Appalachian Trail
NY/CT Border to Bulls Bridge

Duration: 3-5 Hours
Difficulty: Moderate
Distance: Up to 9 Miles
​Elevation: 1,500ft

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Starting at the NY/CT border, heading north on the Appalachian Trial, there is a small stream to rock-hop across before starting our gradual but steady ascent up Ten Mile Hill to an elevation of 1,000 feet. At the top of Ten Mile Hill, there is an opening in the trees, we are rewarded with a nice view, and  as we continue down the other side, we follow switchbacks and stone steps down until reaching the Ten Mile River below.

Our hike continues along Ten Mile River for a short distance before meeting up with the Housatonic River, offering some great options for places to rest, have a snack, and enjoy the river. Crossing a footbridge over the Ten Mile River, we will continue north, following a side trail along the Ten Mile River for about a half mile further. At Bulls Bridge, a wooden covered bridge, there are several scenic viewpoints to explore before turning back. Returning to our starting point, 3.6 miles South, we'll follow the White Blazes of the Appalachian Trail along the Housatonic River with one more stop at a small riverside beach. This final snack and water break should re-energize everyone for the hike back up and over Ten Mile Hill.

A shorter version of this hike with minimal elevation change, starts from the parking area at Bulls Bridge and connects with the Appalachian Trail South. (BULLS BRIDGE AND SIDE TRAIL STILL CLOSED AS OF SPRING 2021)

The meeting location is the hikers parking lot off Route 55 on the border of Wingdale, NY and Sherman, CT.
Address: 88 CT-55, Sherman, CT 06784
GPS Coordinates: 41.644595, -73.519152
There is no cell phone service at this location.

Guided Day Hikes Include:

• Licensed guide and certified wilderness first responder
• Group gear (Water filter, first aid kit, maps, compass)
• Snacks & water bottles
• Trekking pole rental

What to Bring:

• Comfortable, sturdy footwear (Trail runners or hiking boots)
• Rain jacket, poncho or umbrella

*Return times are best estimates, and can vary based on the speed and fitness level of the group.

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