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United States
New York
Orange County

Woodbury

The best walks and hikes around Woodbury

4.8

(198)

2,307

hikers

28

hikes

Hiking around Woodbury, Minnesota, offers access to a diverse network of trails spanning approximately 180 miles across 3,600 acres of parkland. The region features varied ecosystems including serene lakes, lush woodlands, open fields, wetlands, and prairies. Woodbury is situated on higher ground between the Mississippi and St. Croix Rivers, with Valley Creek contributing to its natural landscape. Efforts are underway to restore habitats like oak woodlands, oak savannas, and prairies in several parks.

Best hiking trails around Woodbury

  • The most popular hiking route is Silver Mine Lake Loop – Harriman State Park, a 3.4 miles (5.5 km) trail that takes 1 hour 34 minutes to complete. This route features a moderate elevation gain of 412 feet (126 meters).
  • Another top favourite among local hikers is Bear Mountain Long Loop – Bear Mountain State Park, a moderate 9.6 miles (15.4 km) path. This trail includes a significant elevation gain of 1,594 feet (486 meters) and offers varied terrain.
  • Local hikers also love the Lemon Squeezer via Long Path loop — Harriman State Park, a 7.5 miles (12.1 km) trail leading through varied park landscapes, often completed in about 3 hours 27 minutes.
  • Hiking around Woodbury is defined by its serene lakes, lush woodlands, and restored prairies. The network offers options for different ability levels, from easy strolls to more challenging paths.
  • The routes in Woodbury are highly rated by the komoot community with an average score of 4.8 stars from over 60 reviews. More than 790 hikers have used komoot to explore Woodbury's varied terrain.

Last updated: May 12, 2026

5.0

(1)

9

hikers

#1.

Fingerboard Mountain via Appalachian Trail and Long Path Loop

6.23km

01:48

160m

150m

Embark on an easy hiking adventure on the Fingerboard Mountain via Appalachian Trail and Long Path Loop. This 3.9-mile (6.2 km) route takes you through varied terrain, from rocky sections to serene woodlands, offering picturesque open ridges. You will gain 524 feet (160 metres) in elevation, and the loop typically takes about 1 hour and 47 minutes to complete. As you hike, you can discover the historic Fingerboard Shelter, a stone structure built in 1928, which provides views of a wooded valley and Lake Tiorati. The trail is especially charming during the vibrant fall foliage season, showcasing natural features. It's a great way to experience Harriman State Park.

When planning your visit, be aware that parking can become quite busy, especially on weekends. Popular access points, such as Lake Skannatati, tend to fill up quickly, so consider an early start or a weekday visit. The Fingerboard Mountain Loop is generally best enjoyed during the cooler months. You will find pleasant conditions and beautiful scenery in fall, winter, and early spring. This timing helps avoid the summer heat and crowds, ensuring a more tranquil experience on the trail. Always check local conditions before heading out.

This loop is a fantastic option for families looking for an accessible outdoor experience within Harriman State Park. The varied landscape keeps the hike engaging, moving from open ridges to dense forest. The presence of the Appalachian Trail and Long Path within the loop highlights its connection to significant regional hiking networks. It offers a taste of the park's natural beauty and historical elements without requiring a full day's commitment. This makes it a notable choice for a shorter, rewarding outing.

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Easy

Embark on a moderate hike across the Fingerboard, Hogencamp & Island Pond Mountain route, covering 10.4 miles (16.7 km) with an elevation gain of 1493 feet (455 metres). You can expect to complete this journey in about 4 hours and 52 minutes. The trail leads you through varied terrain, offering a mix of forest paths and rocky ascents. As you go, you will discover unique natural features like the intriguing Lemon Squeezer rock formation. Reaching the summits of Hogencamp Mountain and Island Pond Mountain provides expansive viewpoints, showcasing the beauty of Harriman State Park.

This hiking route is situated within Harriman State Park, a well-known destination for outdoor enthusiasts. Parking is generally available near the trailhead, but it is always a good idea to arrive early, especially on weekends, to secure a spot. Before your visit, be sure to check local park regulations to ensure a smooth trip. Planning ahead helps you make the most of your time on the trail.

This trail offers a rewarding challenge for hikers looking to explore the diverse landscapes of Harriman State Park. You will encounter multiple summits and unique natural features, including the Fingerboard Shelter and the scenic Times Square. The varied terrain and the opportunity to reach several peaks make this route a notable option in the region. It is a great way to experience the natural beauty and varied topography of the park.

Moderate
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6

hikers

Embark on the Black Mountain and Owl Lake Loop, a moderate hiking route spanning 5.9 miles (9.5 km). You'll encounter varied terrain, including rocky sections and steep climbs as you ascend to the summit of Black Mountain. From the top, you are rewarded with expansive south-facing views, looking out over Silver Mine Lake and Owl Lake. The trail winds through dense forests, offering glimpses of the surrounding natural beauty. Expect to gain 1044 feet (318 metres) in elevation, with an estimated duration of 2 hours and 50 minutes to complete the circuit.

For your visit, the Silvermine Lake parking area serves as a convenient starting point. This area provides picnic spots and restrooms with running water during the warmer summer months. Be aware that during colder periods, you might encounter icy brooks, which will require careful crossings. Always check the current trail conditions before you head out to ensure a safe and enjoyable hike.

This loop offers a rewarding outdoor experience within Harriman State Park. A notable feature of the route is its integration with parts of the historic Appalachian Trail, adding a layer of significance to your journey. The varied landscape, from challenging ascents to serene forest paths, makes this a distinctive option for exploring the region's natural environment.

Moderate

Explore Stockbridge Mountain and Lake Nawahunta on a moderate 6.0-mile hike in Harriman State Park, featuring historical sites and scenic vi

Moderate

1

hikers

Embark on an easy hike along the Torrey Memorial via Long Path, a 1.7-mile (2.7 km) route that offers a quick escape into nature. You will gain 309 feet (94 metres) in elevation, making for a pleasant 50-minute journey through oak forests with an open understory. The trail features varied terrain, including some rocky sections and gentle ascents, leading you to the Raymond H. Torrey Memorial for expansive 360-degree panoramic views.

When planning your visit, be aware that while this specific route is easy, other sections of the Long Path in Harriman State Park can be more rugged with steeper grades. Parking is generally available at trailheads that provide access to the Long Path. If there have been heavy rains, crossing Deep Hollow Brook might present a challenge, so check conditions beforehand.

This route is a segment of the much longer Long Path, a significant trail within Harriman State Park. The Raymond H. Torrey Memorial, located on Long Mountain, is a key landmark, honoring a conservationist and offering clear views of features like Bear Mountain and Turkey Hill Lake below. It is a great way to experience a piece of this historic trail system.

Easy
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Tips from the Community

dr.te
December 30, 2025, Times Square

No, it's not "the" intersection in NYC, but a rock in Harriman State Park, NY. It's well-known/named because it's prominently located at the junction of several hiking trails, including the Long Path, Arden-Surebridge (red triangle/white), and Ramapo-Dunderberg (red dot/white). It's now a landmark, where hikers can access the Appalachian Trail via various routes. A nice stop in the middle of the woods.

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If doing the shorter loop know that the turn off is to loop to the other side of the lake is right after the shelter. If you continue on the yellow path past youll come to a red cross trail. This will take you oddly to the middle of the highway. Also protect yourself the woods are LOADED with ticks. My friend was brushing them off every few minutes and when I got threw and we hit up the meal after, I found them crawling all over me. We mostly walked, never sat down anywhere and barely stood still.

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A small, well-protected shelter along the trail, perfect for an overnight stay. The shelter is basic but has everything you need for camping in the forest. Fingerboard Shelter tends to get busier on weekends.

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bobbio
March 17, 2024, Hogencamp Mountain

Easily one of the most fulfilling summits in Harriman Park.

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bobbio
March 17, 2024, Times Square

Major trail intersection, denoted by big rock

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The mountain is only a couple of miles away from Pine Swamp mine, which you can get to using connecting trails. The mine itself is off the trail, though. Here is the highlight: https://www.komoot.com/highlight/4488751

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oliviakellis
September 14, 2023, Creek Bridge

When you reach the creek, you'll see a small bridge, but the waterway is narrow enough to cross via the rocks in low water seasons. Using the stones may be safer than going across the aging bridge.

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oliviakellis
September 14, 2023, Black Mountain

Black Mountain offers multiple great viewpoints along its ridge. For a more peaceful experience, plan your hike midweek when the trails are quieter, as this peak can get really busy on the weekends and the summer.

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Frequently Asked Questions

How many hiking trails are available in Woodbury?

Woodbury offers a comprehensive network of trails, with over 20 hiking routes documented on komoot. These routes span various lengths and difficulties, providing ample choices for explorers.

What kind of landscapes can I expect to see while hiking in Woodbury?

Woodbury's trails traverse a diverse range of natural features, including serene lakes, lush woodlands, open fields, wetlands, and prairies. The city is situated on higher ground between the Mississippi and St. Croix Rivers, with Valley Creek adding to its natural allure. You can also find restored habitats like oak woodlands and savannas in parks such as Valley Creek Park and Ojibway Park.

Are there options for different hiking skill levels in Woodbury?

Yes, Woodbury's trail network caters to various abilities. You'll find a good selection of easy strolls, with 4 routes classified as easy. The majority of trails, 17 in total, are of moderate difficulty, offering a balanced challenge. For more experienced hikers, there are also 2 difficult routes available.

What are some recommended parks for hiking in Woodbury?

Several parks in Woodbury are excellent for hiking. Tamarack Nature Preserve offers unpaved trails, boardwalks, and paved paths through wetlands. Carver Lake Park provides trails suitable for walking and biking. Ojibway Park features both paved and unpaved trails, ideal for leisurely walks. Lastly, Valley Creek Park has the 'Heritage Walk' with interpretive signs through a pine forest and oak savanna.

Are there any notable natural landmarks or viewpoints along the trails?

Yes, hikers can discover several interesting natural features. For instance, the Lemon Squeezer via Long Path loop passes by the unique rock formation known as Lemon Squeezer. You might also encounter Jackie Jones Mountain, offering elevated perspectives, and enjoy a View of Bear Mountain State Park from Rocky Outcrop on some routes.

Are the hiking trails in Woodbury suitable for families?

Many trails in Woodbury are family-friendly, particularly those in parks like Ojibway Park and Carver Lake Park, which offer paved and unpaved options suitable for various ages. The Tamarack Nature Preserve also features accessible paths and boardwalks, making it a great option for families to explore wetlands and observe wildlife.

Are dogs allowed on the hiking trails in Woodbury?

While specific regulations can vary by park, many of Woodbury's extensive multi-use trails are dog-friendly. It's always recommended to keep dogs on a leash and to check individual park rules before visiting to ensure a pleasant experience for everyone.

Are there any circular hiking routes in Woodbury?

Yes, Woodbury offers several circular hiking routes. A popular option is the Silver Mine Lake Loop, which is a 3.4-mile (5.5 km) trail. Another notable circular route is the South Stockbridge Mountain via Menomine Trail loop, covering 6.6 miles (10.7 km).

Is parking available at the trailheads in Woodbury?

Most major parks and trailheads in Woodbury, such as Carver Lake Park, Ojibway Park, and Tamarack Nature Preserve, offer designated parking areas for visitors. It's generally easy to find parking close to the starting points of popular trails.

What do other hikers enjoy the most about hiking in Woodbury?

The hiking experience in Woodbury is highly rated by the komoot community, with an average score of 4.8 stars from over 60 reviews. Hikers frequently praise the serene lakes, lush woodlands, and restored prairies, as well as the variety of options for different ability levels. Many appreciate the well-maintained and diverse terrain that allows for both active recreation and peaceful natural escapes.

What is the best time of year to go hiking in Woodbury?

Woodbury offers enjoyable hiking experiences throughout the year. Spring and fall provide pleasant temperatures and vibrant scenery, with blooming wildflowers or colorful foliage. Summer is ideal for enjoying the lakes and shaded woodlands. Even winter hiking can be beautiful, with trails often accessible for snowshoeing or cross-country skiing, offering a tranquil, snowy landscape.

Are there any trails that feature historical sites or points of interest?

Yes, some trails offer glimpses into the region's history. For example, the 'Heritage Walk' at Valley Creek Park features interpretive signs about Woodbury's history and geology. Additionally, the Pine Swamp Mine is a historical site that can be explored along certain routes.

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