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Road cycling routes
United States
Vermont
Washington County

Middlebury Gap – Appalachian Gap loop from Mad River Glen

Routes
Road cycling routes
United States
Vermont
Washington County

Middlebury Gap – Appalachian Gap loop from Mad River Glen

Hard

2.9

(7)

75

riders

Middlebury Gap – Appalachian Gap loop from Mad River Glen

05:11

108km

1,510m

Road cycling

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: April 7, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Breadloaf Wilderness

Moosalamoo National Recreation Area

Green Mountain National Forest

Camel's Hump State Park

Waypoints

A

Start point

Parking

Get Directions

1

18.1 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

2

26.2 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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3

28.7 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

4

49.5 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

5

105 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 …

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B

108 km

End point

Parking

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Way Types & Surfaces

Way Types

54.7 km

53.0 km

< 100 m

Surfaces

108 km

< 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 (720 m)

Lowest point (100 m)

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Weather

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Today

Tuesday 16 June

18°C

8°C

41 %

Additional weather tips

Max wind speed: 13.0 km/h

to get more detailed weather forecasts along your route

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Description

If you're looking for a serious road cycling challenge in Vermont, the Middlebury Gap – Appalachian Gap loop from Mad River Glen is definitely worth your time. This difficult 66.9-mile (107.6 km) route packs in 4947 feet (1508 metres) of climbing over roughly 5 hours and 11 minutes, making it ideal for experienced cyclists with very good fitness who crave iconic climbs and spectacular Green Mountain scenery.

What to expect on Middlebury Gap – Appalachian Gap loop from Mad River Glen

The route takes you deep into Vermont's rugged Green Mountains, offering a constantly changing landscape. As you tackle Middlebury Gap, you'll pass through diverse scenery, from farmlands and orchards to charming small towns, with the ride up described as particularly pretty. The real test comes with Appalachian Gap, known for its sustained steep pitches, but the reward is one of Vermont's best views looking west from the summit. Expect significant effort on these iconic climbs, but also exhilarating downhill runs that make the hard work worthwhile.

Planning your visit

This challenging loop is best enjoyed when the roads are clear, typically from late spring through fall. The scenery is particularly vibrant during the fall foliage season, making it a popular time to ride. Both Middlebury Gap and Appalachian Gap feature generally well-paved roads, with Appalachian Gap having a slight shoulder for most of the climb. While no specific parking warnings are noted, starting earlier in the day is always a good idea for longer rides.

Trail details

  • Distance: 66.9 miles (107.6 km)
  • Elevation gain: 4947 feet (1508 metres)
  • Difficulty: difficult
  • Estimated time: 5 hours and 11 minutes

Nearby routes

Moderate

10

Chimney Point loop

02:22h

54.5km

490m

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