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 southeast into the White River, and the South Branch into Middlebury River, which into Otter Creek, connecting to Lake Champlain. The Long Trail, a 272-mile hiking route traversing Vermont, runs through here, passing between Worth Mountain and Boyce Mountain. The Breadloaf Wilderness lies to the north, while Middlebury College Snow Bowl and Joseph Battell Wilderness are nearby to the south.

Mr. Fred Freezzy

May 19, 2024

Road cycling

Extremely hilly, sounds of nature, lot's to see & experience. Downhills are well worth the climbs. You definitely need to have some rides/climbing in your season.
Update 7/26/25
Still crazy hilly & and punchy. However, the downhill runs are amazing..😉

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177

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1. Middlebury Gap – Appalachian Gap loop from Mad River Glen

108km

05:11

1,510m

1,500m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

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2. Middlebury Falls – Middlebury Gap loop from Middlebury

97.7km

04:40

1,270m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

176

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3. Appalachian Gap – Middlebury Gap loop from Middlebury

117km

05:40

1,660m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

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Elevation 650 m

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Tuesday 10 February

-1°C

-14°C

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Location: Addison County, Vermont, United States

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Middlebury Gap

1. Middlebury Gap – Appalachian Gap loop from Mad River Glen

2. Middlebury Falls – Middlebury Gap loop from Middlebury

3. Appalachian Gap – Middlebury Gap loop from Middlebury

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