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.
Last updated: April 25, 2026
3
hikers
6.89km
02:01
200m
190m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
2
hikers
2.06km
00:42
150m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Sign up for free
1.22km
00:22
60m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5.0
(2)
13
hikers
16.2km
04:48
440m
440m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
8
hikers
7.14km
02:16
290m
290m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Popular around Millerton
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.
0
0
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
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.
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.
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.
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.
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.
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.
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.
Several parks and trails are highly regarded by local hikers. Key destinations include:
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.
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.
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.


Browse the best Hikes in other regions.