4.5
(2)
132
hikers
17
hikes
Hiking around Middlebury explores the landscape of the Champlain Valley, situated near the Green Mountain National Forest. The region's terrain is characterized by rolling hills, dense woodlands, and paths that follow Otter Creek. This provides a mix of easy riverside walks and more challenging forest hikes with some elevation gain.
Last updated: May 12, 2026
792m
00:13
10m
10m
Enjoy an easy 0.5-mile walk through downtown Middlebury, featuring views of Otter Creek and the historic Middlebury Falls.
3
hikers
5.43km
01:27
60m
60m
Hike the easy 3.4-mile Trail Around Middlebury: Otter Creek Gorge loop, featuring stunning gorge views and a hidden waterfall.

Sign up for free
3
hikers
2.51km
00:45
80m
80m
Hike the easy 1.6-mile Chipman Hill Loop in Middlebury, Vermont, offering views of the town, Adirondacks, and Green Mountains.
1
hikers
27.4km
07:23
350m
350m
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
16.0km
04:24
260m
260m
Hike the moderate 10.0-mile Trail Around Middlebury, gaining 845 feet in elevation through diverse landscapes and past Middlebury Falls.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
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 a fun landmark on the south end of the Middlebury campus.
0
0
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.
1
0
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 western side of town is also known as the Jackson Trail and is a part of the North Country National Scenic Trail. As you hike alongside a small creek, you get fantastic views of the town of Middlebury and the foothills of the Green Mountains to the east.
0
0
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.
0
0
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.
0
0
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.
0
0
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.
0
0
Chipman Hill was once the ski hill for Middlebury College, but today is a popular spot for hikers and mountain bikers. The Chipman Hill Top Trail is a strenuous, but enjoyable, trail that takes you around the summit of the hill at its steepest part. Be aware of mountain bikers, who can travel both up and down the Top Trail, as you hike up this popular route.
0
0
Yes, Middlebury has several easy trails perfect for families. The area offers 8 easy-rated hikes, many of which are short and have minimal elevation gain. A great option is the Belden Falls Loop — Middlebury, a gentle walk that follows the scenic Otter Creek. For a unique cultural experience, the nearby Robert Frost Interpretive Trail is an accessible, flat path suitable for all ages.
Many trails in the Middlebury area are dog-friendly, but it's always best to check specific regulations for each park or trail system. Dogs are generally expected to be leashed. One popular spot with local dog owners is Battell Woods, where well-behaved dogs are often seen. Always remember to clean up after your pet to keep the trails beautiful for everyone.
Definitely. You can see the impressive Middlebury Falls right in town, with a lovely path around them. For a hike that incorporates waterfalls, the Otter Creek and Belden Falls Loop is a fantastic choice, offering views of the falls along a pleasant riverside trail. The hike to Abbey Pond also features numerous smaller cascades and cataracts along the stream.
For panoramic views, Snake Mountain is a local favorite. This moderately challenging hike rewards you at the summit with sweeping vistas of Lake Champlain and the Adirondack Mountains in the distance. It's a classic Vermont hike and well worth the climb.
The region has many excellent loop trails so you don't have to retrace your steps. The Chipman Hill Loop — Middlebury is a short, convenient loop right in town that offers a quick escape into the woods. For a longer loop, the Otter Creek Gorge trail provides a peaceful two-hour walk with great scenery.
You'll find over a dozen curated hiking routes around Middlebury on komoot, ranging from easy riverside strolls to challenging mountain climbs. This is just a starting point, as the area is home to extensive networks like the Trail Around Middlebury (TAM) and the vast Green Mountain National Forest, offering nearly endless hiking possibilities.
The trails around Middlebury are highly regarded by the komoot community, with an average score of 4.5 stars. Hikers often praise the variety of terrain, from the peaceful paths along Otter Creek to the forested climbs in the Green Mountains. The well-maintained trail systems and beautiful natural scenery are frequently mentioned as highlights.
The Trail Around Middlebury, or TAM, is an extensive 18-mile footpath that encircles the town. It's a major local landmark, connecting various parks, conserved lands, and neighborhoods. You don't have to hike it all at once; there are many access points, making it perfect for short walks or longer day hikes through forests and fields.
Yes, the proximity to the Green Mountain National Forest provides plenty of challenges. The Trail around Middlebury, while not steep, is a difficult-rated hike due to its 17-mile length. For a true mountain challenge, you can tackle sections of Vermont's famous Long Trail or summit peaks like Mount Abraham, which are just a short drive away.
The terrain is quite varied. You'll find flat, accessible paths along Otter Creek and through wetlands, like at Otter View Park. Many trails involve rolling hills through dense woodlands with tree roots and rocks underfoot. More strenuous hikes in the Green Mountains feature steeper, sustained climbs on rocky and sometimes rugged paths.
The Abbey Pond Trail is an excellent choice located within the national forest. This moderate out-and-back trail takes you on a steady ascent through a beautiful forest to a secluded pond, offering a true wilderness feel not far from town.


Browse the best Hikes in other regions.