Phelps, Taconic Crest, and Mills Hollow Trail Loop
Phelps, Taconic Crest, and Mills Hollow Trail Loop
4.6
(7905)
8,406
hikers
02:32
7.05km
410m
Hiking
Hike the moderate 4.4-mile Phelps, Taconic Crest, and Mills Hollow Trail Loop in Taconic Trail State Park, gaining 1357 feet with scenic vie
Last updated: February 26, 2026
Waypoints
Way Types & Surfaces
Way Types
6.43 km
618 m
Surfaces
4.53 km
2.34 km
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Elevation
Highest point (750 m)
Lowest point (330 m)
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Weather
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Tuesday 14 July
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17°C
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This route was planned by komoot.
Parking for this loop is typically available at the Phelps Trailhead, which is located on Oblong Road.
This loop is considered strenuous and provides a vigorous outing. Both the Phelps Trail and Mills Hollow Trail feature steep sections and significant elevation gain, making it a demanding hike.
The loop is approximately 7 km (4.3 miles) long and generally takes around 2 hours and 30 minutes to 3 hours to complete, depending on your pace and stops.
Yes, dogs are allowed on the trails. Please ensure they are kept on a leash throughout your hike.
The trail is enjoyable in various seasons. In warmer weather, you can spot abundant wildflowers, especially along the Mills Hollow Trail. For unique views, consider hiking in winter when the leaves have fallen, offering clear sightlines through the trees to the surrounding Western Massachusetts mountains.
This trail is part of the Taconic Trail State Park system. Generally, there are no specific permits or entrance fees required for hiking these trails, but it's always good to check for any local updates before your visit.
You'll encounter varied terrain, including gentle sections through pine forests, steep switchbacks, and rocky double tracks. The surfaces can be covered in pinecones, pine needles, stones, and roots, though the Phelps Trail is generally wide.
The loop offers tranquil pine forests, maple groves, and fern meadows. Upon reaching the Taconic Crest, you'll find scenic views of the Berkshires from a small lookout. Old stone walls along the Phelps Trail also provide a glimpse into the area's agricultural past.
Yes, this loop incorporates sections of the Taconic Crest Trail, the Mills Hollow Trail, and the Phelps Trail. The Taconic Crest Trail, in particular, is part of a larger system that offers options for extending your hike, such as to Berlin Mountain.
Given its strenuous nature, steep sections, and significant elevation gain, this loop is generally not recommended for young children or beginner hikers. It's better suited for experienced hikers looking for a challenging outing.
The dense maple forests and fern meadows offer opportunities for spotting local wildlife. In warmer months, the Mills Hollow Trail is particularly known for its abundant Western Massachusetts wildflower species.
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