9
runners
13
runs
Jogging around Hinsdale offers a variety of routes through diverse landscapes. The region features trails that traverse natural areas, including paths along rivers and up hills, alongside converted recreational rail trails. This mix provides options ranging from challenging ascents to flatter, more accessible running surfaces. The terrain is characterized by its natural beauty, with opportunities to explore both wooded areas and open paths.
Last updated: May 13, 2026
3
runners
6.19km
01:04
290m
290m
Hard run. Good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
1
runners
4.85km
00:32
50m
50m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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9.74km
01:00
30m
30m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3.90km
00:26
80m
80m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
2.70km
00:23
90m
90m
Hard run. Great for any fitness level. Sure-footedness, sturdy shoes and alpine experience required.
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Popular around Hinsdale
The pond is great for swimming and the edge is lined with large stones that are perfect for scrambling, picnicking, and enjoying the water.
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Trailhead with parking that lets you choose whether to take the paths that bring you east to Pisgah State Forest or west to Daniels Mountain. In the high season it can get busy, so make sure to get there early to get a parking spot.
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The Fort Hill Recreational Trail is a 9-mile long multiuse trail that is built along the old Boston and Maine Railroad. The surface is crushed stone and gravel and is a great place for a quiet run.
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The trail is a pleasant, peaceful hike through the woods along a number of waterfalls.
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Clearing that gives a great view of the mountains and valleys in the area. It is a popular spot, so there is a good chance you will see others at the viewpoint.
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The Native Americans of the region used to call the West River "Wantastiquet" which means "waters of the lonely way”. The Wantastiquet Trail is connected to both the mountains and the West River. This path was an important link that connected Fort Drumner and the Green Mountains.
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You can see to Indian Pond and across the trees toward Madame Sherri Forest and Daniels Mountain. The views are wonderful.
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The ruins of the Madam Sherri House. The ruins are truly special and well worth a visit. The main structure that remains is a spiraling triple-arched stone staircase fit for a storybook leading up to the stone bones of a mansion.
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Komoot offers over a dozen curated running routes around Hinsdale, catering to various fitness levels and preferences. These include trails through natural areas, along rivers, and converted rail trails.
Yes, Hinsdale features several easy running routes perfect for beginners or those looking for a relaxed jog. A great option is the Kilburn Loop, an easy 3.0-mile circular path, or the Wantastiquet Mountain Natural Area River Trail, which is about 2.4 miles and offers a gentle experience along the river.
For more advanced runners seeking a challenge, Hinsdale offers routes with significant elevation gain. The Wantastiquet Mountain Trail is a difficult 3.8-mile route that takes you through a natural mountain area with considerable ascent. Another demanding option is the Anne Stokes Loop Trail, a difficult 1.7-mile path with notable elevation changes.
Yes, if you prefer loop trails, the Kilburn Loop is a popular easy option, offering a 3.0-mile circular path. The Anne Stokes Loop Trail also provides a challenging 1.7-mile circular experience.
Many routes in Hinsdale boast beautiful scenery, especially those in the Wantastiquet Mountain Natural Area. The Wantastiquet Mountain Trail leads to stunning vistas, including the View of Vermont from Wantastiquet Mountain Stone Post. The Wantastiquet Mountain Natural Area River Trail also offers picturesque views along the Connecticut River.
Absolutely. Many of Hinsdale's running routes are under 5 miles, making them ideal for shorter runs. Examples include the easy Kilburn Loop (3.0 miles) and the Wantastiquet Mountain Natural Area River Trail (2.4 miles). For a more challenging shorter run, consider the difficult Wantastiquet Mountain Trail (3.8 miles) or the Anne Stokes Loop Trail (1.7 miles).
Hinsdale's running routes offer diverse terrain. You'll find natural mountain trails with significant elevation changes, gentle paths along riverbanks, and flat, steady surfaces on converted recreational rail trails like the Fort Hill Recreational Rail Trail. This variety ensures options for all preferences, from rugged off-road running to smoother, more accessible paths.
Runners frequently praise the diverse landscapes and the mix of challenging mountain trails with more accessible river paths and rail trails. The natural beauty, especially around the Wantastiquet Mountain Natural Area, is often highlighted as a key draw for those exploring Hinsdale's running opportunities.
Yes, while enjoying your run, you might encounter interesting landmarks. For instance, the area around Wantastiquet Mountain offers access to the Wantastiquet–Monadnock Trailhead. Further afield, you can find the intriguing Madame Sherri House, a historical site that adds a unique element to the region's exploration.
While many trails remain accessible, conditions can vary significantly in winter due to snow and ice. Recreational rail trails like the Fort Hill Recreational Rail Trail might be more manageable, but mountain trails can become challenging. It's always best to check local weather and trail conditions before heading out and to wear appropriate winter running gear.
Spring, summer, and fall generally offer the most pleasant conditions for running in Hinsdale. Spring brings blooming flora, summer provides lush greenery, and fall showcases spectacular foliage. Each season offers a unique scenic backdrop, though summer can be warm and humid, and fall may see increased trail usage for leaf peeping.


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