Outbound Collective logo

Hike the Hemlock Hills & Pine Mountain Loop

Ridgefield, Connecticut



7.5 miles

Elevation Gain

1174 ft

Route Type



Added by Lewis Grana

There are several trailheads for Hemlock Hills But the least crowded is at the intersection of Ned's Mountain road and Bogus Road.  I took my 3 year old black lab. There are ton's of little ponds for your dog to jump in and do dog things.  For the most part the hike is flat but at some parts it can get a little steep and you will need to traverse rocks on the way back down; however, it is nothing challenging.  There is a trail map at the start of Ives Trailhead and the trail is easily marked with the trees.  Overall a quick and easy day hike and an awesome getaway. 

Here is the Trail map

Read More

Download the Outbound mobile app

Find adventures and camping on the go, share photos, use GPX tracks, and download maps for offline use.

Get the app


Dog Friendly
Easy Parking

Hike the Hemlock Hills & Pine Mountain Loop Reviews

Have you done this adventure? Be the first to leave a review!

Leave No Trace

Always practice Leave No Trace ethics on your adventures and follow local regulations. Please explore responsibly!


Hike Middle Mountain To Thomas Mountain Loop

Fly Fish the East Branch of the Croton River

Leatherman's Loop

Hike Squantz Pond Trail

Ninham Mountain Fire Tower

King's Chamber and Moose Hill Loop