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Routes
Hikes
United States
New York
Dutchess County

Millerton

The best walks and hikes around Millerton

5.0

(4)

50

hikers

9

hikes

Hikes near Millerton, NY, explore the rolling hills and lush forests of the Hudson Valley. The region is characterized by its location within the Taconic Mountains, offering a network of routes with varied elevation. The landscape includes well-maintained paths through woodlands and ascents to local peaks.

Best hiking trails around Millerton

  • The most popular hiking route is Lion's Head – Bear Mountain (2,320 feet) loop from Salisbury, a 10.1 mile (16.2 km) trail that takes around 4 hours 48 minutes to complete. This moderate route involves a significant ascent to reach its highest point.
  • Another top favourite among local hiking enthusiasts is Lion's Head loop from Salisbury, a moderate 4.4 mile (7.1 km) path. The trail features a steady climb through woodland terrain.
  • Local hiking enthusiasts also love the Gentian Hill – Kite Hill Gazebo loop from Ancram, a 2.5 mile (4.1 km) trail leading through fields and woods, often completed in about 1 hour 7 minutes.
  • Hiking around Millerton is defined by forested hills, mountain paths, and routes through conserved natural areas. The trail network provides both easy walks and more moderate hikes with substantial elevation gain.
  • The routes in Millerton are highly rated by the komoot community with an average score of 5.0 stars from a number of reviews. More than 50 hikers have used komoot to explore Millerton's varied terrain.

Last updated: April 25, 2026

3

hikers

#1.

Iron Mine Pond Loop

6.89km

02:01

200m

190m

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

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Moderate

2

hikers

2.06km

00:42

150m

10m

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

Easy
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1.22km

00:22

60m

10m

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

Easy

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

Moderate

8

hikers

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

Moderate
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Popular around Millerton

Road Cycling Routes around Millerton

Cycling around Millerton

Tips from the Community

Caro "Bandit"
February 24, 2022, Lion's Head

Coming from the Appalachian Trail, follow the blue-blazed trail to get to the panoramic view from the Lion's Head in the Taconic Mountains. On a clear day you can see the shimmering Twin Lakes.

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From an altitude of 2,320 feet, Bear Mountain opens up a magnificent panorama over Mount Washington State Park. The summit is on the Appalachian Trail and is located just before the border between Connecticut and Massachusetts.

2

0

Frequently Asked Questions

Are there any easy, family-friendly hikes near Millerton?

Yes, the Millerton area offers several easier walks suitable for families. For a shorter outing, consider the Bunker Hill – Lion's Head loop from Bunker Hill, which is a pleasant 2-mile (3.3 km) walk. The Overmountain Conservation Area also has gentler paths, and the Harlem Valley Rail Trail provides a flat, paved surface perfect for all ages and abilities.

Can I bring my dog on the hiking trails?

Most trails in the Millerton area and surrounding state parks are dog-friendly, but they must be kept on a leash. Always check the specific regulations for the park or trail you plan to visit before you go. Remember to bring water for your pet and pack out any waste.

Where can I find hikes with waterfalls?

For a spectacular waterfall, head to Bash Bish Falls State Park, which is a short drive from Millerton and features Massachusetts' highest single-drop waterfall. The hike to the falls is moderately challenging and very rewarding. The park is a popular destination, so expect it to be busy, especially on weekends.

What are the options for challenging day hikes?

For a strenuous hike, the Taconic Mountains offer several peaks. Brace Mountain, the highest point in Dutchess County, and Alander Mountain both provide difficult climbs with significant elevation gain. These routes reward experienced hikers with panoramic views of the Hudson Valley.

Are the trails accessible by public transport?

Accessing trailheads directly via public transport is limited in this rural area. The primary way to reach most hiking spots is by car. However, the Harlem Valley Rail Trail has trailheads in and near town centers, including Millerton, making it potentially accessible for those staying locally without a car.

Is there good parking at the trailheads?

Most popular trailheads, like those for Bash Bish Falls and in Taconic State Park, have designated parking areas. However, these lots can fill up quickly, especially on weekends and during peak season. It's always a good idea to arrive early to secure a spot. Smaller trailheads may have limited roadside parking.

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

Hiking is popular from spring through fall. Spring offers budding trees and wildflowers, while summer is lush and green, though it can be humid. Autumn is particularly spectacular, with the region's forests displaying vibrant fall foliage, making it a favorite time for many hikers. Winter hiking is also possible but requires proper gear for snow and ice.

What are some popular places for hiking in the Millerton area?

Several parks and trails are highly regarded by local hikers. Key destinations include:

  • Harlem Valley Rail Trail: A well-maintained and popular multi-use path perfect for easy walks and cycling.
  • Taconic State Park - Rudd Pond Area: Offers a variety of trails along with opportunities for swimming and picnicking.
  • Bash Bish Falls State Park: A major attraction known for its impressive waterfall and scenic hiking trails.

What do other hikers say about the trails near Millerton?

The hiking routes around Millerton are very well-regarded by the komoot community. Hikers often praise the beautiful woodland scenery, the well-maintained paths, and the variety of trails that range from gentle walks to challenging mountain ascents.

Are there any circular or loop trails available?

Yes, many of the best hikes in the area are loops, allowing you to enjoy a different view on your return journey. The Lion's Head loop from Salisbury is a great example of a moderate circular hike that takes you through beautiful woodland to rewarding viewpoints.

What kind of terrain should I expect on the trails?

The terrain varies significantly. You'll find everything from the flat, paved surface of the Harlem Valley Rail Trail to rocky, steep ascents in the Taconic Mountains. Most woodland trails consist of dirt paths with roots and rocks, so sturdy hiking footwear is recommended for all but the easiest walks.

Most popular routes around Millerton

Road Cycling Routes around Millerton

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