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Hikes
United States
Vermont
Addison County

Middlebury

The best waterfall hikes and walks around Middlebury

4.5

(2)

132

hikers

10

hikes

Hiking around Middlebury offers diverse landscapes, from rolling hills and dense woodlands to the scenic Otter Creek. The region is characterized by its proximity to the Green Mountains and features numerous trails that highlight its natural beauty. Middlebury Falls, a prominent 20-foot waterfall on Otter Creek, is a unique attraction within the town, providing focal points for many routes. The area's terrain includes riverside paths and varied forest ecosystems, making it suitable for different hiking preferences.

Best waterfall hiking trails…

Last updated: May 12, 2026

#1.

Downtown Middlebury Walk

792m

00:13

10m

10m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

16.0km

04:24

260m

260m

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate
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5

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Tips from the Community

Jamie S.
June 25, 2025, Main Street

The historic main street of Middlebury offers a quintessential small New England town experience. Unique local shops, art galleries, and restaurants in historic brick buildings line the street. Don't miss the opportunity to admire the beautiful white-steepled church and the picturesque town green.

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The Trail Around Middlebury traverses around the entire town of Middlebury, Vermont in an 18 mile loop. This particular segment of trail is located within the Battell Woods Natural Area on the southeastern side of town. This generally flat, accessible trail is enjoyable all year round and is a great place to hike in the woods close to town. Be aware, Battle Woods is also quite popular with mountain bikers, so just keep an ear out as you enjoy this section of trail through the old hardwood forest.

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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 England's covered bridges. Built in the mid-19th century, it spans Otter Creek and is a popular spot for photography and sightseeing. Covered bridges are an iconic part of New England's landscape and history. They were once a common sight throughout the region, as they provided a way for travelers to cross rivers and streams in all seasons. While many of the original bridges have been lost to natural disasters and modernization, there are still over 100 covered bridges in Vermont today.

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Middlebury College is a small private liberal arts college and was the first college in the state of Vermont. The main quad on campus is beautiful spot, especially in the fall when the leaves are changing, ringed by historic buildings. Be sure to visit the old chapel on the south end of the quad. Please also be respectul of the students and faculty as you stroll through this picturesque campus.

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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, Main Street

The historic main street of Middlebury offers a quintessential small New England town experience. Unique local shops, art galleries, and restaurants in historic brick buildings line the street. Don't miss the opportunity to admire the beautiful white-steepled church and the picturesque town green.

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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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Frequently Asked Questions

How many waterfall hiking trails are there around Middlebury?

There are 9 dedicated waterfall hiking trails around Middlebury, offering a range of experiences from easy strolls to more challenging paths. These routes are highly rated by the komoot community, with an average score of 4.7 stars.

Are there easy waterfall hikes suitable for families in Middlebury?

Yes, Middlebury offers several easy waterfall hikes perfect for families. The Middlebury Falls – Main Street loop from Middlebury is an easy 2.2-mile path that provides direct access to the falls and explores the town's main thoroughfare. Another great option is the Pulp Mill Covered Bridge – Middlebury Falls loop from Middlebury, a 2.5-mile trail combining historic architecture with waterfall views.

Can I bring my dog on waterfall trails in Middlebury?

Many trails in the Middlebury area, including those near waterfalls, are dog-friendly, provided your pet is on a leash. The region's diverse landscapes, from rolling hills to dense woodlands, offer plenty of opportunities for you and your canine companion to explore. Always check specific trail regulations before heading out.

What are some notable landmarks or attractions I can see near the waterfall trails?

Beyond the waterfalls themselves, you can explore several interesting landmarks. The historic Pulp Mill Covered Bridge is a popular spot, often included in routes featuring the Middlebury Falls. You can also wander along Main Street in Middlebury, which offers a charming town experience close to the falls. For a broader experience, the extensive Trail Around Middlebury (TAM) connects various natural and historical points of interest.

Are there any circular waterfall routes in Middlebury?

Yes, several waterfall routes in Middlebury are designed as loops, allowing you to start and end in the same location. The Pulp Mill Covered Bridge – Middlebury Falls loop from Middlebury and the Middlebury Falls – Main Street loop from Middlebury are both excellent circular options that showcase the town's central waterfall.

What is the best time of year to visit Middlebury for waterfall hikes?

Middlebury's waterfalls are beautiful year-round. Spring offers powerful flows from snowmelt, while summer provides lush green surroundings. Autumn brings spectacular fall foliage, making for incredibly scenic hikes. Even in winter, the Middlebury Falls can be particularly interesting when partially frozen, offering a unique perspective.

Are there any waterfall trails with swimming holes nearby?

While the immediate Middlebury Falls are not suitable for swimming, the broader region offers opportunities for water activities. For instance, the Silver Lake Trail, located near Salisbury, is known for its swimming opportunities in the lake during summer, though it's not directly a waterfall swimming hole.

What kind of terrain can I expect on waterfall hikes around Middlebury?

The terrain around Middlebury's waterfall hikes varies. You can expect riverside paths, gentle inclines through dense woodlands, and some sections that traverse rolling hills. Many trails, especially those close to the town center like the Middlebury Falls loops, are relatively flat and well-maintained, suitable for most fitness levels.

Is parking available near the waterfall trails?

Yes, parking is generally available near popular trailheads and attractions in Middlebury. For trails like those accessing the Middlebury Falls, parking can often be found within the town center or at designated spots nearby. For trails further afield, such as those in the Green Mountain National Forest, specific parking areas are usually provided.

Are there any longer, more challenging waterfall hikes in the area?

While many waterfall routes in Middlebury are shorter, the region offers longer trails that can incorporate waterfall views or lead to other natural features. The Trail Around Middlebury, for example, is a moderate 10-mile (16 km) trail that winds through varied landscapes, including woodlands and open fields, and can be connected to sections near Otter Creek where smaller cascades might be found.

What should I wear for waterfall hiking in Middlebury?

For waterfall hiking in Middlebury, it's advisable to wear comfortable, layered clothing suitable for the season. Sturdy hiking shoes with good grip are recommended, as paths can sometimes be damp or uneven near water features. Bringing a waterproof jacket is also a good idea, especially during spring or fall, or if you plan to get close to the spray of the falls.

Are there any hidden gem waterfall trails in Middlebury?

While Middlebury Falls is a prominent feature, exploring sections of the Otter Creek Gorge Trail can reveal smaller, less-trafficked cascades and unique natural formations, including suspension bridges. The Texas Falls Recreation Area, a short drive away, also features a scenic gorge with smaller waterfalls that offer a more secluded experience.

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