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Routes
Hiking trails & Routes
United States
Vermont
Addison County
Middlebury

Trail Around Middlebury

Hard

4.6

(8654)

15,613

hikers

Trail Around Middlebury

07:23

27.4km

350m

Hiking

Hike the 17.0 miles (27.4 km) Trail Around Middlebury, a difficult loop offering diverse scenery and 1143 feet (348 metres) of elevation gai

Last updated: February 26, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Stephen C. Trombulak Nature Sanctuary

Battell Woods Natural Area

Means Woods Natural Area

Chipman Hill Natural Area

Wright Park

Waypoints

A

Start point

Parking

Get Directions

1

139 m

Alumni Stadium - Black Panther Statue

Highlight • Monument

Outside of the Middlebury College Alumni Stadium and Youngman Field is a striking sculpture of its mascot: a Panther. Perched on top of a boulder, this large bronze statue is …

Tip by

2

14.3 km

Pulp Mill Covered Bridge

Highlight • Bridge

The Pulp Mill Covered Bridge is a historic wooden bridge just north of downtown Middlebury. Also known as the Paper Mill Covered Bridge, this bridge a great example of New …

Tip by

3

17.6 km

Enjoy views of the Otter Creek Gorge and Belden Falls from the suspension bridge.

Tip by

4

20.3 km

Trail Around Middlebury (Western Segment)

Highlight (Segment) • Trail

The Trail Around Middlebury is a unique, 18 mile loop that, as the name indicates, traverses around the entire town of Middlebury, Vermont. This particular segment of trail on the …

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B

27.4 km

End point

Parking

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Way Types & Surfaces

Way Types

12.5 km

7.43 km

2.99 km

1.96 km

1.52 km

691 m

258 m

Surfaces

19.9 km

3.28 km

1.57 km

1.24 km

835 m

560 m

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Elevation

Elevation

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

Highest point (240 m)

Lowest point (90 m)

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Weather

Powered by Foreca

Today

Tuesday 7 July

27°C

16°C

48 %

Additional weather tips

Max wind speed: 11.0 km/h

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Frequently Asked Questions

What is the overall difficulty of the Trail Around Middlebury?

The Trail Around Middlebury is generally considered to be of easy to moderate difficulty. While it includes gentle hills and occasional steeper grades, much of the terrain is manageable for both beginners and seasoned hikers. The full loop is a significant distance, but you can choose shorter sections for a more leisurely experience.

What kind of terrain and scenery can I expect on the route?

The trail offers a diverse landscape, winding through quiet hardwood forests, open meadows, and residential areas. You'll traverse wooded paths, sometimes with rocky outcrops, and follow along the scenic Otter Creek. Notable sections include the Johnson Trail with its pond and restored wetland, and Wright Park, which features a network of trails. You can also enjoy views of the Green Mountains to the east and even glimpses of the Adirondack Mountains to the west.

What are the main points of interest along the way?

As you hike, you'll encounter several interesting features. Highlights include the Alumni Stadium - Black Panther Statue, the historic Pulp Mill Covered Bridge, and the picturesque Belden Falls and Suspension Bridges. The trail also utilizes a former ski area on Chipman Hill, where remains of a ski jump can still be found, and passes educational kiosks offering insights into local ecology.

Where can I park and access the Trail Around Middlebury?

The Trail Around Middlebury is designed with multiple access points around the town, making it easy to join the loop from various locations. While specific parking lots aren't detailed, its integration with town parks and areas suggests parking is available at these points. This flexibility allows you to choose a starting point convenient for your desired section of the trail.

Is the Trail Around Middlebury dog-friendly?

Yes, the Trail Around Middlebury is dog-friendly. It's a popular spot for locals and visitors with their canine companions. Please ensure your dog is kept on a leash and that you clean up after them to help maintain the trail for everyone.

Do I need a permit or pay an entrance fee to hike this trail?

No, you do not need a permit or have to pay an entrance fee to access the Trail Around Middlebury. It's a publicly accessible resource, maintained for the enjoyment of residents and visitors alike, thanks in part to the generous permission of private landowners.

What is the best time of year to visit the Trail Around Middlebury?

The trail is open year-round, offering different experiences with each season. Spring brings new growth and active wetlands, while summer is ideal for longer hikes. Fall is particularly popular for its vibrant foliage. Winter offers a quiet, snowy landscape, though be prepared for potentially icy patches. Spring thaw can lead to muddy sections, so appropriate footwear is recommended during that time.

What kind of wildlife might I see on the trail?

The diverse habitats along the Trail Around Middlebury support a variety of wildlife. You might spot deer, foxes, and numerous songbirds. The Johnson Trail section, with its pond and restored wetland, is particularly good for observing waterfowl and muskrats.

Does the Trail Around Middlebury connect with other trails?

Yes, the route also passes through sections of the North Country National Scenic Trail (VT) and the MTB TAM. It also incorporates many smaller, local paths and segments, such as the Jackson Trail and the Red Kelly Trail, offering a rich network of interconnected routes.

Are there any sections of the trail particularly good for beginners or families?

The Trail Around Middlebury is well-suited for beginners and families due to its multiple access points and generally easy to moderate terrain. You can choose shorter, flatter segments for a leisurely stroll. The sections passing through parks like Wright Park or near the Johnson Trail's pond offer accessible and scenic options for all skill levels.

How long does it typically take to hike the entire Trail Around Middlebury?

The full loop is approximately 27.4 kilometers (about 17 miles) and typically takes around 7 to 8 hours to complete as a continuous hike. However, with multiple access points, you can easily break it into shorter, more manageable sections, allowing you to tailor your hiking time to your preference.

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