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Routes
Hikes
United States
Vermont
Addison County

East Middlebury

The best walks and hikes around East Middlebury

5.0

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67

hikers

21

hikes

Hikes around East Middlebury explore the landscape of the Green Mountain National Forest. The region is characterized by forested hills, river valleys like the one carved by Otter Creek, and a network of well-maintained footpaths. These trails range from gentle riverside walks to more demanding ascents within the Moosalamoo National Recreation Area, offering varied options for hikers.

Best hiking trails around East Middlebury

  • The most popular hiking route is Trail Around Middlebury — Full Loop, a 17.0 mile (27.4…

Last updated: June 1, 2026

#1.

Mount Moosalamoo Trail

3.85km

01:14

270m

20m

Hike the easy 2.4-mile Mount Moosalamoo Trail through diverse forests to summit views of Lake Dunmore and the Green Mountains.

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Easy

3.38km

01:17

310m

100m

Hike the moderate Rattlesnake Cliffs Trail for 2.1 miles (3.4 km) in Vermont, gaining 1013 feet (309 metres) to stunning cliff-top views.

Moderate
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Enjoy an easy 0.5-mile walk through downtown Middlebury, featuring views of Otter Creek and the historic Middlebury Falls.

Easy

13

hikers

6.89km

02:22

350m

350m

Hike the moderate Abbey Pond Trail in Green Mountain National Forest, leading to the serene Abbey Pond and its cascades.

Moderate

Hike the easy 3.4-mile Trail Around Middlebury: Otter Creek Gorge loop, featuring stunning gorge views and a hidden waterfall.

Easy
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Popular around East Middlebury

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Tips from the Community

Jamie S.
April 24, 2023, Abbey Pond

Abbey Pond is a beautiful pond in the foothills of Vermont's Green Mountains. This peaceful spot is an excellent place to sip some water, look out for wildlife, and admire the views. This pond is especially stunning in the falls as the changing leaves are reflected in the calm water.

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Jamie S.
April 24, 2023, Middlebury Falls

Middlebury Falls is a unique 20 foot waterfall on Otter Creek right in the center of this picturesque New England town. You get great views of the falls from this spot on a bridge on Main Street. You can also see the ruins of the old Powder House to the lefthand side of the falls. While they are beautiful all year round, Middlebury Falls are particularly interesting in the winter when they partially freeze over.

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Jamie S.
April 24, 2023, Otter Creek

This is a peaceful spot to enjoy Otter Creek, which flows down through the center of Middlebury. You can sometimes see wildlife, like birds and insects, along its shores and it is a great place to enjoy the foliage change from green to vibrant hues of orange, yellow, and red in the fall.

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

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Middlebury Falls is a rather unusual urban waterfall. Take the opportunity to take a tour of the city. Middlebury is one of the most attractive small towns in Vermont, full of shops, art galleries and highly rated restaurants.

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Vincent Reboul
December 20, 2022, Abbey Pond

This wonderful preserved pond is located at the very end of the Abbey Pond Trail.

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Abbey Pond Cascades is a sequence of impressive cascades and horsetails that drop a combined 80 feet.

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Frequently Asked Questions

Are there any easy, family-friendly hikes in the East Middlebury area?

Yes, the region has several gentle trails perfect for families. A great option is the Chipman Hill Loop — Middlebury, a short walk that offers nice views over the town. Another excellent choice is the Robert Frost Interpretive Trail, a one-mile loop that is both easy and educational, featuring poems displayed along the path.

Can I bring my dog on the hiking trails near East Middlebury?

Many trails in the area are dog-friendly, but it's always best to check specific regulations for each trail, especially within the Green Mountain National Forest. Areas like Battell Woods are known to be popular with local dog walkers. Please keep your dog under control and be mindful of other hikers and wildlife.

What's a good hike for panoramic views?

For some of the best views in the region, consider the hike up Snake Mountain. While not directly in East Middlebury, it's a classic local hike that rewards you with stunning panoramic views of Lake Champlain and the Adirondack Mountains from its summit.

Are there any challenging day hikes available?

Absolutely. For a more strenuous outing, the Mount Moosalamoo hike Loop offers a moderately challenging experience within the Moosalamoo National Recreation Area. It provides a solid workout with rewarding vistas and a true sense of being in the Green Mountains.

Where can I find a hike with waterfalls?

The area has some lovely trails that follow waterways. The hike to Abbey Pond is a local favorite, as the trail ascends alongside a brook with numerous small cascades and cataracts. For a more accessible view, Middlebury Falls is located right in town and is a beautiful sight, especially after rainfall.

How long is the full Trail Around Middlebury (TAM)?

The entire Trail Around Middlebury, or TAM, is an 18-mile (approximately 29 km) footpath that encircles the town. It's a significant undertaking to complete in one go, but it has many access points, allowing you to hike shorter sections through forests, fields, and along Otter Creek.

What is the best time of year to hike around East Middlebury?

Hiking is popular from late spring through fall. Summer offers lush green forests, while autumn provides spectacular fall foliage, typically peaking in early to mid-October. Winter is also an option for snowshoeing and cross-country skiing, but be sure to have the proper gear and check trail conditions.

What do other hikers think of the trails in this region?

The trails around East Middlebury are very highly rated by the komoot community. Hikers often praise the variety of terrain, from the peaceful riverside paths along Otter Creek to the more rugged climbs within the Green Mountain National Forest.

Are there any good circular walks or loop trails?

Yes, many trails are designed as loops. Besides the popular loop trails, the Otter Creek Gorge has a well-regarded loop that takes about two hours and offers peaceful, scenic views. It's a great option if you want a contained hike that brings you back to your starting point.

What should I pack for a day hike in the Green Mountains?

For any hike, you should carry water, snacks, a map, and a fully charged phone. Weather can change quickly, so a rain jacket and extra layers are essential. Sturdy hiking shoes are recommended, especially for rocky or muddy trails. For longer hikes, consider a small first-aid kit and insect repellent.

Where can I park for hikes on the Trail Around Middlebury (TAM)?

The TAM has multiple access points with parking. Popular spots include the trailhead for the Otter Creek Gorge, parking near Otter View Park, and various other designated lots where the trail crosses local roads. It's best to consult a TAM map to find the most convenient access point for the section you wish to hike.

Most popular routes around East Middlebury

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