Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Bike touring routes & trails
United States
New York
Dutchess County
Poughkeepsie

Dutchess Rail Trail and Pleasant Valley Loop

Moderate

4.6

(6427)

8,862

riders

Dutchess Rail Trail and Pleasant Valley Loop

02:18

37.6km

320m

Cycling

Cycle the moderate 23.3 miles (37.6 km) Dutchess Rail Trail and Pleasant Valley Loop, featuring the Walkway Over the Hudson and scenic Hudso

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

32.8 km

Dutchess Rail Trail

Highlight (Segment) • Cycleway

The Dutchess Rail Trail is a 13 mile traffic free path. It is built on an abandoned railway line.

The trail runs from Hopewell Junction to the Walkway Over the Hudson in the City of Poughkeepsie

Tip by

B

37.6 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

15.9 km

13.6 km

5.42 km

2.55 km

< 100 m

Surfaces

23.0 km

14.4 km

129 m

< 100 m

Sign up to see more specific route details

Sign up for free

Elevation

Elevation

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

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Today

Wednesday 20 May

32°C

18°C

62 %

Additional weather tips

Max wind speed: 17.0 km/h

to get more detailed weather forecasts along your route

This route was planned by komoot.

Save

Edit route

Download GPX

Move start point

Print

Share

Embed on a website

Report an Issue

Frequently Asked Questions

What is the overall difficulty of the Dutchess Rail Trail and Pleasant Valley Loop?

The entire route is rated as moderate for touring cycling. While the Dutchess Rail Trail section is largely flat and easy, the inclusion of the Pleasant Valley portion means the overall loop presents a more varied challenge suitable for cyclists with some experience.

What kind of terrain can I expect on this cycling route?

The Dutchess Rail Trail section is a continuous, paved, off-road path with a gentle grade, making it very smooth. The 'Pleasant Valley Loop' portion, while not a single defined trail, likely incorporates paved roads and potentially other varied surfaces as it connects back to the rail trail, contributing to the moderate difficulty.

Where are the best places to park for the Dutchess Rail Trail and Pleasant Valley Loop?

The Dutchess Rail Trail has various access points with parking available. A popular starting point is near its northern terminus in Poughkeepsie, especially for those looking to connect to the Walkway Over the Hudson. Hopewell Junction also offers parking and amenities.

What are the main points of interest along the route?

A major highlight is the Dutchess Rail Trail itself, which connects seamlessly to the Walkway Over the Hudson State Historic Park, offering stunning views. You'll also pass through wooded corridors, rural communities, and the Veterans Memorial Mile in Wappinger.

Is the Dutchess Rail Trail and Pleasant Valley Loop suitable for families or beginners?

The Dutchess Rail Trail portion is excellent for all ages and fitness levels due to its flat, paved surface. However, the full 'Dutchess Rail Trail and Pleasant Valley Loop' is rated as moderate, suggesting that while parts are beginner-friendly, the entire loop might be more challenging for very young children or absolute beginners.

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

Spring, summer, and fall are ideal for cycling this route. The wooded sections provide shade in summer, and autumn brings vibrant fall foliage, making for a picturesque ride. Always check local weather conditions before heading out.

Does the route connect to other well-known trails?

Yes, the Dutchess Rail Trail is a crucial segment of the 750-mile Empire State Trail network. It also connects directly to the Walkway Over the Hudson, which in turn links to the Hudson Valley Rail Trail on the western bank of the Hudson River. The route also passes through sections of the Hudson Valley Greenway Trail (Hopewell Junction to Poughkeepsie) and NY Bike Route 9.

Are dogs allowed on the Dutchess Rail Trail and Pleasant Valley Loop?

Generally, dogs on leashes are permitted on rail trails like the Dutchess Rail Trail. For the entire loop, it's advisable to ensure any connecting roads or trails also allow dogs, though most public paths are dog-friendly with proper leash etiquette.

Do I need a permit or is there an entrance fee to use this route?

No, there is no mention of permits or entrance fees required to access and cycle the Dutchess Rail Trail or the connecting sections of this loop.

Are there restrooms or places to get food and water along the way?

Yes, the Dutchess Rail Trail is well-maintained with amenities. You can find clean bathrooms at locations like Hopewell Junction. Near the Walkway Over the Hudson, pop-up food trucks are often available, and benches are placed along the trail for rest.

What should I know about the 'Pleasant Valley Loop' part of this route?

The 'Pleasant Valley Loop' is not a single, officially designated touring cycling trail directly connected to the Dutchess Rail Trail. Instead, it refers to a user-defined route that incorporates parts of the rail trail with local roads and possibly other trails around Pleasant Valley, NY. This section contributes to the overall moderate difficulty and may involve varied terrain beyond the paved rail trail.

Nearby routes

Easy

4.6

50

Wallkill Valley Rail Trail Loop

01:30h

24.8km

110m

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy