Shenipsit Trail - Bolton
About This Trail
The Shenipsit Trail system extends 50 miles from the Cobalt area of East Hampton north to just shy of the Massachusetts border in West Stafford. The trail traverses the Meshomasic and Shenipsit State Forests on trails that are primarily woodland paths and offer several outstanding views. The Shenipsit also connects to the trail systems in Gay City State Park in Hebron, Case Mountain Recreation Area in Manchester, and Valley Falls Park in Vernon. Points of interest along the Shenipsit Trail include spectacular views of Great Hill Pond and the Connecticut River, excellent views of Hartford from the summit of Case Mountain, a junction with the Hop River Rail Trail in Bolton, scenic sections on the banks of the Tankerhoosen River in the Belding and Tankerhoosen Wildlife Management Areas in Vernon, and excellent views to the west, north, and southwest from the fire tower on Soapstone Mountain in Somers. The trail also crosses conservation lands protected by the Kongscut Land Trust and the Manchester Land Trust.
In Bolton you can connect from the Hop River State Trail in Bolton Notch State Park either from the main parking area off of 384 W or at the adjacent Park and Ride parking lot. Short relatively flat trail, not stroller friendly thru the woods around a pond and nearby old drive in theater that is over grown. Trail follows blue blazes. Short green trail follows the blue trail for about 1/4 mile from the Park and Ride parking lot and then splits off and runs thru adjacent Freja Park before rejoining the Shenipsit Trail back at the junction with the Hop River State Park trail.
-Information from: https://www.ctwoodlands.org/blue-blazed-hiking-trails/shenipsit-trail
Map: https://www.ct.gov/deep/lib/deep/stateparks/maps/boltonnotch.pdf
Trail Features
Surface type | Dirt |
---|---|
Stroller friendly | No |
ADA accessible | No |
Water fountains | No |
Bathrooms | No |
Cell reception | Spotty |
Pet friendly | Yes |
Nearby convenience store | Yes |
Camping Nearby | No |
Emergency support within 5 miles |
No |
Trail highlights
Other Trails in Bolton Notch State Park
Trail Contributor

Mom of 2 in central CT, I have been a part of HIB since 2015 when I joined the Worcester branch in MA when my first child was still under 1 yr old. Currently a Branch Ambassador for the Hartford Branch. We enjoy getting out to our favorite weekly HIB spot with friends and going on family hikes on weekends to check out new places in the area.