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United States
New York
Dutchess County

Rhinecliff

The best cycling routes around Rhinecliff

By Fede from komoot

Β·

Updated May 29, 2026

If you've ever tried to plan touring cycling around Rhinecliff, you know how overwhelming the options can be. With so many routes promising scenic views, it's tough to tell which ones are genuinely worth your time and effort, and which are just filler. That's where we come in. Our komoot community has ridden, mapped, and reviewed these routes, so we've done the legwork to bring you a curated shortlist of the best touring cycling routes in Rhinecliff that truly deliver.

Touring cycling around Rhinecliff is all about embracing the Hudson River Valley's unique character. Expect a delightful mix of terrain, from scenic stretches along the majestic Hudson River to rolling hills, expansive farmlands, and charming apple orchards and vineyards. The region is known for its winding roads and offers everything from easy paths to more challenging rides. You'll find routes that hug the river and others that venture inland, providing stunning views of the Catskill Mountains. And for a truly iconic experience, the Kingston-Rhinecliff Bridge offers a dedicated bicycle shoulder and protected sidewalk for crossing the Hudson.

If you only do one route, we'd start with the Hudson River and Hussey Hill loop from Kingston. At 22.2 miles (35.7 km) with 1,166 feet (355 m) of climbing, it’s a moderate ride that perfectly captures the area’s beauty, offering fantastic river views and a good workout. For something a little easier, the Rondout Creek loop from Kingston is a lovely 10.7 miles (17.2 km) easy option, ideal for a relaxed spin. Ready to explore? More than 70 touring cyclists have already used komoot to discover these routes, and now it's your turn.

If you only do 3 of these routes

  1. 1

    Hudson River and Hussey Hill loop from Kingston
  2. 2

    Rondout Creek loop from Kingston
  3. 3

    Old Cementworks – Nice old railway bridge with a view loop from Kingston

Compare these routes at a glance

Trail

Distance

Elevation

Difficulty

Hudson River and Hussey Hill loop from Kingston

35.7Β km

360Β m

Moderate

Rondout Creek loop from Kingston

17.2Β km

100Β m

Easy

Old Cementworks – Nice old railway bridge with a view loop from Kingston

35.6Β km

270Β m

Moderate

Quiet backroads and almost no traffic – River Road - Fantastic Ride loop from Rhinebeck

33.9Β km

170Β m

Moderate

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

80.8Β km

500Β m

Hard

Wallkill Valley Rail Trail loop from Kingston

17.5Β km

110Β m

Easy

Bike loop from Tops

21.4Β km

140Β m

Easy

Cold Air Cave – Nice old railway bridge with a view loop from Kingston

42.0Β km

370Β m

Moderate

Empire state Trail – Hudson River Brickyard Trail loop from Kingston

12.6Β km

120Β m

Easy

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1.

Hudson River and Hussey Hill loop from Kingston

35.7km

02:17

360m

360m

The Hudson River and Hussey Hill loop from Kingston offers a diverse cycling experience, blending paved paths with nearly a kilometer of unpaved sections and singletrack, making it a rewarding challenge for touring cyclists. You'll be treated to majestic views of the Hudson River and surrounding cliffs, especially along the Hudson River Brickyard Trail, with opportunities to spot wildlife like bald eagles and various waterfowl. Keep an eye out for the historic Esopus Meadows Lighthouse and the Kingston-Rhinecliff Bridge as you navigate this varied terrain.

This moderate 22.2-mile (35.7 km) route, featuring 1166 feet (355 metres) of elevation gain and typically completed in about 2 hours and 16 minutes, requires good fitness. While much of the trail is dedicated, some parts are on public roads, so comfort with vehicle traffic is a plus. Consider a bike with wider tires or front suspension for a more comfortable ride on the rougher, unpaved sections.

As a key part of the Kingston Greenline and Empire State Trail networks, this loop is easily integrated into longer rides. The Hudson River Brickyard Trail section, opened in late 2020, provides unique river access and views, making it a standout feature. Its popularity among local touring cyclists speaks to the quality and appeal of this scenic and engaging ride.

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2.

Rondout Creek loop from Kingston

17.2km

01:05

100m

100m

The Rondout Creek loop from Kingston offers a delightful touring cycling experience, blending historic waterfronts with serene natural views. You'll pedal along paved rail trails, including sections of the Kingston Point Rail Trail, providing smooth surfaces and easy riding. The route offers spectacular vistas of the Rondout Creek and the Hudson River, with the iconic Rondout Lighthouse often in sight. It's a fantastic way to explore Kingston's charm and natural beauty without a strenuous effort.

This easy 10.7-mile (17.2 km) loop, with a minimal 344 feet (105 metres) of elevation gain, can be completed in just over an hour, making it perfect for a casual outing. Access is straightforward from Kingston, with parking typically available near the waterfront. It's an ideal choice for a relaxed ride any time of year, though spring and fall offer particularly pleasant conditions.

The route is part of the broader Kingston Greenline initiative, connecting you to a network of trails that highlight the region's history and natural environment. You'll pass through the historic Rondout Waterfront Area, known for its ornate Italianate architecture and museums like the Hudson River Maritime Museum. This loop provides a unique opportunity to experience the area's rich past and scenic waterways on two wheels.

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4.

Quiet backroads and almost no traffic – River Road - Fantastic Ride loop from Rhinebeck

33.9km

01:59

170m

170m

This touring cycling route, the "Quiet backroads and almost no traffic – River Road - Fantastic Ride loop from Rhinebeck," offers a serene journey through the Mid-Hudson Valley. You'll pedal through gentle, rolling country lanes, past picturesque farmlands and quiet forests, with glimpses of charming 18th-century architecture in the villages. Expect stunning views of the Hudson River and the Catskill Mountains, particularly from spots like Rhinecliff, making for a truly scenic ride.

Planning your visit is straightforward, as Rhinebeck provides an excellent starting point with access to amenities like dining and shops. The route is known for its minimal vehicle traffic, ensuring a peaceful and safe cycling experience. While specific parking isn't detailed, starting from Rhinebeck allows you to easily access services before and after your ride.

This moderate 21.1-mile (33.9 km) loop, with 566 feet (173 metres) of elevation gain and an estimated duration of 1 hour and 59 minutes, is a fantastic option for those seeking a manageable challenge. It's notable for its blend of natural beauty, historical charm, and low traffic, distinguishing it from other routes with more demanding climbs. The area also connects to other cycling routes like the Dutchess Rail Trail, offering options for extended exploration.

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6.

Wallkill Valley Rail Trail loop from Kingston

17.5km

01:06

110m

110m

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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7.

Bike loop from Tops

21.4km

01:19

140m

140m

The Bike loop from Tops offers a wonderfully accessible touring cycling experience, perfect for a relaxed day out. You'll find yourself on well-maintained paths, enjoying a consistent, gentle grade that makes for a comfortable ride without any strenuous climbs. This route is designed for ease, allowing you to soak in the local atmosphere without pushing your limits.

Planning your ride is straightforward; this easy 13.3-mile (21.4 km) loop, with only 474 feet (144 metres) of elevation gain, can be completed in about 1 hour and 19 minutes. It's a great option for a quick escape, and its easy difficulty means it's suitable for almost any skill level. Always check local conditions before you go, especially for parking availability near the starting point.

Located in Dutchess County, New York, this loop provides a local cycling option that emphasizes accessibility and enjoyment. While specific landmarks aren't detailed, the route's design suggests a focus on pleasant, unchallenging terrain, making it a good choice for beginner cycling routes in the Tops touring area or for those seeking a leisurely spin.

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8.

Cold Air Cave – Nice old railway bridge with a view loop from Kingston

42.0km

02:34

370m

370m

The Cold Air Cave – Nice old railway bridge with a view loop from Kingston offers a fascinating touring cycling experience, blending historical sites with the unique character of converted railway lines. You'll navigate a moderate 26.1-mile (42.0 km) route, encountering the historical Cold Air Cave in Kingston and likely traversing sections of old railway bridges that provide expansive views. The terrain is generally good, characteristic of greenways, but with 1203 feet (367 metres) of elevation gain, you'll find some engaging climbs and descents, making for a diverse ride that takes approximately 2 hours and 34 minutes.

For planning your trip, consider starting your ride from Kingston, where you'll find access to the loop. While specific parking details for this combined route aren't widely documented, general access points in Kingston for cycling routes are usually available. It's always a good idea to check local conditions, especially if you plan to visit the Cold Air Cave itself, as historical sites can have specific visiting hours. Ensure you have adequate water and supplies for the duration of the ride.

This loop stands out for its blend of natural and historical elements. The Cold Air Cave, a historical site in Kingston, New York, offers a unique point of interest, discovered during the excavation of the Delaware & Hudson Canal. The inclusion of

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9.

Empire state Trail – Hudson River Brickyard Trail loop from Kingston

12.6km

00:48

120m

120m

The Empire State Trail – Hudson River Brickyard Trail loop from Kingston is a delightful touring cycling route that offers a unique blend of natural beauty and industrial history. As you pedal, you'll be treated to stunning views of the Hudson River and its dramatic cliffs, especially as the trail winds through the reclaimed lands of Quarry Waters. This easy 7.8-mile (12.6 km) loop, with a gentle 406 feet (124 metres) of elevation gain, is perfect for a relaxed ride, taking approximately 48 minutes to complete. It’s a fantastic option for families or anyone looking for a scenic, low-effort outing.

Planning your visit is straightforward, with parking typically available near the trailhead in Kingston. The best times to experience this route are during the warmer months, from spring to fall, when the weather is pleasant and wildlife is most active. While the Hudson River Brickyard Trail itself is smooth and paved, be mindful that some parts of the broader Empire State Trail in Kingston include short on-road sections, so a basic comfort with urban cycling is helpful.

This loop is a significant part of the 750-mile Empire State Trail, offering one of the few direct connections to the Hudson River. The trail's passage through the former industrial site of Quarry Waters, now a vibrant natural park, provides a fascinating glimpse into Kingston's brick-making past. You might even spot bald eagles or waterfowl as you enjoy the ride, making it a memorable experience for nature lovers and history buffs alike.

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Tips from the Community

Alex Tray
July 29, 2024, Cold Air Cave

Vents cold air which is really refreshing on a hot day.

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Almost like a ruined medieval fortress

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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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This is the part of the Wallkill Valley Rail Trail which passes through New Paltz. The whole trail is approximately 22 miles in length and was the former Wallkill Valley Railroad. The railroad was closed in 1977 and the first section of trail opened in 1993. This is a multi-user trail, so please respect other trail users.

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Lighthouse Park is located right on the Hudson River. It covers approximately 0.7 acres and has some picnic tables for you to sit and admire the riverside views. From here you can see across to the Esopus Lighthouse, which was built in 1871 and warned ships of areas of shallow water. The neighboring Esopus Meadows Preserve can be accessed via a connecting trail.

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The Wallkill Valley Rail Trail totals roughly 22 miles in one direction. The path follows an old railroad line and is primarily packed-gravel surface the entire time. This is a multiuse trail, so be prepared to see other users on the trail. This particular section travels from the northern terminus just outside of Kingston down to Joppenbergh Mountain Park. The Rosendale Trestle Bridge just to the south of Joppenbergh Mountain is one of the more scenic viewpoints along the entire Wallkill Valley Rail Trail.

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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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The Wallkill Valley Rail Trail totals roughly 22 miles in one direction. The path follows an old railroad line and is primarily packed-gravel surface the entire time. This is a multiuse trail, so be prepared to see other users on the trail. This particular section travels from the northern terminus just outside of Kingston down to Joppenbergh Mountain Park. The Rosendale Trestle Bridge just to the south of Joppenbergh Mountain is one of the more scenic viewpoints along the entire Wallkill Valley Rail Trail.

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Frequently Asked Questions

How many touring cycling routes are available around Rhinecliff?

There are over 20 touring cycling routes available around Rhinecliff, offering a diverse range of experiences for cyclists. The komoot community has explored these routes over 70 times, highlighting their popularity and variety.

What kind of terrain can I expect on touring cycling routes near Rhinecliff?

Touring cycling routes around Rhinecliff feature diverse terrain, including scenic stretches along the Hudson River, gently rolling hills, and expansive farmlands. You'll encounter apple orchards, vineyards, and quiet country roads, often with stunning views of the Hudson River and the Catskill Mountains.

Are there easy touring cycling routes suitable for beginners in Rhinecliff?

Yes, Rhinecliff offers several easy touring cycling routes perfect for beginners or those seeking a relaxed ride. For example, the Kingston Greenline Trail is an easy 10.7-mile path that provides a pleasant experience along a section of the Kingston Greenline.

Can I find challenging touring cycling routes around Rhinecliff?

For experienced cyclists looking for a challenge, Rhinecliff does offer routes with significant elevation gains. The Ashokan Reservoir Promenade loop from Kingston, for instance, is a difficult 33.5-mile route with nearly 1,600 feet of elevation gain, offering rewarding views.

What are some notable landmarks or viewpoints along the cycling routes?

Many routes offer spectacular views of the Hudson River and the Catskill Mountains. You can cycle past the impressive George Clinton Kingston–Rhinecliff Bridge, which provides a pathway for cyclists to cross the Hudson. Other points of interest include the Hudson River Overlook and the historic Esopus Meadows Lighthouse.

Are there any circular touring cycling routes in the Rhinecliff area?

Yes, there are several circular routes available. The Hudson River and Hussey Hill loop from Kingston is a moderate 22.2-mile loop that offers diverse scenery, including river views and rolling terrain. Another option is the Wallkill Valley Rail Trail Loop, a 29.5-mile route through former rail corridors.

What do other touring cyclists say about the routes in Rhinecliff?

The touring cycling routes in Rhinecliff are highly rated by the komoot community, with an average score of 4.75 stars from over 6 reviews. Cyclists often praise the scenic Hudson River views, the diverse terrain, and the opportunity to explore charming towns and historic sites along the way.

Are there family-friendly touring cycling options in Rhinecliff?

Yes, the region offers routes suitable for families. The Rondout Creek loop from Kingston is an easy 10.7-mile route with minimal elevation, making it a good choice for a leisurely family ride. Many sections of the Empire State Trail are also suitable for families.

What is the best time of year to go touring cycling in Rhinecliff?

The best time for touring cycling in Rhinecliff is typically spring, summer, and fall. These seasons offer pleasant weather for riding, and in autumn, the fall foliage provides spectacular scenery, especially along the Hudson River and through the region's rolling hills and farmlands.

Can I access the Empire State Trail from Rhinecliff?

Yes, Rhinecliff is part of the extensive Empire State Trail. Sections like the one from East Kingston to Tivoli are accessible and offer scenic cycling experiences, including the Tivoli Bays Wildlife Management Area Trail. You can find more information about the Empire State Trail on the NY.gov website.

Are there places to eat or stay near the cycling routes?

Yes, the area includes charming towns like Rhinebeck, known for its sidewalk shops, boutiques, and historic inns such as the Beekman Arms & Delamater Inn. Villages like Tivoli also offer pleasant stops with local amenities, providing opportunities for refreshments or accommodation during your tour.

Where can I find parking or public transport access for the cycling routes?

While specific parking details vary by trailhead, many routes around Rhinecliff are accessible from towns like Kingston and Rhinebeck, which offer public parking options. For public transport, consider checking local bus services or train lines that connect to towns along the Hudson River, which may provide access points to the cycling network.

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