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United States
New York
Ulster County

Woodstock

Easy hikes and walks around Woodstock

4.7

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681

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32

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Easy hiking trails around Woodstock are set within the diverse landscapes of the Catskill Mountains. The region features dramatic bluestone cliffs, rocky gorges, and dense forests. Hikers can explore varied terrain, including grasslands, ponds, and serene waterways. This area provides a range of natural features for outdoor exploration.

Best easy hiking trails around Woodstock

  • The most popular easy hiking route is Overlook Trail to Codfish Point, a 2.3 miles (3.7 km) trail that takes 1 hour 10 minutes to complete. This path offers views towards Codfish Point.
  • Another top favourite among local hikers is Jockey Hill and Wintergreen Ridge Trail, an easy 3.8 miles (6.1 km) path. This route traverses varied terrain along a ridge.
  • Local hikers also love the Comeau Property Eastern Trail, a 0.8 miles (1.3 km) trail leading through meadows and along a stream, often completed in about 22 minutes.
  • Hiking around Woodstock is defined by the Catskill Mountains, rocky gorges, and dense woodlands. The network offers options for easy, moderate, and difficult ability levels.
  • The routes in Woodstock are highly rated by the komoot community with an average score of 4.7 stars from over 30 reviews. More than 600 hikers have used komoot to explore Woodstock's varied terrain.

Last updated: July 8, 2026

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hikers

#1.

Jimmy Dolan Notch Trail

2.67km

00:51

0m

310m

Embark on the Jimmy Dolan Notch Trail for an easy 1.7-mile (2.7 km) hike through a peaceful woodsy environment. You will find yourself surrounded by forests featuring old hemlock trees and various deciduous growth, offering a pleasant natural setting. With no elevation gain, this route is flat and can be completed in an estimated 51 minutes, making it a perfect choice for a quick outdoor escape. Keep an eye out for dramatic glacial erratics scattered along the path, adding unique character to your walk.

Planning your visit to the Jimmy Dolan Notch Trail is straightforward, as it is generally accessible year-round. There are no specific warnings about snow, road closures, or permits mentioned for this particular route, so you can typically expect standard trail conditions. However, it is always a good idea to check local conditions before heading out, especially if you are visiting during different seasons. This trail offers a convenient and accessible option for enjoying the outdoors without extensive planning.

The Jimmy Dolan Notch Trail is nestled within the Indian Head Wilderness, providing a glimpse into the natural beauty of the Catskill Mountains. While it is a shorter route, it still allows you to appreciate the serene forest setting and the geological history of the region, evidenced by the glacial erratics. This trail stands out as an easy and quick option for those looking to immerse themselves in nature without committing to a longer or more challenging adventure.

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1

hikers

The Overlook Trail to Codfish Point offers an easy hiking experience, guiding you through peaceful, dense evergreen forests and alongside lively mountain streams. As you hike, you will pass historic bluestone quarries, adding a touch of the past to your journey. The route culminates at Codfish Point, where you can enjoy sweeping panoramic views of the Hudson Valley, with Kingston visible on clear days. This trail covers 2.3 miles (3.7 km) with an elevation gain of 725 feet (221 metres), typically taking about 1 hour and 10 minutes to complete.

Before you head out, remember that while the trail is generally well-maintained, some sections can be rocky and muddy. Wearing sturdy hiking boots is a good idea to ensure comfort and stability on these parts of the path. The Overlook Trail is easily accessible as it is part of the Platte Clove Preserve and Overlook Mountain Wild Forest. Always check local conditions before your visit to be prepared for any changes.

This trail is a fantastic way to immerse yourself in the natural beauty and history of the Catskills. The journey through varied terrain, from lush forests to historic quarry sites, provides a rich outdoor experience. The reward of the expansive vista from Codfish Point makes this route a notable choice for anyone looking to enjoy the region's iconic landscapes without a strenuous climb.

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2.98km

00:54

20m

260m

Discover the Pecoy Notch Trail, an easy 1.9-mile (3.0 km) hike that winds through classic Catskill hardwoods. You will encounter sections of rocky ground and tree roots, adding to the natural feel of the path. With a gentle elevation gain of 51 feet (16 metres), this route offers a pleasant experience that takes approximately 53 minutes to complete, leading you past cascades and into a high-elevation beaver meadow.

Before you head out, remember to check local conditions for the Indian Head Wilderness, especially concerning snow, potential road closures, or any required permits. Parking is generally available at trailheads that connect to this route, making access straightforward. Always plan your visit by confirming current information to ensure a smooth and enjoyable hiking experience.

The trail itself is a deep gap nestled between Twin and Sugarloaf Mountains, offering unique perspectives. From Pecoy Notch, you can catch glimpses of the distant Blackhead Range and enjoy views looking south through the notch. This makes it a notable spot within the Catskill Mountains for its distinct geological setting and scenic outlooks.

Easy

Embark on an easy hike along the Jockey Hill and Wintergreen Ridge Trail, a peaceful route spanning 3.8 miles (6.1 km). You will experience a gentle ascent, gaining 305 feet (93 metres) in elevation over approximately 1 hour and 40 minutes. The path winds through pleasant long-needle pine forests, offering varied terrain and smooth sections. Keep an eye out for several small creeks and waterfalls, including a larger one visible further along the trail, adding to the scenic beauty within the Bluestone Wild Forest.

You can easily start your adventure from the Jockey Hill–Wintergreen Parking Area, where ample space is available for your vehicle. However, if you plan to visit during the colder months, be aware that this parking area is not plowed in winter. This means access might be limited, and you should check conditions before heading out. Planning your trip for warmer seasons will ensure a smoother experience and easier access to the trailhead.

This trail provides a straightforward hiking overview for anyone looking to explore the Bluestone Wild Forest. It offers a diverse and peaceful natural environment, making it a great option for a quick outdoor escape. The route is ideal for those seeking a tranquil experience without demanding climbs or technical sections, allowing you to simply enjoy the natural surroundings.

Easy

Embark on an easy hike along the Comeau Property Eastern Trail, a gentle route that spans 0.8 miles (1.3 km). You will experience peaceful meadows and wooded sections, often tracing the banks of the Sawkill Stream. The trail involves a mild elevation gain of 61 feet (19 metres) and typically takes about 21 minutes to complete. As you walk, look for small cascades and enjoy open field views of Mount Guardian and Overlook Mountain, making it a pleasant spot for nature observation.

The Comeau Property is centrally located in Woodstock, New York, offering easy access for your visit. You can find a dedicated parking lot on Comeau Drive, and there are no entrance fees to enjoy the trails. While access is free, donations are appreciated to support trail maintenance. If you plan to bring your dog, ensure they remain on a leash throughout your hike.

This trail provides a quick and accessible outdoor experience within the beautiful Comeau Property. It is an excellent location for observing local wildlife and birding, thanks to its varied landscape. The open fields and stream banks create diverse habitats for nature enthusiasts to explore.

Easy
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Tips from the Community

Bethan Owens
January 11, 2024, Jockey Hill–Wintergreen Parking Area

This is a convenient place to access the Jockey Hill mountain bike trails. There are multiple mountain biking and hiking trails here, of varying levels of difficulty.

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Frequently Asked Questions

How many easy hiking trails are available around Woodstock?

Woodstock offers 11 easy hiking trails, making up a significant portion of the over 30 routes available in the area. These trails are perfect for those seeking a relaxed outdoor experience amidst the Catskill Mountains.

What kind of landscapes can I expect on easy hikes in Woodstock?

Easy hikes in Woodstock traverse diverse landscapes, including dense forests, tranquil waterways, and areas with dramatic bluestone cliffs and rocky gorges. You'll find varied terrain, from grasslands and ponds to old-growth woodlands, offering a rich natural experience.

Are there any easy loop trails in Woodstock?

Yes, there are several easy loop trails. For example, the Jockey Hill and Wintergreen Ridge Trail is an easy 3.8-mile path that traverses varied terrain along a ridge, offering a pleasant circular walk.

Which easy trails are suitable for families with children?

Many easy trails are family-friendly. The Comeau Property Eastern Trail is a short 0.8-mile route through meadows and along a stream, perfect for a quick and accessible outing. The Ashokan Rail Trail, though not listed in the guide's routes, is also known for its flat, wide path, ideal for all ages.

Are dogs allowed on easy hiking trails in Woodstock?

Many trails in the Woodstock area, including easy ones, are generally dog-friendly, but it's always best to check specific trail regulations before heading out. Always keep your dog on a leash and clean up after them to preserve the natural environment for everyone.

What are some notable natural features or viewpoints I can find on easy hikes?

While many easy trails focus on forest immersion, you can still find scenic spots. The Overlook Trail to Codfish Point offers views towards Codfish Point. For broader views, consider visiting the Overlook Mountain Fire Tower (though the full trail to it is more challenging) or the View of Ashokan Reservoir and Catskill Mountains, accessible via the Ashokan Rail Trail.

How long do easy hikes in the Woodstock area typically take?

Easy hikes around Woodstock vary in length and duration. For instance, the Comeau Property Eastern Trail can be completed in about 22 minutes, while the Overlook Trail to Codfish Point takes approximately 1 hour and 10 minutes.

What do other hikers say about the easy trails in Woodstock?

The trails in Woodstock are highly rated by the komoot community, with an average score of 4.7 stars from over 30 reviews. Hikers often praise the varied terrain, the peaceful atmosphere of the woodlands, and the well-maintained paths that make for an enjoyable experience.

Are there any easy trails that lead to or pass by a lake?

Yes, Onteora Lake is a notable feature in the Bluestone Wild Forest, offering serene lake views and diverse forest scenery. While the guide does not list a specific easy route directly around it, the area provides opportunities for gentle walks near the water.

What is the best time of year for easy hiking in Woodstock?

The Woodstock area is beautiful year-round for easy hikes. Spring brings lush greenery and wildflowers, summer offers warm weather for forest walks, and autumn showcases spectacular fall foliage. Even winter can be enjoyable for easy trails, especially with proper gear, offering a serene, snow-covered landscape.

Are there any easy trails that are particularly good for spotting wildlife?

The Comeau Property Eastern Trail, with its meadows and stream, is known for showcasing diverse wildlife and natural elements. Areas like Thorn Preserve, with its grasslands and ponds, also provide excellent opportunities for wildlife observation on easy loops.

Are there any easy trails that are also accessible for wheelchairs or strollers?

While specific routes in this guide may vary, the Ashokan Rail Trail, a prominent feature near Woodstock, is an accessible, wide, and flat paved trail spanning 11.5 miles. It's perfect for leisurely strolls, wheelchairs, and strollers, offering beautiful views along its length.

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