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Routes
Running Trails
United States
Vermont
Windham County

West Brattleboro

The best running trails around West Brattleboro

13

runners

12

runs

Jogging routes around West Brattleboro offer a diverse range of terrain for runners. The region features a mix of river valleys, such as those found along the Connecticut River, and elevated areas including hills like Wantastiquet Mountain. Trails vary from relatively flat, converted rail paths to more challenging routes with significant elevation gains. This landscape provides options for different running preferences and fitness levels.

Best jogging routes around West Brattleboro

  • The most popular jogging route is Wantastiquet Mountain Trail,…

Last updated: May 8, 2026

3

runners

#1.

Wantastiquet Mountain Trail

6.19km

01:04

290m

290m

Embark on a challenging jogging adventure along the Wantastiquet Mountain Trail, a difficult 3.8-mile (6.2 km) route that climbs 964 feet (294 metres). This journey, typically completed in about 1…

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Hard

1

runners

4.85km

00:32

50m

50m

Lace up your shoes for an easy jogging experience on the Kilburn Loop, a scenic route that winds around the picturesque Kilburn Pond. This 3.0-mile (4.8 km) trail offers a…

Easy
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Embark on a moderate jogging experience along the Fort Hill Recreational Rail Trail, a 6.1 miles (9.7 km) route that offers varied terrain and scenic views. As you jog, you…

Moderate

Jog along the picturesque Connecticut River on the Wantastiquet Mountain Natural Area River Trail, where continuous water views accompany you. This easy 2.4-mile (3.9 km) route follows an old dirt…

Easy

2.70km

00:23

90m

90m

Prepare for a challenging jogging experience on the Anne Stokes Loop Trail, a difficult route covering 1.7 miles (2.7 km) with a significant 301 feet (92 metres) of elevation gain.…

Hard
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Popular around West Brattleboro

Hiking around West Brattleboro

Road Cycling Routes around West Brattleboro

Cycling around West Brattleboro

Tips from the Community

Zachary
October 17, 2023, Kilburn Pond

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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mtm05005
October 17, 2023, Kilburn Trailhead

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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Zachary
September 22, 2023, Indian Pond overlook

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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Zachary
September 22, 2023, Madame Sherri House

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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Frequently Asked Questions

How many running routes are available in West Brattleboro?

There are 13 dedicated running routes around West Brattleboro listed on komoot, offering a variety of experiences for different fitness levels.

Are there any easy or beginner-friendly jogging routes in West Brattleboro?

Yes, West Brattleboro offers several easy routes suitable for beginners. Two notable options are the Kilburn Loop, which is about 3 miles long, and the Wantastiquet Mountain Natural Area River Trail, a 2.4-mile path alongside the river.

What is the typical length and duration of running trails in West Brattleboro?

Running trails in West Brattleboro vary significantly. You'll find routes as short as 1.7 miles, like the Anne Stokes Loop Trail, which can be completed in under 30 minutes, up to longer paths such as the Fort Hill Recreational Rail Trail, which is 6 miles long and typically takes about an hour.

Are there any loop or circular running routes in the area?

Yes, West Brattleboro features several circular running routes. The Kilburn Loop is an easy 3-mile option, and the Anne Stokes Loop Trail offers a more challenging 1.7-mile loop with significant elevation.

What kind of terrain can I expect on jogging routes around West Brattleboro?

The terrain is quite varied, ranging from relatively flat, converted rail paths like the Fort Hill Recreational Rail Trail, to more challenging mountain ascents with notable elevation changes, such as the Wantastiquet Mountain Trail.

Are there any family-friendly running trails in West Brattleboro?

For families, the generally flat and accessible Fort Hill Recreational Rail Trail is a great choice. Its former railway line path makes it suitable for various ages and abilities.

What are some interesting sights or landmarks I might see while running in West Brattleboro?

Many routes offer scenic views and access to natural attractions. For example, the area around Wantastiquet Mountain provides views like the View of Vermont from Wantastiquet Mountain Stone Post. You can also explore the Madame Sherri House ruins, a historical site near some trails.

Is West Brattleboro suitable for winter jogging?

While the region offers beautiful winter scenery, conditions can vary. Trails may be snowy or icy, especially those with higher elevations or less sun exposure. It's advisable to check local weather and trail conditions before heading out and to wear appropriate gear.

Are dogs allowed on the running trails in West Brattleboro?

Many trails in the West Brattleboro area are dog-friendly, but policies can vary by specific trail or land management. It's always best to check local signage or official park websites for the most current regulations regarding leashes and pet waste on individual routes.

What is the best time of year to go running in West Brattleboro?

Spring and fall generally offer the most pleasant running conditions with mild temperatures and beautiful foliage. Summer can be warm and humid, while winter brings snow and ice, requiring appropriate gear and caution.

Are there any running routes that offer views of the Connecticut River?

Yes, the region features river valleys, and routes like the Wantastiquet Mountain Natural Area River Trail run alongside the Connecticut River, providing scenic waterside views.

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