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Routes
Road cycling routes
United States
New York
Putnam County
Village of Brewster

Empire State Trail: Hudson Valley Loop

Hard

4.7

(5093)

19,462

riders

Empire State Trail: Hudson Valley Loop

05:02

119km

770m

Road cycling

Cycle the challenging 74-mile Hudson Valley Greenway Trail Loop, featuring diverse scenery and 2516 feet of elevation gain.

Last updated: February 26, 2026

Waypoints

A

Start point

Get Directions

1

5.68 km

Maybrook Trailway

Highlight (Segment) • Trail

Amazing stretch of the EST!
Passing the lake and along side old train tracks, wide open skies await you while passing on the trail through 'the great swamps'.

Tip by

2

20.7 km

Whaley Lake

Highlight • Lake

Whaley Lake is the largest lake in Dutchess County. So nice to ride here!

Tip by

3

109 km

Lovers Landing Bridge

Highlight • Bridge

A scenic bridge for road cycling across the West Branch Reservoir.

Tip by

B

119 km

End point

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Way Types & Surfaces

Way Types

67.1 km

40.1 km

10.9 km

940 m

< 100 m

Surfaces

103 km

13.9 km

2.23 km

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (260 m)

Lowest point (40 m)

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Weather

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Today

Saturday 9 May

14°C

7°C

96 %

Additional weather tips

Max wind speed: 11.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does it typically take to cycle the Hudson Valley Greenway Trail Loop?

This loop is designed for race bikes and covers approximately 119 kilometers (74 miles). Komoot estimates the cycling duration to be around 5 hours, 2 minutes, but this can vary based on your pace, stops, and specific route choices.

Is the Hudson Valley Greenway Trail Loop suitable for beginners?

The Komoot tour is rated as difficult, making it more suitable for experienced cyclists. While sections of the broader Hudson Valley Greenway are gentle and paved, this specific loop incorporates varied terrain, including some on-road sections and rolling hills, which require comfort riding alongside vehicle traffic and managing ascents.

Is this a true loop trail, or does it require connecting roads?

The Hudson Valley Greenway Trail itself is primarily a linear route. However, this specific Komoot tour has been designed as a loop by utilizing connecting roads and regional trails. You'll experience a mix of dedicated paths and designated sections on public roadways to complete the circuit.

What is the terrain and surface like on this cycling loop?

The route features a diverse surface. You'll find long stretches of paved asphalt, particularly on the dedicated multi-use paths like the Maybrook Trailway and Dutchess County Rail Trail. Some sections may also include compacted crushed limestone (stone dust). Expect about one-third of the route to be on designated shoulders of public roadways, which can include rolling hills and some significant climbs.

What kind of scenery can I expect along the route?

The loop offers a rich variety of scenery, transitioning from charming smaller villages and rural farmland to views of the Hudson River and the surrounding landscapes, including the Catskill Mountains. You'll pass historic sites, marshy areas, and potentially cherry trees in bloom during springtime, providing a continuously engaging experience.

What notable landmarks or highlights will I see on the loop?

Along this route, you'll encounter several interesting points. Key highlights include sections of the Maybrook Trailway, the scenic Whaley Lake, and the picturesque Lovers Landing Bridge. The broader Hudson Valley Greenway also integrates numerous historical sites and offers views of the Hudson River.

Does the Hudson Valley Greenway Trail Loop connect with other trails?

Yes, this loop utilizes and connects various regional trails. You'll ride on significant portions of the Maybrook Trailway, the Hudson Valley Greenway Trail (Pawling to Hopewell Junction, Hopewell Junction to Poughkeepsie, Brewster to Pawling, Mahopac to Brewster, Brewster Village), and the Dutchess County Rail Trail. It also briefly touches the Putnam County Trailway and NY Bike Route 9.

What is the best time of year to cycle this loop?

Spring and fall are generally the best times for cycling in the Hudson Valley, offering pleasant temperatures and beautiful foliage. Spring brings blooming cherry trees, while fall showcases vibrant autumn colors. Summer can be enjoyable, but be prepared for warmer temperatures. Winter cycling is possible but may involve snow and ice, especially on unpaved sections.

Where can I park for the Hudson Valley Greenway Trail Loop?

Specific parking areas for this exact loop are not detailed in the provided information. However, the Hudson Valley Greenway system generally offers parking at various access points along its length. It's advisable to check local municipal websites or trail-specific resources for designated parking lots near your chosen starting point, especially for longer rides.

Is the Hudson Valley Greenway Trail Loop dog-friendly?

While the broader Hudson Valley Greenway system is generally dog-friendly on leash, specific regulations can vary by section, especially on connecting trails or within towns. Always keep your dog on a leash and be prepared to clean up after them. Check local signage for any restrictions.

Do I need any permits or pay entrance fees for this trail?

Generally, there are no permits or entrance fees required to access the Hudson Valley Greenway Trail or the connecting rail trails that form this loop. These are public multi-use paths. However, always be aware of any specific regulations if you plan to visit state parks or historic sites directly adjacent to the trail, as they may have their own fees or rules.

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03:19h

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