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Sullivan County

Routes
Hikes

Sullivan County

The best family-friendly hikes and walks in Sullivan County

4.5

(116)

534

hikers

14

hikes

Family friendly hiking trails in Sullivan County, New York, are found within a diverse landscape characterized by rolling hills, forested areas, and significant waterways. The region is bordered by the Delaware River and features parts of the Catskill Mountains, offering varied terrain from gentle river valleys to more elevated sections. Numerous rivers like the Neversink and Mongaup, along with lakes such as Mongaup Pond, contribute to the county's natural features, providing scenic backdrops for outdoor activities.

Best family friendly hiking…

Last updated: May 10, 2026

4.0

(1)

5

hikers

#1.

Pillsbury State Park Ponds Loop

9.07km

02:42

280m

250m

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

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Moderate

5.19km

01:41

240m

230m

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

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

Easy

5

hikers

8.96km

02:18

40m

40m

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

Moderate

2

hikers

13.7km

03:54

310m

310m

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

Moderate
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Popular around Sullivan County

Family-friendly hikes in Gile State Forest

Family-friendly hikes in Pillsbury State Park

Family-friendly hikes in Annie Duncan State Forest

Family-friendly hikes around Claremont

Monadnock-Sunapee Greenway Trail — Backpacking southern New Hampshire’s hidden gem

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Monadnock-Sunapee Greenway Trail — Backpacking southern New Hampshire’s hidden gem

Hiking Collection by

Jamie S.

Tips from the Community

Grace Mulligan
January 15, 2024, French's Ledges viewpoint

The best viewpoint on French's Ledges mountain is located here, slightly south of the peak. You can enjoy spectacular, almost panoramic, views of Croydon and Grantham Mountains, Mount Ascutney, and the village of Meriden.

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Grace Mulligan
December 24, 2023, Eastman Pond

Eastman Pond is one of many great lakes in this region of New Hampshire. This looped run circles the lake, offering water views the entire way around. The route is well-marked and heads through woodland, crossing over pretty beaches and hugging the shoreline throughout. The lake welcomes swimmers, so in the warmer months you may want to bring your bathing suit for a paddle.

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Grace Mulligan
December 4, 2023, Eastman Pond

Eastman Pond is one of many great lakes in this region of New Hampshire. A looped walk circles the lake, offering water views the entire way around. The route is well-marked and heads through woodland, crossing over pretty beaches and hugging the shoreline throughout. The lake welcomes swimmers, so in the warmer months you may want to bring your bathing suit for a paddle.

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The best viewpoint on French's Ledges mountain is located here, slightly south of the peak. You can enjoy spectacular, almost panoramic, views of Croydon and Grantham Mountains, Mount Ascutney, and the village of Meriden.

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From this viewpoint a little further down the trail from the summit of Green Mountain, you are afforded spectacular views across the whole Sugar River Valley. Vermont's Mount Ascutney is in the middle-distance, and the Okemo Mountain Resort beyond.

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The summit of Green Mountain stands at 611m (2004ft) above the town of Claremont. The best views aren't actually from the summit, rather the viewpoint a little further along the main trail. But don't underestimate the gratifying journey to the peak itself, there are still good views on offer and it's a rewarding hike nonetheless.

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This is a beautiful state park and one of the more primitive and rustic gems within the New Hampshire State Park system. It's a heavily wooded area with a variety of beautiful coniferous and deciduous trees and features plenty of hiking trails, numerous basic campsites, bathrooms and water fountains.

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Lucia's Lookout stands tall at 2,500ft and provides sweeping views to the south-west side of Mount Sunapee and the rest of the Sunapee State Park. It's a great place to sit and relax, have a picnic and just enjoy the views.

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Frequently Asked Questions

How many family-friendly hiking trails are available in Sullivan County?

Sullivan County offers a wonderful selection of family-friendly hiking trails. Our guide features 14 routes specifically chosen for their suitability for families, ranging from easy strolls to moderate adventures.

Are there any easy, short hikes suitable for families with young children or strollers?

Yes, Sullivan County has several easy and relatively flat options perfect for families. The French's Ledges Trail is a short, easy walk. The O&W Rail Trail and the D&H Canal Towpath are also excellent choices, offering flat, multi-use paths with ADA-accessible sections, ideal for strollers or young children.

What kind of natural features can we expect to see on family hikes in Sullivan County?

Sullivan County's diverse landscape means you can encounter a variety of natural beauty. Many trails wind through dense forests, alongside tranquil rivers like the Delaware, Neversink, and Mongaup, and past serene lakes such as Mongaup Pond and Lake Superior. You might also discover picturesque wetlands and even waterfalls like Russell Brook Falls or those within the Neversink River Unique Area.

Are there any circular routes that are good for families?

Absolutely! Circular routes are often ideal for families. The Pillsbury State Park Ponds Loop offers a moderate circular hike, while the Mongaup Pond Loop Trail is an easy 3.0-mile loop with pleasant forest views and opportunities for wildlife spotting.

What are some interesting landmarks or points of interest to explore along the trails?

Beyond the natural beauty, Sullivan County offers historical and scenic landmarks. You could visit the Prentiss Covered Bridge or the Beaverkill Covered Bridge. The D&H Canal Towpath itself is a historic landmark, offering insights into 19th-century canal history. Walnut Mountain Park also provides rewarding climbs to the county's second-highest peak with great views.

Are the family-friendly trails in Sullivan County dog-friendly?

Many trails in Sullivan County are dog-friendly, but it's always best to check specific regulations for each park or trail system. Generally, dogs are welcome on leash in most state forests and parks. Always remember to clean up after your pet to keep the trails enjoyable for everyone.

What is the best time of year for family hiking in Sullivan County?

Spring, summer, and fall all offer unique experiences for family hiking in Sullivan County. Spring brings lush greenery and blooming wildflowers, while summer is perfect for combining hikes with swimming in the lakes. Autumn is particularly stunning with vibrant fall foliage. Even mild winter days can be beautiful for a crisp walk, though some trails may be less accessible.

Where can we find parking for these family-friendly trails?

Most trailheads for family-friendly hikes in Sullivan County, especially those within state parks and designated recreation areas, offer dedicated parking facilities. For popular spots like the O&W Rail Trail, D&H Canal Towpath, and Walnut Mountain Park, you'll typically find convenient parking areas. It's always a good idea to check specific trail information for exact parking locations.

What do other hikers enjoy most about hiking in Sullivan County?

The komoot community highly rates the hiking experiences in Sullivan County, with an average score of 4.5 stars. Reviewers often praise the region's quiet, well-maintained trails, the stunning natural scenery, and the variety of options suitable for all ages and skill levels. Many appreciate the peaceful atmosphere and the chance to connect with nature.

Are there any trails with good viewpoints or scenic overlooks?

Yes, Sullivan County offers several trails with rewarding views. The Jensen Ledges Trail is known for its sweeping views of the Delaware River Valley after a climb. The Lucia's Lookout loop also provides scenic vistas, and the Tusten Mountain Trail offers pleasant views along the Delaware River.

Can we find trails that pass by water features like lakes or rivers?

Absolutely. Sullivan County is rich in water features. The Eastman Lake Trail, as its name suggests, takes you around a beautiful lake. The Mongaup Pond Loop Trail circles Mongaup Pond, and many sections of the O&W Rail Trail and D&H Canal Towpath run alongside rivers or canals, offering picturesque waterside walks.

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Check out more Hikes throughout Sullivan County below and find the perfect route in your destination.

Gile State ForestPillsbury State ParkAnnie Duncan State ForestClaremont

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