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Family friendly hiking trails in Highland Lakes State Park traverse over 3,000 acres of largely undeveloped natural terrain in Orange County, New York. The park features extensive woodlands, diverse wetlands, and several quiet lakes, providing a tranquil environment for outdoor activities. Informal trails and old carriage roads wind through these varied ecosystems, offering opportunities to explore the natural landscape.
Last updated: May 29, 2026
8.86km
02:21
90m
90m
Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.
1
hikers
4.63km
01:13
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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4
hikers
3.07km
00:48
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Highland Lakes State Park encompasses over 3,000 acres of diverse wild ecosystems. There are a number of lakes and ponds dispersed throughout the forest that are popular for fishing, and there are miles of trails open to hiking and trail running. The park doesn't offer a ton of amenities, but it makes up for it by offering a wilderness-feel without being that far from civilization.
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Tamms Pond is the largest reservoir within Highland Lakes State Park. It's really tucked away in the trees, and there are times when the trail is really close to the water, but you can't even see it through the trees. There are a few spots along the shore where you can take a break and take in views of the water.
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Diamond Lake is a small reservoir just a few acres in size that serves as the centerpiece of Winding Hills County Park. There are boat rentals available, campsites within a park campground, and a few miles of hiking trails to explore within the park. The main path hugs the lake on the northern banks while it's mostly a road walk if you want to walk along the southern shore.
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Highland Lakes State Park offers a selection of family-friendly hiking routes. This guide features 3 trails, including 2 easy options and 1 moderate route, perfect for exploring the park's natural beauty with your family.
The park is known for its tranquil, undeveloped character, offering a peaceful escape from crowds. Its extensive network of informal trails and old carriage roads wind through diverse woodlands and wetlands, providing a serene environment for families to explore nature without extensive amenities, encouraging a 'leave no trace' approach.
Yes, there are easy loop trails ideal for families. For instance, the Diamond Lake loop from Winding Hills County Park Pond is an easy 3 km (1.9 mi) route with minimal elevation gain, perfect for a leisurely walk with little ones. Another great option is the Winding Hills Park Loop, which is just under 5 km (3.1 mi) and also rated easy.
You can expect varied terrain, primarily consisting of woodlands, wetlands, and paths that follow old carriage roads. The trails are generally informal, offering a natural, unpaved experience. While largely undeveloped, the paths provide ample opportunity to observe the park's diverse ecosystems.
Yes, dogs are generally welcome on trails in Highland Lakes State Park. However, it's always best to keep them on a leash and ensure you clean up after them to maintain the park's natural beauty and tranquility for all visitors.
Highland Lakes State Park is characterized by its serene natural beauty. On your family hike, you'll encounter vast woodlands, diverse wetlands, and several quiet lakes. The historical old carriage roads also add a unique charm to the hiking experience, offering wider paths through the forests.
Yes, parking is typically available at trailheads or designated access points for Highland Lakes State Park. Given the park's undeveloped nature, specific parking facilities might be informal, but access points usually have space for vehicles.
Highland Lakes State Park offers a beautiful experience year-round. Spring brings fresh greenery and blooming flora, while autumn showcases stunning fall foliage. Summer is great for longer days, and even winter offers opportunities for snowshoeing, though trails may be less maintained. The park's tranquility makes it enjoyable in any season.
Highland Lakes State Park is largely undeveloped, meaning there are no formal facilities such as restrooms or extensive picnic areas. Visitors are encouraged to practice a 'leave no trace' approach, bringing out everything they bring in, and planning accordingly for personal needs.
Due to its undeveloped and secluded nature, Highland Lakes State Park is not easily accessible by public transport. It is generally recommended to reach the park by car to access the various trailheads and enjoy the full experience.
Given the park's undeveloped character, it's wise to be self-sufficient. We recommend bringing plenty of water, snacks, a first-aid kit, sun protection, insect repellent, and appropriate footwear. Since there are no restrooms, plan for that as well. Remember to pack out everything you pack in.
For families seeking a bit more of a challenge, the Highland Lakes Red, Orange, and Green Trail Loop is a moderate option. This 8.9 km (5.5 mi) route offers a longer exploration of the park's diverse landscapes with some gentle elevation changes.


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