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United States
New York

Ulster County

The best city hikes and walks in Ulster County

4.7

(396)

5,919

hikers

6

hikes

Urban hiking trails in Ulster County, located in New York's Hudson Valley, offer accessible routes through varied landscapes. The region features historic rail trails, converted carriage roads, and paths along the Hudson River, providing scenic views and connections between communities. These routes often incorporate elements like impressive bridges and elevated walkways, making them suitable for exploring the area's blend of natural beauty and historical infrastructure.

Best urban hiking trails in Ulster County

  • The most popular urban hiking route is Walkway…

Last updated: July 8, 2026

4.6

(7)

130

hikers

#1.

Walkway Over the Hudson – Upper Landing Park loop from Poughkeepsie

7.93km

02:11

140m

140m

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Moderate

Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.

Moderate
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Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

2

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

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Popular around Ulster County

City hikes in Franny Reese State Park

Long Path — A walk through wild New York

Other adventures in Ulster County

Long Path — A walk through wild New York

Hiking Collection by

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Tips from the Community

AeroPetr ✈🌍
October 7, 2025, Mount Beacon Park

If you're in New York and want to go hiking, this is the ideal place. Easily accessible by train, scenically beautiful, and interwoven with many trails of varying difficulty.

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Mount Beacon Park, part of the Hudson Highlands State Park Preserve, is beautiful, with fantastic hiking trails and spectacular panoramic views. The park's trails, which range from moderate to challenging, lead to the summit of South Beacon Mountain, with a restored 60-foot fire tower, offering breathtaking vistas that stretch from the Manhattan skyline to the Catskill Mountains, especially on a clear day. The park is also home to the remnants of the historic Mount Beacon Incline Railway, once the world's steepest, and the foundations of an old casino and hotel, adding a unique historical dimension to the natural beauty of this area.

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Pedestrian and bicycle bridge over the Hudson. Very long bridge with great views.

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mtm05005
February 25, 2024, Dutchess Rail Trail

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

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At 251 acres, Franny Reese State Park offers scenic views of the Hudson River and the Hudson River bridges from its rocky bluffs. A lot of the trails within the preserve are rooty, rocky, and locked in the trees, but the views from the high points make all the work worthwhile.

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At 251 acres, Franny Reese State Park offers scenic views of the Hudson River and the Hudson River bridges from its rocky bluffs. A lot of the trails within the preserve are rooty, rocky, and locked in the trees, but the views from the high points make all the work worthwhile.

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The Hudson Valley Rail Trail offers access to the Walkway Over the Hudson, which is pretty much just a pedestrian-only bridge open to runners, walkers, and cyclists. You get pretty great views of the river from the crossing, and there are nice facilities at the trailheads on both sides of the bridge.

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The Hudson Valley Rail Trail offers access to the Walkway Over the Hudson, which is pretty much just a pedestrian-only bridge open to runners, walkers, and cyclists. You get pretty great views of the river from the crossing, and there are nice facilities at the trailheads on both sides of the bridge.

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Frequently Asked Questions

How many urban hiking trails are available in Ulster County?

Ulster County offers a selection of urban hiking trails, with 3 routes currently featured in this guide. These trails provide a great way to explore the region's towns and their surrounding natural beauty.

Are there any easy urban hikes suitable for beginners or families?

Yes, there is one easy urban hike listed in this guide. While all routes offer a good experience, the difficulty can vary. For a moderate option that still offers accessible paths, consider the Walkway Over the Hudson loop from Fairview, which provides paved surfaces and scenic views.

What kind of views can I expect on urban hikes in Ulster County?

Urban hikes in Ulster County often blend townscapes with stunning natural vistas. You can expect panoramic views of the Hudson River, especially from routes like the Walkway Over the Hudson loop from Poughkeepsie. Many trails also offer glimpses of the majestic Catskill Mountains and the Shawangunk Ridge in the distance, providing a beautiful backdrop to your urban exploration.

Are there any urban hikes that are loop trails?

Yes, all the urban hikes featured in this guide are loop trails, offering convenient starting and ending points. For example, both the Walkway Over the Hudson loop from Fairview and the Mount Beacon Park – Stairs loop from Beacon are designed as circular routes.

What do other hikers enjoy most about urban hiking in Ulster County?

The komoot community highly rates urban hiking in Ulster County, with an average score of 4.7 stars from 227 ratings. Reviewers often praise the unique combination of urban exploration with natural beauty, especially the impressive views and well-maintained paths that make these routes enjoyable for various skill levels.

Are there any notable landmarks or attractions along these urban hiking routes?

Yes, several urban hikes offer access to significant landmarks. The Walkway Over the Hudson, a prominent feature on routes like the Walkway Over the Hudson loop from Poughkeepsie, is a historic railroad bridge converted into a pedestrian park, offering incredible river views. While not directly on these urban routes, the broader Ulster County area is rich with natural attractions such as Overlook Mountain Fire Tower and scenic viewpoints like the View of Ashokan Reservoir and Catskill Mountains.

What is the best time of year for urban hikes in Ulster County?

Ulster County's urban hikes can be enjoyed year-round. Spring brings blooming flora, summer offers lush greenery, and autumn showcases spectacular fall foliage. Winter hiking is also possible, especially on paved or well-maintained rail trails, providing a serene experience with crisp air and unique views. Always check local conditions before heading out.

Are there any urban hikes that offer views of lakes or waterfalls?

While the urban hikes in this guide primarily focus on town and river views, Ulster County is renowned for its water features. The Ashokan Reservoir offers scenic paved paths with breathtaking views of the Catskill Mountains and opportunities for bald eagle sightings. For waterfalls, you would typically venture into areas like Minnewaska State Park Preserve to see Awosting Falls or Rainbow Falls.

What should I wear for urban hiking in Ulster County?

For urban hikes, comfortable walking shoes are essential, as you'll be covering varied surfaces including pavement and potentially some unpaved paths. Dress in layers to adapt to changing weather conditions, as temperatures can fluctuate, especially near the Hudson River. A light jacket or rain shell is advisable, and don't forget sun protection like a hat and sunscreen.

Are there options for public transport to reach urban hiking trails in Ulster County?

Many urban areas in Ulster County, including those near the featured hikes, are accessible via public transport. For specific routes like those crossing the Walkway Over the Hudson, you can often find bus services that connect to the towns of Poughkeepsie or Highland. It's always best to check local bus schedules for the most up-to-date information on routes and timings to your chosen trailhead.

Are there any urban hikes that are considered hidden gems?

While the routes in this guide are well-known for their accessibility and views, Ulster County offers many less-trafficked paths. For a unique experience, consider exploring parts of the Wallkill Valley Rail-Trail or the Ashokan Rail Trail, which provide accessible, scenic routes through varying terrain and showcase local history, including the impressive Rosendale Trestle, offering a different kind of urban-adjacent exploration.

Most popular routes in Ulster County

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