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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

Hard

4.8

(8120)

18,356

riders

Middlebury College Quad – Middlebury Falls loop from Middlebury

05:47

119km

1,680m

Road cycling

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

Last updated: April 2, 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 …

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 …

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 …

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4

43.9 km

Appalachian Gap

Highlight • Mountain Pass

The Appalachian Gap marks the divide between two different drainage systems, although both eventually feed into Lake Champlain. In more practical terms, this gap is a wonderfully easy-access spot to …

Tip by

5

64.4 km

Warren Falls

Highlight • Waterfall

A stunning natural site featuring a series of cascading falls and inviting swimming holes. It's a popular destination for locals and tourists.

Tip by

6

72.6 km

Granville Notch

Highlight • Mountain Pass

Granville Notch, or Granville Gulf, is a mountain pass, located in Granville, Vermont on Vermont Route 100. There are creeks, streams, and waterfalls surrounded by lush forests on both sides …

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7

75.0 km

Granville Notch

Highlight • Mountain Pass

Granville Notch, or Granville Gulf, is a mountain pass, located in Granville, Vermont on Vermont Route 100. There are creeks, streams, and waterfalls surrounded by lush forests on both sides …

Tip by

8

95.9 km

Middlebury Gap

Highlight • Mountain Pass

Middlebury Gap is a mountain pass in Vermont's Green Mountains and a great, very challenging climb for any rider. It divides two different drainage areas with the Robbins Branch flowing …

Tip by

B

119 km

End point

Train Station

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Way Types & Surfaces

Way Types

76.6 km

42.2 km

351 m

243 m

Surfaces

119 km

242 m

216 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 (720 m)

Lowest point (100 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 looking for a serious challenge on two wheels that combines stunning Vermont scenery with a rewarding workout, the Middlebury College Quad – Middlebury Falls loop from Middlebury is definitely worth your time. This difficult racebike route covers an impressive 74.1 miles (119.3 km) with a substantial 5504 feet (1677 metres) of elevation gain, taking around 5 hours and 46 minutes to complete. It's a demanding ride for experienced road cyclists seeking to push their limits through varied terrain around Middlebury.

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

Expect a diverse journey as you tackle the Middlebury College Quad – Middlebury Falls loop. While the research mentions a moderate version, this specific route is a much longer, more challenging undertaking. You'll pass through the charming New England town of Middlebury, catching views of the unique 20-foot Middlebury Falls on Otter Creek, visible from Main Street and Riverfront Park. The route also takes you past the aesthetic Middlebury College Quad and through the attractive downtown area, known for its shops and galleries. Beyond the town, prepare for extensive stretches of road cycling through the broader Middlebury area, offering diverse scenery from farmlands and orchards to distant mountain views, especially vibrant during fall foliage. This route is best suited for well-conditioned cyclists comfortable with long distances and significant climbing.

Planning your visit

Given the substantial distance and elevation, plan for a full day on the bike. The Middlebury area is known for its diverse scenery, which is particularly vibrant during the fall foliage season, making autumn an ideal time to visit for scenic cycling. Parking is generally available in Middlebury's downtown area, which also offers cafes and restaurants for pre-ride fuel or post-ride recovery. Always check local weather conditions, especially for such a long route, and carry ample water and nutrition.

Trail details

  • Distance: 74.1 miles (119.3 km)
  • Elevation gain: 5504 feet (1677 metres)
  • Difficulty: difficult
  • Estimated time: 5 hours and 46 minutes

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