Length: 40 miles

Towns: Ashford, Willington, Mansfield, Union

Trail Overview: The Nipmuck Trail extends from Mansfield north to the Massachusetts border. It is shaped roughly like an upside-down fork and has two southern branches: the West Branch starts on Puddin’ Lane in Mansfield; the East Branch starts in Mansfield Hollow State Park in North Windham. The northern terminus of the Nipmuck Trail is in the beautiful Bigelow Hollow State Park.

The trail crosses through a number of recreation and conservation areas including Mansfield Hollow State Park, the Natchaug and Nipmuck State Forests, Schoolhouse Brook Park, the Yale Forest, Bigelow Hollow State Park, and other lands owned by towns and land conservation trusts, most notably Joshua’s Trust. Highlights on the trail include Wolf Rock (an enormous glacial erratic), lookout over Mansfield Hollow Lake, 50’ Cliff, Pixie Falls, Ladies Room Rock, Coye Hill (highest point on the Nipmuck Trail), and the Fenton and Mount Hope rivers. The Nipmuck Trail crosses open field, follows along ridges and woods roads, and provides a continuous spine to which numerous other trail systems connect.

In Bigelow Hollow State Park, five additional trails (along with the Nipmuck Trail) are maintained by CFPA, totaling approximately 20 miles.

The trail passes through the Yale Myers Forest. For info on Mansfield Hollow State Park, click here. For info on Nipmuck State Forest & Bigelow Hollow State Park, click here.

Allowed Uses: Hiking Only
  • Hike
  • Trail Running
  • Snowshoe
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Trails

titleriding arearatingdistancecompleted
1Mashapaug Pond View Trail
Bigelow Hollow State Park & Nipmuck State Forest
5 miles
2Breakneck Pond View Trail/Cat Rocks Road
Bigelow Hollow State Park & Nipmuck State Forest
351 ft
3Breakneck Pond View Trail South
Bigelow Hollow State Park & Nipmuck State Forest
4,816 ft
4Nipmuck Trail West (Schoolhouse Brook)
Schoolhouse Brook Park
3,812 ft
5Nipmuck Trail West (Schoolhouse Brook)
Schoolhouse Brook Park
5,016 ft
6Nipmuck Trail- Torrey Preserve
Torrey Preserve
2,365 ft
7Nipmuck Trail East Fork
Mansfield Hollow State Park
3,363 ft
8Nipmuck Trail East Fork
Mansfield Hollow State Park
1 mile
9Ridge Trail
Bigelow Hollow State Park & Nipmuck State Forest
4 miles
10Nipmuck Trail East Fork Southern Trailhead
Mansfield Hollow State Park
2 miles
11Breakneck Pond View Trail
Bigelow Hollow State Park & Nipmuck State Forest
1 mile
12East Ridge Trail
Bigelow Hollow State Park & Nipmuck State Forest
2 miles
13Bassetts Bridge Road
Mansfield Hollow State Park
656 ft
14Boat Launch Road
Mansfield Hollow State Park
282 ft
15Blue/Yellow
Mansfield Hollow State Park
315 ft
16Nipmuck Trail East Fork
Mansfield Hollow State Park
1,496 ft
17Picnic Road
Mansfield Hollow State Park
427 ft
18Nipmuck
Mansfield Hollow State Park
151 ft
19Nipmuck & Yellow & Levee Trail
Mansfield Hollow State Park
148 ft
20Nipmuck Trail East Fork
Mansfield Hollow State Park
4,429 ft
21Blue/Yellow
Mansfield Hollow State Park
942 ft
22Nipmuck & Yellow & Flood Levee Trail
Mansfield Hollow State Park
443 ft
23Ballfield Road
Mansfield Hollow State Park
932 ft
24Nipmuck & Yellow Trail
Mansfield Hollow State Park
2,464 ft
25Blue/White Trail (Fenton)
Mansfield Hollow State Park
5,033 ft
26Nipmuck Trail West (Wolf Rock)
Wolf Rock
2 miles
27Nipmuck Trail West
Mansfield
1,037 ft
28Spring Hill Road
Mansfield
1,030 ft
29Storrs Road
Mansfield
240 ft
30Nipmuck Trail - Fork Section
Mansfield Hollow State Park
1 mile
31Nipmuck Trail - Chaffeeville section
Mansfield Hollow State Park
1 mile
32Stonemill Road
Mansfield
817 ft
33Gurleyville Road
Mansfield
75 ft
34Nipmuck Trail - Gurleyville Section
UConn Forest: Fenton Tract
2 miles
35Old Turnpike Road
Mansfield
1,401 ft
36Middle Turnpike (Rt 44)
Mansfield
509 ft
37Nipmuck Trail - Royal Knowlton Section
Willington
2 miles
38Nipmuck Trail Stone Wall Section
Ashford
3 miles
39Nipmuck Trail - Knowlton Brook Section
Ashford
1 mile
40Nipmuck Rt 74 Parking Access
Ashford
663 ft
41Nipmuck Trail - Perry Hill Section
Ashford
3 miles
42Oakes Road
Ashford
3,688 ft
43Westford Road (RT 89)
Ashford
246 ft
44Iron Mine Lane
Ashford
1,083 ft
45Nipmuck Trail - CT Path/Iron Mine Section
Ashford
2 miles
46Nipmuck Trail - Turkey Hill Section
Ashford
2 miles
47Nipmuck Trail Boston Hollow Section
Ashford
4 miles
48Barlow Mill Road
Ashford
604 ft
49Nipmuck Trail Walker Mountain Section
Bigelow Hollow State Park & Nipmuck State Forest
4 miles
50Walker Mountain Spur
Bigelow Hollow State Park & Nipmuck State Forest
1,171 ft
51Nipmuck Trail Breakneck Section
Bigelow Hollow State Park & Nipmuck State Forest
4 miles
52Bigelow Pond Loop
Bigelow Hollow State Park & Nipmuck State Forest
1 mile
Displaying 52

Recent Trail Reports

statustraildatecondition
Ballfield Road
Apr 6, 2025 @ 12:29pm
Apr 6, 2025
view
Nipmuck & Yellow Trail
Apr 6, 2025 @ 12:29pm
Apr 6, 2025
view
Blue/Yellow
Apr 6, 2025 @ 12:29pm
Apr 6, 2025
view
Blue/White Trail (Fenton)
Mar 30, 2025 @ 1:31pm
Mar 30, 2025
view
Nipmuck Trail East Fork
Mar 30, 2025 @ 1:31pm
Mar 30, 2025
view
more reports »
Total Trails
52
Total Distance
56 miles
Total Descent
-4,834 ft
Total Climb
6,331 ft
no votes yet
38 |
Aug 28, 2021 @ 3:03pm
Aug 28, 2021
81 |
Aug 28, 2021 @ 3:01pm
Aug 28, 2021
37 |
Aug 28, 2021 @ 2:59pm
Aug 28, 2021
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