Middlebury is a region in Vermont situated in the Champlain Valley, with the Green Mountains forming a prominent eastern backdrop. This diverse landscape offers a variety of terrain, from the rolling hills and farmlands of the valley to the more challenging mountain gaps. The area is characterized by natural features like Otter Creek, which flows through the town, and extensive trail networks within the Moosalamoo National Recreation Area, making it suitable for several sports like hiking, road cycling, jogging, touring…
52
Routes
4.1
(8)
Average rating
578
People visited

791m
00:13
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

4.0
(1)
10
hikers
3.95km
01:05
60m
60m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

4
hikers
5.43km
01:27
60m
60m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

2
hikers
27.3km
07:19
320m
320m
Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.
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10
riders
54.5km
02:22
490m
490m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

4
riders
65.6km
02:47
550m
560m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

177
riders
119km
05:46
1,680m
1,680m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

86
riders
97.8km
04:41
1,270m
1,270m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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16
runners
10.9km
01:10
90m
90m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

8
runners
11.4km
01:16
100m
100m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

9
runners
12.3km
01:23
100m
100m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

6
runners
5.74km
00:37
40m
40m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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10
riders
79.3km
05:10
1,120m
1,120m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(1)
7
riders
38.6km
02:24
390m
390m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

6
riders
117km
07:41
1,630m
1,630m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

3
riders
32.8km
02:59
620m
620m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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4
riders
49.8km
03:04
710m
710m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

3.0
(1)
4
riders
29.7km
01:44
300m
300m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

3.0
(1)
4
riders
48.0km
02:54
660m
660m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.0
(1)
3
riders
29.0km
01:39
320m
320m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Middlebury offers a variety of outdoor activities including hiking, road cycling, jogging, touring cycling, and gravel biking. The region features 83 routes with an average rating of 4.37 stars from over 1,100 visitors.
Popular hiking options include the 18-mile (29 km) Trail Around Middlebury (TAM), which encircles the town. Snake Mountain offers accessible trails with views of the Champlain Valley and Adirondacks. The Moosalamoo National Recreation Area and Green Mountain National Forest also provide extensive hiking opportunities.
Yes, Middlebury offers easy hiking options. The Trail Around Middlebury (TAM) provides easy to moderate terrain with multiple access points for shorter walks. The Robert Frost Interpretive Trail in Ripton is another accessible path through woods and fields.
Snake Mountain is a popular destination offering views of the Champlain Valley, Lake Champlain, and the Adirondacks. Mount Moosalamoo also provides rewarding views after a moderately challenging hike. The region's diverse landscapes, including the Green Mountains and Champlain Valley, offer numerous scenic vistas.
Addison County, where Middlebury is located, features numerous back roads for road and touring cycling. Five Lake Champlain Bikeways routes pass through Middlebury. The region also offers mountain biking trails in the Moosalamoo National Recreation Area and at Chipman Hill. For more details, see Road Cycling Routes around Middlebury.
Yes, the Otter Creek flows directly through Middlebury and features the 20-foot Middlebury Falls in the town center. Trails along the creek provide opportunities to experience this natural feature. For more information, consult the Waterfall hikes around Middlebury guide.
The Trail Around Middlebury (TAM) is an 18-mile (29 km) loop that encircles the town. It offers easy to moderate terrain through forests, open fields, and along Otter Creek. The TAM has multiple access points, making it suitable for various walk lengths.
The Moosalamoo National Recreation Area is located within the Green Mountain National Forest. It offers extensive trails, cliffs, mountain lakes, and streams, showcasing a rich diversity of plants and animals. It is a popular spot for hiking and mountain biking.
Many trails in Middlebury are suitable for families, particularly sections of the Trail Around Middlebury (TAM) due to its easy to moderate terrain and multiple access points. The Robert Frost Interpretive Trail also offers a gentle path through nature.
Komoot offers several guides for Middlebury, including Hiking around Middlebury, Road Cycling Routes around Middlebury, and Gravel biking around Middlebury. These guides provide detailed information for planning outdoor adventures.
The primary municipal website for Middlebury is www.townofmiddlebury.org. Another relevant site for visitors and outdoor activities is experiencemiddlebury.com. The official website for Middlebury College is www.middlebury.edu.
The general phone number for the Town of Middlebury is (802) 388-8100. For Middlebury College, the phone number is +1-802-443-3000.

