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Hiking trails & Routes
United States
Vermont
Windham County

Hoot Toot & Whistle Trail

Easy

3.1

(5)

70

hikers

Hoot Toot & Whistle Trail

01:47

6.77km

60m

Hiking

Hike the easy 4.2-mile Hoot Toot & Whistle Trail near Wilmington, Vermont, featuring river views and historical railroad beds.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

74 m

Hoot Toot & Whistle Trail

Highlight (Segment) • Trail

The Hoot Toot & Whistle Trail follows an old railbed, once owned by a railroad of the same name. You can follow it from the boat launch alongside the Deerfield River all the way into town, or vice versa.

Tip by

2

3.39 km

Molly Stark statue

Highlight • Monument

This statue honors Elizabeth Page "Molly" Stark, the wife of General John Stark, who won the Battle of Bennington during the American Revolutionary War. Molly herself is said to have …

Tip by

B

6.77 km

End point

Parking

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Way Types & Surfaces

Way Types

6.24 km

429 m

< 100 m

Surfaces

6.15 km

429 m

< 100 m

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

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Today

Saturday 11 July

26°C

13°C

0 %

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Max wind speed: 10.0 km/h

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Frequently Asked Questions

What is the current status of the Hoot Toot & Whistle Trail, and is it accessible?

The Hoot Toot & Whistle Trail is currently closed for construction through the summer and fall of 2025. This renovation project aims to significantly improve accessibility by adding new bridges, boardwalks over wet areas, and culverts, making the trail more level and wider. There will also be a new option to bypass a previously difficult section.

When is the best time of year to hike this trail?

Given the current construction, the trail is not accessible until after fall 2025. Once reopened, the trail is generally enjoyable in spring, summer, and fall. The shaded forests offer a cool escape in warmer months, and autumn provides beautiful foliage. Winter conditions would likely involve snow and ice, requiring appropriate gear.

Is the Hoot Toot & Whistle Trail dog-friendly?

Yes, the trail is generally dog-friendly. However, always ensure your dog is on a leash and that you clean up after them to maintain a pleasant experience for all users and protect the local environment.

Do I need a permit or pay an entrance fee for the trail?

No, you do not need a permit, and there are no entrance fees to access the Hoot Toot & Whistle Trail.

Where can I park to access the Hoot Toot & Whistle Trail?

While specific parking details for the renovated trail are pending, access points are typically found near the village of Wilmington, Vermont. It's advisable to check local Wilmington resources or the komoot tour page for updated trailhead and parking information once the trail reopens.

What kind of scenery can I expect along the way?

You can expect a peaceful journey through cool, shaded woodlands, following the North Branch of the Deerfield River and the shoreline of Harriman Reservoir. Interpretive panels along the Riverwalk section (which connects to this trail) provide historical context. You'll also find picnic benches for enjoying the surroundings.

Are there any notable landmarks or points of interest?

Yes, the trail itself is a highlight, known as the Hoot Toot & Whistle Trail. It also leads towards the Molly Stark statue. The historical significance of the old railroad bed and the ongoing major renovation project are also key features.

Does the trail connect to other local paths?

Yes, the Hoot Toot & Whistle Trail connects to other Wilmington trails, such as the Riverwalk, Monument, and Beaver Brook trails, offering options for longer excursions. It also utilizes sections of the Valley Trail.

What is the historical significance of the trail's name?

The trail is named after the Hoosac, Tunnel, and Wilmington (HT&W) Railroad, whose abandoned bed it utilizes. The name "Hoot Toot & Whistle" playfully refers to the sounds of a train.

Is the Hoot Toot & Whistle Trail a loop or an out-and-back route?

The Hoot Toot & Whistle Trail is primarily an out-and-back route, running approximately 2.0 to 2.3 miles one way, ending at a boat launch and swimming area on Lake Whitingham. However, its connections to other local trails offer possibilities for creating longer, varied excursions.

What is the terrain like on the trail?

The trail primarily follows an old railroad bed, resulting in a generally flat profile. The surface is typically packed earth/dirt, gravel, crushed stone, and cinder. The ongoing renovations are specifically addressing previously uneven sections to make it more level and wider, enhancing its ease of use.

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