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Hikes
United States
New York
Orange County

Village of Monroe

The best walks and hikes around Village of Monroe

4.9

(42)

561

hikers

55

hikes

Hiking around Village of Monroe, nestled in New York's Hudson Valley, offers diverse landscapes for outdoor enthusiasts. The region features extensive parkland, including Harriman State Park, Sterling Forest State Park, and Goosepond Mountain State Park, providing varied terrain. Hikers can explore trails winding through forests, past serene lakes, and over hills, with elevations reaching over 300 meters in some areas. The area is characterized by its natural features, including the Monroe Ponds and the Orange County Heritage Trail.

Best hiking…

Last updated: April 25, 2026

6

hikers

#1.

Appalachian Trail, Long Path, and Lemon Squeezer Loop

28.2km

08:40

980m

950m

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Hard

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

Moderate
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1

hikers

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

Easy

9.93km

02:57

320m

230m

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

Moderate

37.3km

09:35

150m

180m

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

Hard
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Popular around Village of Monroe

Road Cycling Routes around Village of Monroe

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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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dr.te
December 29, 2025, The Lemon Squeezer

The Lemon Squeezer is a small but famous narrow rock passage on the Appalachian Trail (AT) in Harriman State Park, NY, near Island Pond. Hikers on the Appalachian Trail (AT) aren't the only ones who have to (or can) squeeze through a narrow gap between the rocks. In winter, when ice is present, it won't always be possible. For those who don't want to squeeze through, there's a fun climbing option to the left of the rock formation or a slightly less difficult detour. This spot is sure to be unforgettable.

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maniboyflex
January 23, 2025, Lake Skannatati

A beautiful lake for a relaxing break. The lake is great for swimming, fishing, or simply enjoying nature. There are nearby picnic areas.

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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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Crane Park (sometimes referred to as Millpond Park) is home to a couple small ponds, a gazebo, paved walking paths, and lots of open green space. There is easy access over to the Orange Heritage Trail from the park and a couple different parking areas that you can utilize.

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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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Frequently Asked Questions

How many hiking trails are available around Village of Monroe?

The Village of Monroe area offers a wide variety of hiking experiences, with over 35 routes available. These range from easy strolls to more challenging treks, ensuring there's something for every skill level.

What makes hiking around Village of Monroe unique?

Hiking around Village of Monroe is unique due to its diverse landscapes within the picturesque Hudson Valley. You'll find extensive parklands like Harriman State Park and Sterling Forest State Park, serene lakes, and varied mountain terrain. The area is also home to the historic Heritage Trail, offering a blend of natural beauty and local history.

What is the best time of year to go hiking in the Village of Monroe area?

The Village of Monroe offers excellent hiking opportunities throughout the year. Warm, sunny summers are perfect for exploring, while the colorful autumn foliage provides breathtaking scenic walks. Spring brings fresh greenery, and even winter offers unique beauty for those prepared for colder conditions.

Are there easy hiking options suitable for beginners or families?

Yes, there are plenty of easy hiking options perfect for beginners or families. For instance, the Indian Hill Loop — Sterling Forest State Park is an easy 3.5-mile path. Additionally, Crane Park within the village features a leisurely 1.5-mile walking path around two scenic ponds, ideal for a relaxed outing.

Are there challenging hikes for experienced trekkers?

For experienced trekkers seeking a challenge, the region offers several options. While most routes are moderate, there are 3 difficult trails available. The expansive Harriman State Park, just a short drive from Monroe, provides numerous trails with significant elevation changes and rugged terrain, appealing to those looking for a more strenuous adventure.

Can I find trails that feature lakes or water bodies?

Absolutely! The Village of Monroe area is rich with beautiful lakes and water bodies. You can explore trails around the Monroe Ponds, or venture into Harriman State Park to discover scenic spots like Island Pond, Lake Skannatati, and Lake Tiorati. The Island Pond loop — Harriman State Park is a popular moderate trail that showcases these serene lakes.

Are there any waterfalls to see on hikes near Village of Monroe?

Yes, you can discover waterfalls near Village of Monroe. A notable natural feature is Fitzgerald Falls, which can be a rewarding sight during your hikes in the region.

Are the hiking trails around Village of Monroe dog-friendly?

Many trails in the Village of Monroe area, particularly within the state parks and the Heritage Trail, are dog-friendly. However, it's always recommended to check specific park regulations or trail guidelines beforehand, as leash requirements and access rules can vary.

Are there circular hiking routes available?

Yes, the area offers several circular hiking routes. For example, the Island Pond loop — Harriman State Park and the Goosepond Mountain Trail & Lazy Hill Road loop — Goosepond Mountain State Park are popular circular options, allowing you to start and end your hike at the same point.

What are the parking options for trailheads in the area?

Parking is generally available at the various state parks and trail access points around Village of Monroe. For instance, the Heritage Trail can be accessed at the Millponds or via Park & Ride facilities off Route 208 in Monroe. Specific parking details for individual trailheads within Harriman, Sterling Forest, and Goosepond Mountain State Parks are usually well-marked.

Is public transportation available to reach hiking areas from Village of Monroe?

While direct public transportation to all trailheads might be limited, the Village of Monroe itself has access points to the Orange County Heritage Trail. For larger state parks like Harriman, it's advisable to check local bus schedules or consider ride-sharing services, as options can vary depending on the specific trailhead you wish to reach.

What do other hikers say about the trails around Village of Monroe?

The hiking trails around Village of Monroe are highly regarded by the komoot community, boasting an impressive average rating of 4.9 stars from over 30 reviews. Hikers frequently praise the diverse terrain, the tranquility of the lakes, and the well-maintained paths that offer enjoyable experiences for all skill levels.

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