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Westchester County

Village of Hastings-on-Hudson

Routes
Hikes
Westchester County

Village of Hastings-on-Hudson

The best family-friendly hikes and walks around Village of Hastings-on-Hudson

By Fede from komoot

·

Updated May 11, 2026

If you’ve ever tried to plan hiking around Village of Hastings-on-Hudson, you know how quickly the options can feel overwhelming. With so many trails winding through this beautiful corner of the Hudson Valley, it’s tough to know which ones are genuinely worth your time and effort, and which are just filler. That’s where we come in. Our komoot community has walked, mapped, and reviewed these routes, so we’ve done the legwork to bring you a curated shortlist of the very best.

Hiking here is all about those classic Hudson River views, often framed by the dramatic Palisades cliffs, mixed with the quiet charm of historic aqueduct trails and dense natural woodlands. You’ll find everything from serene, easy paths perfect for a leisurely stroll to more challenging ascents that get your heart pumping. The terrain varies beautifully, offering a mix of wooded sections, open vistas, and gentle hills, ensuring there’s something for every ability level.

If you’re looking for a gentle introduction, the Keeper's House – Dobbs Ferry - Main Street loop from Hastings-on-Hudson is a fantastic choice at 3.5 miles (5.7 km), offering a pleasant loop through local areas. For something a bit longer and on a paved surface, the South County Trailway, at 10.6 miles (17.1 km), is a popular option. With more than 600 hikers having explored these trails using komoot, and an average rating of 4.8 stars, you can trust you’re in for a treat.

If you only do 3 of these routes

  1. 1

    Old Croton Aqueduct Trail
  2. 2

    South County Trailway
  3. 3

    Keeper's House – Dobbs Ferry - Main Street loop from Hastings-on-Hudson

Compare these routes at a glance

Trail

Distance

Elevation

Difficulty

Old Croton Aqueduct Trail

101 km

750 m

Hard

South County Trailway

17.1 km

100 m

Moderate

Keeper's House – Dobbs Ferry - Main Street loop from Hastings-on-Hudson

5.66 km

60 m

Easy

Keeper's House loop from Hastings-on-Hudson

5.84 km

90 m

Easy

1.

Old Croton Aqueduct Trail

101km

26:24

750m

740m

The Old Croton Aqueduct Trail offers a unique blend of history and nature, guiding you through Westchester County on a path that once supplied New York City with water. You'll walk on a mostly flat, hard-packed dirt surface, winding through natural preserves, past grand estates like Lyndhurst, and offering glimpses of the Hudson River. The trail's gentle grade belies its length, making it a challenging 62.8 miles (101.0 km) hike with 2447 feet (746 metres) of elevation gain, requiring around 26 hours and 24 minutes to complete.

Planning your visit is straightforward, with numerous access points and public transportation options via Metro-North Railroad. Parking is available at various points along the route, though it's wise to check specific trailhead parking availability. While generally accessible, some sections can be muddy or rocky after rain, so wear appropriate footwear. The Keeper's House in Dobbs Ferry provides historical context and visitor information.

This difficult trail is a National Historic Landmark, built between 1837 and 1842, and follows the 19th-century aqueduct that delivered fresh water using gravity. You'll spot original structures like distinctive ventilators and weir chambers along the way, connecting you directly to this engineering marvel. The northern terminus near the impressive Croton Dam offers a spectacular view, often described as a "little Niagara Falls," making it a rewarding destination for history buffs and long-distance hikers alike.

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2.

South County Trailway

17.1km

04:27

100m

100m

The South County Trailway offers a pleasant escape on a paved path, perfect for a relaxed outing. This moderate 10.6-mile (17.1 km) hike, with a gentle 338 feet (103 metres) of elevation gain, typically takes around 4 hours and 26 minutes to complete. You'll find yourself moving through a mix of quiet wooded areas, open parks, and along riverbanks, with notable spots like Tibbetts Brook Park providing a refreshing change of scenery. The trail's flat, well-maintained surface makes it an easy walk, suitable for all ages and fitness levels. It's a great option if you're looking for South County Trailway scenic viewpoints without a strenuous climb.

Planning your visit is simple, as there are numerous parking areas and access points along the route. The trail is quite popular, attracting hikers, runners, and cyclists, so you'll likely share the path. Dogs are welcome to join you, provided they are on a leash and you clean up after them. For convenience, you can find cafes and other amenities in towns like Elmsford and Ardsley, which the trail passes near. Consider visiting in the fall for spectacular autumn colors, or during summer for the shade provided by the abundant tree cover.

This trail holds a unique place in local history, built on the former New York and Putnam Railroad railbed, which operated until 1958. It's also a significant segment of the much larger Empire State Trail, connecting you to an extensive network for longer adventures. Look for historic marker plaques at former station spots along the way, offering glimpses into its past. The South County Trailway's origin as a rail trail means minimal elevation changes, making it an accessible and enjoyable experience for everyone.

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Tips from the Community

Hans
June 5, 2025, Old Croton Aqueduct State Historic Park

A great trail, although ride with caution and a sturdy bike

Translated by Google

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A farmers market at the OCA Trail. Lot of eat and drink posibility

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Sue
May 25, 2025, The Gate House

The Gate House, formerly the entrance gatehouse to the gardens near the Old Croton Aqueduct, has been transformed into a fantastic Ruin Garden. It is complete with restored lion and unicorn sculptures, a grotto with a fountain, and plantings that evoke a feeling of ruin and abandonment.

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This 161-acre park, named for George Tibbetts, a Briton who settled the land in 1668, was one of the first parks in the area and has been around since 1927. The park includes a nice lake with a paved trail looping around it. You'll most likely see some ducks or other birds enjoying the water as well.

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The South County Trail runs between Yonkers and Greenburgh. The rail trail is very popular with walkers, runners and cyclists. The trail mostly runs through wooded areas and this section is no different. The trail is fully paved and mostly flat, so it is a great place for a relaxed hike.

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not really worth seeing at first glance. But then nice houses in the city center. And on the Hudson one expensive residence and one house after another. wow !. On one photo you can see how nice the weather was and how far away NY is (about 60 km)

Translated by Google

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The old viaduct that supplied New York's water supply was abandoned after just a few years and now offers a wonderful tree-lined, off-road trail for bikers and hikers from Sleepy Hollow into New York City.

Translated by Google

1

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Nice town center

Translated by Google

2

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Frequently Asked Questions

How many family-friendly hiking trails are available around the Village of Hastings-on-Hudson?

There are over 40 family-friendly hiking routes around the Village of Hastings-on-Hudson listed on komoot, with 24 of them being easy and suitable for beginners. This wide selection ensures there's something for every family.

Are there any stroller-friendly hiking options in Hastings-on-Hudson?

Yes, for families with strollers, the South County Trailway offers a paved, flat surface that is ideal. This trail follows the route of a former railroad, providing a smooth and accessible experience for all.

Can I bring my dog on the family-friendly trails?

Many trails in the Hastings-on-Hudson area are dog-friendly, but it's always best to check specific park regulations. Generally, dogs are welcome on leash on trails like the Old Croton Aqueduct Trail and within Hillside Woods, provided they are kept under control.

Are there any circular routes suitable for families?

Absolutely! For a pleasant loop, consider the Keeper's House loop from Village of Hastings-on-Hudson. This easy route offers a comfortable distance for families looking for a round trip.

Which trails offer the best views for families?

Many trails along the Hudson River provide stunning views. The Old Croton Aqueduct Trail offers striking vistas of the Hudson River and the Palisades. For more dramatic panoramas, nearby Palisades Interstate Park features viewpoints like Point Lookout.

What natural attractions or landmarks can we see along the trails?

The area is rich in natural beauty. You can discover the historic Old Croton Aqueduct Trailway itself, which is a landmark. For waterfalls, the nearby Peanut Leap Cascade is a beautiful spot. Hillside Woods also features points of interest like Sugar Pond and Waterfall Rock.

Where can we find parking for family-friendly trails?

Parking is generally available at various access points. For the Old Croton Aqueduct Trail, Draper Park in Hastings-on-Hudson offers convenient parking. Many local parks and trailheads provide designated parking areas, though it's always good to check specific trail information beforehand.

Are there any trails accessible by public transportation?

Yes, Hastings-on-Hudson is well-served by public transport, making several trails accessible. The Metro-North Hudson Line stops directly in Hastings-on-Hudson, providing easy access to the village and nearby sections of the Old Croton Aqueduct Trail and the South County Trailway.

What is the best time of year for family hikes in Hastings-on-Hudson?

The Village of Hastings-on-Hudson is beautiful year-round for family hikes. Spring brings lush greenery and blooming flowers, while autumn offers spectacular fall foliage, especially along the Hudson River. Summer is great for longer days, and even mild winter days can be enjoyable for a crisp walk.

What do other hikers enjoy most about hiking in Hastings-on-Hudson?

The area is highly rated by the komoot community, with an average score of 4.8 stars. Reviewers often praise the diverse natural scenery, the historic significance of trails like the Old Croton Aqueduct, and the stunning views of the Hudson River and Palisades. The variety of easy, well-maintained paths is also frequently highlighted.

Are there any less crowded family hiking options?

While popular trails can see more visitors, exploring the network of paths within Hillside Woods can offer a more secluded experience. These woods provide a tranquil setting away from the more heavily trafficked linear trails, perfect for a peaceful family outing.

Can we find cafes or places to eat near the trails?

Hastings-on-Hudson village center is charming and offers various cafes and eateries. Many trails, especially those closer to the village or along the Old Croton Aqueduct, are within easy reach of places to grab a snack or a meal before or after your hike.

What kind of wildlife can we expect to see on family nature walks?

The diverse ecosystems around Hastings-on-Hudson support a variety of wildlife. On nature walks, families might spot various bird species, squirrels, chipmunks, and occasionally deer. Areas like Hillside Woods and the Old Croton Aqueduct Trail provide excellent opportunities for observing local flora and fauna.

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