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Hikes
United States
New York
Greene County

Windham

The best walks and hikes around Windham

4.1

(5)

73

hikers

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Hikes around Windham explore the mountainous terrain of the Great Northern Catskills. The region is characterized by its forested peaks, stream-filled valleys, and a network of well-marked trails within the Catskill Forest Preserve. The landscape offers a mix of challenging ascents to scenic viewpoints and gentle paths through meadows and woodlands.

Best hiking trails around Windham

  • The most popular hiking route is the Thomas Cole Mountain – Black Dome loop from Barnum Road Unit, a 7.5 mile (12.0 km)…

Last updated: June 28, 2026

4.3

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#1.

The Windham Path

4.02km

01:03

20m

30m

The Windham Path offers an incredibly accessible and scenic walk through the Great Northern Catskills, perfect for a leisurely outing. This easy 2.5-mile (4.0 km) route, with just 68 feet…

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Easy

The Windham High Peak via Elm Ridge and Escarpment Trails offers a delightful journey through varied Catskills scenery, starting on the gentle Elm Ridge Trail before transitioning to the more…

Moderate
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3

hikers

11.4km

04:14

800m

600m

The Black Dome Range Trail offers a demanding yet deeply satisfying hiking experience in the Catskills, leading you through rugged, forested terrain to two significant summits. You'll navigate a mix…

Moderate

The Thomas Cole Mountain via Black Dome Range Trail offers a dynamic hiking experience through varied Catskills terrain. You'll navigate rocky sections, rooty paths, and even some rock chutes, all…

Moderate

2.22km

00:48

200m

0m

The Ginseng Mountain Trail offers a tranquil journey through varied Catskill terrain, starting with flat sections that follow old logging roads and passing through conifer forests. You'll find yourself walking…

Easy

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Popular around Windham

Road Cycling Routes around Windham

Cycling around Windham

Tips from the Community

mtm05005
May 8, 2025, Thomas Cole Mountain

Thomas Cole Mountain is a 3980-foot peak in the Blackhead Mountain Range. Once you reach the top, you are treated to a great view of the valley below.

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Tyler Sanders
August 20, 2024, Black Dome

Reaching this spot requires a steady hike up a steady incline, but not as steep as the climb to Blackhead Mountain's summit. Once here, you'll be rewarded with sweeping views of the Catskills and find some nice boulders where you can rest and take in the scenery.

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Had a feed stop here but also had drinks

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The views are spectacular up here. On a clear day, you can see the southern Adirondacks! The spot is quite perfect for a break too.

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The views are incredible here.

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Frequently Asked Questions

Are there any easy, family-friendly hikes in Windham?

Yes, for a very gentle and accessible walk, The Windham Path is a popular 1.5-mile loop suitable for all ages. It meanders through meadows and woodlands. For a slightly longer but still easy option, the Brooksburg Unit Nature Reserve loop from Windham is a 2.6-mile trail that's great for a quick nature walk.

Can I bring my dog on the trails around Windham?

Many trails in the Catskill Forest Preserve are dog-friendly, but dogs must be leashed to protect wildlife and for the consideration of other hikers. Places like Elm Ridge Wild Forest are good options. Always check specific regulations for the trail you plan to hike and be prepared to clean up after your pet.

Where can I find hikes with waterfalls near Windham?

The most famous nearby waterfall is Kaaterskill Falls, one of New York's tallest. The hike to the falls is a steep but rewarding 1.4-mile roundtrip. Be sure to wear sturdy footwear as the trail can be rocky and slippery, especially after rain.

What are some good circular hikes in the area?

The Windham area offers several excellent loop trails. For a moderate challenge with great views, the Windham High Peak Overlook loop from Durham is a 7-mile circuit that takes you to a scenic viewpoint. This trail involves a significant amount of climbing but rewards you with panoramic vistas.

What is the best time of year to hike around Windham?

Summer and fall are the most popular seasons for hiking in Windham. Summer offers lush green forests, while autumn provides spectacular fall foliage, typically peaking in early to mid-October. Spring can be muddy, and winter requires specific gear like microspikes or snowshoes for icy and snowy conditions.

Are there any particularly challenging hikes for experienced trekkers?

Yes, the region is known for its challenging terrain. The Thomas Cole Mountain – Viewpoint loop from Barnum Road Unit is a difficult 10.8-mile hike with substantial elevation gain, offering access to multiple viewpoints in the Windham-Blackhead Range Wilderness. For a true test of endurance, the nearby Devil's Path is one of the most strenuous trails in the Catskills.

What should I wear or bring for a hike in Windham?

Sturdy hiking boots with good grip are essential, as many trails are rocky and can be slippery. Layering your clothing is recommended as weather can change quickly in the mountains. Always carry water, snacks, a map, and a fully charged phone. For winter hikes, microspikes, snowshoes, and warm, waterproof gear are necessary.

Where are the best places to find scenic views?

Many trails lead to rewarding vistas. The summit of Windham High Peak offers excellent views of the Blackhead mountain range and, on clear days, you can see across five states. The various overlooks within the Windham-Blackhead Range Wilderness also provide stunning panoramic landscapes of the Catskills.

What are the trail conditions like in winter?

In winter, trails are typically covered in snow and ice. Hiking requires specialized gear such as snowshoes for deep snow or microspikes for icy sections. Lower elevation trails like The Windham Path are popular for cross-country skiing and snowshoeing. Always check weather and trail conditions before heading out as they can be hazardous.

How is the parking at the trailheads?

Parking can be limited, especially at popular trailheads on weekends and holidays. For trails like Windham High Peak or Kaaterskill Falls, it's best to arrive early to secure a spot. Some trailheads, like those in the Elm Ridge Wild Forest, may be less crowded. Always park in designated areas to avoid fines and to ensure emergency vehicle access.

What do other hikers enjoy most about the trails in Windham?

The area is highly rated by the komoot community. Hikers often praise the well-maintained and clearly marked trails within the Catskill Forest Preserve. The mix of challenging mountain ascents and serene woodland paths, along with the beautiful scenery, are frequently mentioned as top highlights.

Are there any good spots for camping near the hiking trails?

Yes, for a rustic experience, primitive camping is available in the Elm Ridge Wild Forest, which includes a lean-to on the Elm Ridge Trail. For more amenities, the North-South Lake Public Campground is the largest and most popular state campground in the Catskill Forest Preserve, offering sites for tents and RVs.

Most popular routes around Windham

Road Cycling Routes around Windham

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