll encounter a mix of rolling hills, flat sections, and some significant climbs, especially as you approach the Catskill Mountains and Shawangunk Ridge.

What is the best time of year for road biking in Tillson?

The best time for road biking in Tillson is generally from spring through fall. During these seasons, the weather is most favorable, and the scenic beauty of the Hudson Valley and Catskill Mountains is at its peak. Summer offers warm rides, while spring and fall provide cooler temperatures and vibrant foliage.

Are there routes suitable for beginners or families in Tillson?

Yes, Tillson offers routes suitable for beginners and families. While many routes are moderate, there are 8 routes specifically categorized as easy. These often utilize flatter sections or rail trails, providing a more relaxed cycling experience. The region's expanding network of dedicated bike lanes and smooth, paved rail-trails are excellent for less experienced riders.

Are there challenging routes for advanced cyclists in Tillson?

Absolutely. For advanced cyclists seeking a challenge, Tillson provides routes with significant elevation gains and longer distances. An example is the Rosendale to Upper Ashokan Reservoir loop via Ashokan Gorge, which covers over 50 miles with substantial climbing, offering a demanding ride through scenic landscapes.

Can I find circular road cycling routes in Tillson?

Yes, many road cycling routes around Tillson are designed as loops, allowing you to start and end at the same point. For instance, the popular Minnewaska State Park Preserve via New Paltz loop is a great example of a circular route that takes you through varied terrain.

What landmarks or viewpoints can I see along the road cycling routes?

Road cycling routes around Tillson offer numerous scenic landmarks and viewpoints. You can ride past Tillson Lake, enjoy views of the Shawangunk Ridge, and explore sections within Minnewaska State Park. Specific highlights include the Nice old railway bridge with a view (Rosendale Trestle Bridge) and the Hudson River Overlook, providing stunning vistas of the surrounding landscape.

Are there any interesting historical sites or bridges to explore?

Yes, the region around Tillson is rich in history and features interesting structures. You can cycle past the Huguenot Street Historic District, offering a glimpse into early American history. Additionally, the Rosendale Trestle Bridge and the Springtown Truss Bridge are notable railway bridges that provide unique architectural sights and often form part of scenic routes.

Are there road cycling routes with parking available?

Many road cycling routes in Tillson are accessible with parking options, especially near trailheads or town centers. For example, routes starting from the Town of Rosendale, such as the Rosendale Trestle Bridge – Nice old railway bridge with a view loop, typically have designated parking areas nearby, making it convenient to begin your ride.

Are there cafes or amenities near the road cycling routes?

Yes, several road cycling routes in Tillson pass through or near towns like New Paltz and Rosendale, where you can find cafes, restaurants, and other amenities. These towns offer convenient stops for refreshments and breaks during your ride. The broader Ulster County region is well-equipped with services for cyclists.

Is public transport accessible for reaching road cycling routes in Tillson?

The Ulster County region, where Tillson is located, has some public transport options that can help you access cycling routes, though direct access to all trailheads might vary. It's advisable to check local bus schedules or regional transport services for specific routes and their proximity to cycling starting points.

What do other road cyclists enjoy most about road cycling in Tillson?

The road cycling experience in Tillson is highly rated by the komoot community, with an average score of 4.5 stars from over 60 reviews. Cyclists often praise the diverse terrain, from smooth rail trails to challenging climbs, and the stunning views of the Catskill Mountains and Shawangunk Ridge. The mix of natural beauty and well-maintained paths makes it a favorite among local riders.

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