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United States
Vermont
Addison County

Middlebury Gap

Highlight • Mountain Pass

Middlebury Gap

Recommended by 5 road cyclists

This Highlight is in a protected area

Please check local regulations for:

Breadloaf Wilderness

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    Routes here

    Best Road Cycling Rides to Middlebury Gap

    172

    riders

    1. Middlebury Gap – Appalachian Gap loop from Waitsfield

    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

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

    Hard

    Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

    Hard

    Tips

    February 26, 2024

    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.

      May 19, 2024

      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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        Elevation 650 m

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        Friday 26 December

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        Max wind speed: 5.0 km/h

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        Location: Addison County, Vermont, United States

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