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Road cycling routes
United States
New York
Putnam County

Putnam Lake

The best road cycling routes around Putnam Lake

By Fede from komoot

·

Updated June 1, 2026

If you've ever tried to plan road cycling around Putnam Lake, you know how overwhelming the options can be. Sifting through endless routes to find the ones genuinely worth your time and effort can feel like a full-time job. That's where we come in: our komoot community has ridden, mapped, and reviewed countless routes, allowing us to bring you a curated shortlist of the absolute best, saving you the guesswork.

Road cycling around Putnam Lake offers a fantastic mix of terrain, from relatively flat rail trails to challenging ascents through rolling hills. You'll find yourself pedaling past dense forests and numerous scenic lakes, making for varied and picturesque backdrops. This region truly caters to all abilities, whether you're seeking a relaxed spin or a serious climb.

If you're looking for a big day out with varied landscapes, we'd start with the Whaley Lake – Walkway Over the Hudson loop from Patterson, a substantial 64.1 miles (103.2 km) that’s a true highlight. For a more relaxed ride that still gives you a great feel for the area, the Maybrook Trailway loop from Patterson, at 11.8 miles (19.0 km), is an excellent choice. With more than 500 road cyclists already exploring Putnam Lake with komoot, you're in good company.

If you only do 3 of these routes

  1. 1

    Whaley Lake – Walkway Over the Hudson loop from Patterson
  2. 2

    Maybrook Trailway – Whaley Lake loop from Patterson
  3. 3

    Maybrook Trailway – Maybrook Trailway loop from Cranberry Mountain Wildlife Management Area

Compare these routes at a glance

Trail

Distance

Elevation

Difficulty

Whaley Lake – Walkway Over the Hudson loop from Patterson

103 km

620 m

Moderate

Maybrook Trailway – Whaley Lake loop from Patterson

46.0 km

240 m

Easy

Maybrook Trailway – Maybrook Trailway loop from Cranberry Mountain Wildlife Management Area

42.6 km

360 m

Moderate

Maybrook Trailway loop from Patterson

19.0 km

90 m

Moderate

Whaley Lake – Whaley Lake loop from Patterson

49.4 km

570 m

Moderate

Wassiac Rail Station – Fantastic descent loop from Patterson

107 km

1,210 m

Hard

Squantz Pond – Squantz Pond loop from Patterson

39.7 km

630 m

Moderate

Christ Church on Quaker Hill – Fantastic descent loop from Cranberry Mountain Wildlife Management Area

40.9 km

570 m

Moderate

Lovers Landing Bridge – White Pond loop from Cranberry Mountain Wildlife Management Area

47.2 km

620 m

Moderate

Fantastic descent – Maybrook Trailway loop from Patterson

48.7 km

740 m

Moderate

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1.

Whaley Lake – Walkway Over the Hudson loop from Patterson

103km

04:17

620m

620m

Embark on a scenic road cycling journey through the Hudson Valley with the Whaley Lake – Walkway Over the Hudson loop from Patterson. This route offers a delightful mix of serene lake views around Whaley Lake, the largest in Dutchess County, and the awe-inspiring panoramic vistas from the Walkway Over the Hudson. You'll traverse woodlands, open fields, and wetlands, experiencing the diverse natural beauty of the region.

This moderate 64.2-mile (103.3 km) ride involves 2039 feet (621 metres) of elevation gain and typically takes around 4 hours and 16 minutes. Plan for an early start to make the most of your day, especially during pleasant weather. The route primarily uses paved surfaces, including sections of the Maybrook Trailway and Empire State Trail, making for a smooth ride, though the distance requires good fitness.

The Whaley Lake – Walkway Over the Hudson loop is integrated into New York's broader statewide cycling network, utilizing parts of the extensive multi-use trail systems. It also forms a segment of the challenging 74-mile Hudson Valley Greenway Trail Loop. This route offers a fantastic opportunity to explore significant natural features and historic infrastructure within Dutchess County, New York.

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3.

Maybrook Trailway – Maybrook Trailway loop from Cranberry Mountain Wildlife Management Area

42.6km

01:55

360m

360m

Embark on a scenic road cycling adventure along the Maybrook Trailway loop, where you'll glide through quiet woodlands and past picturesque bodies of water like Whaley Lake. The route offers a delightful mix of the smooth, generally flat rail trail terrain and the more engaging, challenging hills found on the Dutchess County backroads. This moderate 26.5 miles (42.6 km) journey, with its 1176 feet (358 metres) of elevation gain, provides a varied and rewarding experience for cyclists seeking both tranquility and a good workout.

To plan your visit, you can park conveniently near the Cranberry Mountain Wildlife Management Area. Be aware that services are limited along the Maybrook Trailway itself, so come prepared with water and any other necessities for your 1 hours and 54 minutes ride. The trail's connection to the broader Empire State Trail network also offers excellent opportunities for longer rides or exploring other sections.

This Maybrook Trailway loop is a fantastic way to experience a piece of New York's history, as it repurposes a former two-track freight line, allowing you to traverse areas once only accessible by rail. The trail's design means you'll encounter unique natural features like rock cuts and iron truss bridges, providing a distinct perspective on the rural landscape. It's a prime example of how rail trails offer accessible and scenic viewpoints for outdoor enthusiasts.

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4.

Maybrook Trailway loop from Patterson

19.0km

00:49

90m

90m

Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

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5.

Whaley Lake – Whaley Lake loop from Patterson

49.4km

02:17

570m

570m

If you're seeking a road cycling experience that combines natural beauty with a satisfying workout, the Whaley Lake – Whaley Lake loop from Patterson is a solid choice. This moderate 30.7-mile (49.4 km) route takes you around the expansive waters of Whaley Lake, offering serene views and a journey through peaceful swamplands, rolling hills, and dense woods. With 1885 feet (575 metres) of elevation gain, you'll spend about 2 hours and 17 minutes enjoying the diverse landscape and smooth, paved surfaces.

Planning your ride is straightforward, as much of the route utilizes the Maybrook Trailway, a key part of the Empire State Trail. This integration means you have excellent access and the potential for extended rides if you wish. While specific parking information isn't always detailed, starting points along the Maybrook Trailway are generally well-known and accessible for cyclists. Always consider the best time to cycle Whaley Lake, perhaps avoiding the hottest parts of summer days.

What makes this route stand out among cycling routes near Whaley Lake is its blend of the region's largest lake with varied country vistas. You'll pass farm fields and wetlands, giving you a true taste of the Hudson Valley's natural charm. The Whaley Lake cycling terrain offers a consistent, enjoyable challenge without being overly technical, making it a popular option for those looking for a scenic and engaging road ride.

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9.

Lovers Landing Bridge – White Pond loop from Cranberry Mountain Wildlife Management Area

47.2km

02:31

620m

620m

The "Lovers Landing Bridge – White Pond loop from Cranberry Mountain Wildlife Management Area" presents a unique challenge for road cyclists, traversing 29.3 miles (47.2 km) with a substantial 2025 feet (617 metres) of elevation gain. While the Cranberry Mountain Wildlife Management Area itself is known for rugged, unpaved singletrack more suited to mountain bikes, this route likely follows public roads around its perimeter, offering a moderate workout through rolling, forested landscapes. Expect a journey through scenic upland communities, with the potential for wildlife sightings and expansive views, making it ideal for cyclists who appreciate a good climb and natural beauty.

Planning your ride requires careful consideration, as the interior of Cranberry Mountain Wildlife Management Area is not designed for road bikes. You'll need to rely on public roads for this loop, so check local conditions before you go. Parking is typically available at public access points or roadside areas near the WMA boundaries. The best time to tackle this route is during the warmer, drier seasons to ensure clear roads and enjoyable conditions for your 2 hours and 30 minutes on the bike.

This route stands out for its significant elevation changes within the Putnam County, New York region, attracting road cyclists looking for a demanding ride. While the specific "Lovers Landing Bridge" and "White Pond" elements as a cohesive road cycling loop are not formally detailed, the general area offers a hilly terrain that will test your endurance. It's a great option if you're seeking a challenging road cycling experience away from dedicated bike paths, with the added benefit of being in a wildlife management area.

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Tips from the Community

LuisG
August 24, 2025, Lake view

Should be the top and relatively flat. All downhill either direction

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Air pump!! and some tools at this location.

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Excellent views

Translated by Google

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Elevator goes to the waterfront

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Alex Tray
June 16, 2025, Lake view

Pretty lake on one side and a marsh on the other

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It has tours!

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This paved rail trail traverses two counties in New York — you can bike more than 28 miles on it if you go from end to end. This particular section passes through a sort of wetland land — keep an eye out for birds!

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Alex
September 13, 2024, Walkway Over the Hudson

The Walkway Over the Hudson, also known as the Poughkeepsie Bridge, is a steel cantilever bridge spanning the Hudson River between Poughkeepsie and Highland. Originally it was built as a railroad bridge in 1889, then closed in 1974 due to fire damage and later reopened as a pedestrian walkway in 2009. It connects the Hudson Valley Rail Trail with the Dutchess Rail Trail and is part of the Empire State Trail. Stretching 6,768 feet, it was the world’s longest pedestrian footbridge until 2016. The bridge is free to access and welcomes cyclists as well as foot traffic.

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Frequently Asked Questions

How many road cycling routes are available around Putnam Lake?

There are over 50 road cycling routes around Putnam Lake, offering a wide range of options for different skill levels and preferences. You can find routes from easy to difficult, with varying distances and elevation gains.

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

The region around Putnam Lake is characterized by rolling hills, extensive forest cover, and numerous scenic lakes. You'll encounter diverse terrain, from relatively flat sections on dedicated rail trails like the Maybrook Trailway to more challenging ascents with significant elevation gains through the hilly landscapes of Putnam County.

Are there any easy road cycling routes suitable for beginners or families?

Yes, there are several easy road cycling routes. The area features dedicated rail trails that offer a more relaxed cycling experience. For example, the Maybrook Trailway – Maybrook Trailway loop from Putnam Lake is an easy 29.7 km route that utilizes a former rail line, making it suitable for those seeking a less strenuous ride.

What are some challenging road cycling routes for experienced riders?

For experienced riders seeking a challenge, routes like the Squantz Pond – Christ Church on Quaker Hill loop from New Fairfield offer significant elevation gains. This 88.0 km route leads through hilly terrain and can take over 4 hours to complete, providing a demanding workout.

What is the best time of year for road cycling around Putnam Lake?

The region offers pleasant cycling conditions through much of the year. Spring and fall typically provide comfortable temperatures and beautiful scenery with changing foliage. Summer is also popular, though some routes might be more exposed to sun. Always check local weather conditions before heading out.

What can I see along the road cycling routes around Putnam Lake?

Many routes offer picturesque views of the region's natural beauty. You can expect to see crystal lakes and reservoirs, including Lake Casse and Lake Gleneida, as well as dense forests. The Maybrook Trailway itself is a notable feature, and some routes pass near Squantz Pond State Park and Squantz Pond.

Are there any long-distance road cycling routes available?

Yes, for those looking for longer rides, the area offers several options. The Whaley Lake – Walkway Over the Hudson loop from Patterson is a substantial 103.2 km route, offering a long-distance ride through varied landscapes that typically takes over 4 hours to complete.

What do other road cyclists enjoy most about road cycling in Putnam Lake?

The road cycling routes around Putnam Lake are highly rated by the komoot community, with an average score of 5.0 stars. Cyclists often praise the varied terrain, from the relaxed rail trails to the challenging hilly sections, and the scenic beauty of the lakes and extensive forests that provide a picturesque backdrop for their rides.

Are there any circular road cycling routes around Putnam Lake?

Yes, many of the routes are designed as loops, allowing you to start and end at the same point. Examples include the Maybrook Trailway loop from Town of Patterson and the Whaley Lake – Whaley Lake loop from Patterson, which are popular choices for their convenience and scenic appeal.

Is parking available at the trailheads for road cycling routes?

While specific parking details for every trailhead are not provided, many popular cycling routes, especially those utilizing rail trails like the Maybrook Trailway, typically have designated parking areas at their access points in towns such as Patterson. It's advisable to check specific route details or local town resources for precise parking information before your ride.

Can I access road cycling routes around Putnam Lake using public transport?

Access to road cycling routes via public transport can vary. The Putnam County Trailway, which connects to the Maybrook Trailway, is part of a larger system that may have access points near public transportation hubs. However, direct public transport links to all trailheads might be limited, so planning your journey in advance is recommended.

Are there any places to stop for refreshments or amenities along the routes?

While the routes themselves traverse natural landscapes, many pass through or near small towns and communities in Putnam County. These areas often provide opportunities to find cafes, restaurants, or other amenities for refreshments and supplies. Rail trails, in particular, tend to have more services available in nearby towns.

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