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

Poughkeepsie to Mills Memorial State Park loop

Moderate

4.7

(1298)

7,735

riders

Poughkeepsie to Mills Memorial State Park loop

02:48

46.3km

340m

Cycling

This moderate 28.8-mile touring cycling loop near Poughkeepsie offers Hudson River views, historical sites, and a crossing of the Walkway Ov

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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1

8.36 km

Home of Franklin D. Roosevelt National Historic Site

Highlight • Historical Site

FD Roosevelt's home and grounds

Translated by Google •

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2

12.8 km

Vanderbilt Mansion National Historic Site

Highlight • Historical Site

The former mansion of Frederick Vanderbilt, the property is open to the public for visits.

The grounds have great views of the Catskills and Hudson River.

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B

46.3 km

End point

Parking

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Way Types & Surfaces

Way Types

17.3 km

13.9 km

13.3 km

1.78 km

< 100 m

< 100 m

Surfaces

32.9 km

11.6 km

1.68 km

< 100 m

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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 (140 m)

Lowest point (0 m)

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Weather

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Today

Friday 8 May

16°C

6°C

29 %

Additional weather tips

Max wind speed: 16.0 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 complete the Poughkeepsie to Mills Memorial State Park loop?

The full loop, which is approximately 46.3 kilometers (28.8 miles) long, typically takes around 2 hours and 48 minutes to complete by touring bicycle. This duration can vary based on your cycling pace and how often you stop to enjoy the sights.

What is the terrain like on this cycling route?

The route is primarily paved, utilizing parts of NY Bike Route 9 and connecting trails. However, be prepared for some segments that may include unpaved or compacted gravel sections. The overall difficulty is rated as moderate, with about 340 meters (1,115 feet) of elevation gain, requiring good fitness.

What kind of views and landmarks can I expect along the way?

You'll enjoy fantastic views of the Hudson River and the Catskill Mountains. The route passes by significant historical landmarks such as the Home of Franklin D. Roosevelt National Historic Site and the Vanderbilt Mansion National Historic Site. A major highlight is crossing the **Walkway Over the Hudson**, offering breathtaking 360-degree panoramic views from 212 feet above the river.

Where can I park to access the Poughkeepsie to Mills Memorial State Park loop?

Parking is available in Poughkeepsie, often near the train station, which provides convenient access to the Walkway Over the Hudson and connecting rail trails. You can also look for parking options closer to Mills Memorial State Park.

Are there public transport options to reach the trailhead?

Yes, Poughkeepsie is accessible by public transport, including train services. The Poughkeepsie train station is a common starting point for cyclists, offering good connections to the route, especially for accessing the Walkway Over the Hudson.

Is the Poughkeepsie to Mills Memorial State Park loop dog-friendly?

While many parts of the broader Hudson Valley rail trail network are dog-friendly, specific regulations can vary. For instance, dogs are generally allowed on the Walkway Over the Hudson and most rail trails if kept on a leash. However, always check specific park rules for Mills Memorial State Park and the National Historic Sites if you plan to enter their grounds with your dog.

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

The best time to cycle this route is typically during the spring, summer, and fall months when the weather is mild and the scenery is vibrant. Fall offers spectacular foliage views. Always check the local weather forecast before you head out.

Are there any permits or entrance fees required for this route?

Generally, there are no permits or entrance fees required to cycle the main trail sections like NY Bike Route 9 or the rail trails. However, if you plan to visit the interior of historical sites like the Home of Franklin D. Roosevelt National Historic Site or the Vanderbilt Mansion National Historic Site, there may be separate entrance fees or specific regulations for visitors.

Does the trail intersect other well-known paths?

Yes, this route integrates with several other trails. It utilizes significant portions of NY Bike Route 9 and connects to the Dutchess County Rail Trail - cycling - EST, the Hudson Valley Greenway Trail, and the Walkway over the Hudson - cycling, which are all part of the larger Empire State Trail network.

Is this route suitable for beginners or families with children?

While the full 46.3 km loop is rated as 'moderate' and requires good fitness, segments of the route, particularly the rail trails like the Dutchess Rail Trail and the Walkway Over the Hudson, are flat, wide, and paved. These sections are very accessible and suitable for beginners and families with children looking for an easier, shorter ride.

Are there places to eat or get refreshments along the route?

Yes, Poughkeepsie offers various dining options. Additionally, along the rail trail sections and near points of interest like Mills Memorial State Park, you may find cafes or small eateries. It's always a good idea to pack some snacks and water, especially for longer stretches.

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