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Routes
Road cycling routes
United States
Vermont
Addison County
Middlebury

Middlebury College Quad – Middlebury Falls loop from Middlebury

Routes
Road cycling routes
United States
Vermont
Addison County
Middlebury

Middlebury College Quad – Middlebury Falls loop from Middlebury

Moderate

4.9

(2434)

15,813

riders

Middlebury College Quad – Middlebury Falls loop from Middlebury

02:28

58.3km

430m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: May 20, 2026

Tips

Cycling is not permitted along parts of this route

After 1.71 km for 107 m

After 2.74 km for 97 m

Waypoints

A

Start point

Train Station

Get Directions

1

1.76 km

Middlebury College Quad

Highlight • Structure

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.

Tip by

2

2.73 km

Main Street

Highlight • Settlement

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.

Tip by

3

2.79 km

Middlebury Falls

Highlight • Waterfall

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.

Tip by

21.0 km

Beach

Beach

5

29.8 km

Scenic Area Near Farms

Highlight • Viewpoint

A very beautiful area along farms

Translated by Google •

Tip by

6

33.8 km

Leicester

Highlight • Settlement

A small town

Translated by Google •

Tip by

B

58.3 km

End point

Train Station

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Way Types & Surfaces

Way Types

52.6 km

5.24 km

351 m

214 m

Surfaces

58.1 km

213 m

< 100 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 (200 m)

Lowest point (110 m)

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Weather

Powered by Foreca

Today

Friday 26 June

24°C

14°C

92 %

Additional weather tips

Max wind speed: 12.0 km/h

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Description

If you're seeking a road cycling route that perfectly blends collegiate charm with natural beauty, the Middlebury College Quad – Middlebury Falls loop from Middlebury is a moderate 36.3 miles (58.3 km) ride with 1402 feet (427 metres) of elevation gain, typically completed in about 2 hours and 27 minutes. This route offers a rewarding experience for those who appreciate picturesque towns and iconic landmarks, making it a standout option in Vermont's cycling scene.

What to expect on Middlebury College Quad – Middlebury Falls loop from Middlebury

As you embark on this journey, you'll cycle through the historic and aesthetically pleasing Middlebury College Quad, a particularly stunning sight when the leaves change color in autumn. The route then leads you to the dramatic Middlebury Falls, a 20-foot waterfall on Otter Creek located right in the heart of town, offering excellent views from Main Street and Riverfront Park. The terrain is primarily paved, making for a smooth road cycling experience, and while it's rated moderate, requiring a good level of fitness, its accessible surfaces ensure it's enjoyable for many skill levels.

Planning your visit

This loop is best enjoyed during the warmer months, with the fall foliage season providing an especially vibrant backdrop for your ride. The charming town of Middlebury itself offers boutique shops, art galleries, and restaurants, making it a great place to start and finish your adventure. While specific parking details aren't highlighted, the route's central location in Middlebury suggests various town parking options would be available.

Trail details

  • Distance: 36.3 miles (58.3 km)
  • Elevation gain: 1402 feet (427 metres)
  • Difficulty: moderate
  • Estimated time: 2 hours and 27 minutes

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