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Middlebury Gap

Highlight • Mountain Pass

Middlebury Gap

Road cycling

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Middlebury Gap is a prominent mountain pass nestled in the heart of Vermont's Green Mountains, situated in Addison County. Reaching an elevation of 653 meters (2,144 feet), this significant geographical feature is traversed by Vermont Route 125 and serves as a crucial watershed divide. It's a place where the Long Trail, a renowned 272-mile hiking path, crosses between Worth Mountain and Boyce Mountain, offering a gateway to the region's rugged beauty.

Visitors consistently praise the challenging yet rewarding experience Middlebury…

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Breadloaf Wilderness

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    February 26, 2024

    Road cycling

    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

    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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    Nearby routes

    Best routes near Middlebury Gap

    177

    riders

    #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

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

    Hard

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

    Hard

    Details

    Informations

    Elevation 650 m

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    Location: Addison County, Vermont, United States

    Frequently Asked Questions

    What are some popular hiking trails and routes accessible from Middlebury Gap?

    Middlebury Gap is a gateway to several notable hiking opportunities. The renowned Long Trail, a 272-mile path spanning Vermont, crosses directly through the gap, offering access to sections between Worth Mountain to the south and Boyce Mountain to the north. Additionally, hikers can explore the Breadloaf Wilderness to the north and the Joseph Battell Wilderness to the south. For a less strenuous option, the Robert Frost Interpretive Trail is also nearby.

    What is the typical terrain and difficulty level for activities around Middlebury Gap?

    The terrain around Middlebury Gap is characterized by the rugged Green Mountains. For cyclists, it presents a very challenging climb with an average grade of about 3.8% and sections reaching up to 13%. Hikers will find varied trails, from the demanding Long Trail sections to gentler interpretive paths. The area is known for its 'crazy hilly and punchy' sections, but the rewarding downhill runs and scenic views make the effort worthwhile for those with some experience.

    Are there any notable landmarks, viewpoints, or natural features to look out for at Middlebury Gap?

    Middlebury Gap itself is a significant natural feature, serving as a watershed divide where water flows to both the Connecticut River and Lake Champlain. Key landmarks include the crossing point of the Long Trail, the nearby Middlebury College Snow Bowl, and the expansive Breadloaf and Joseph Battell Wildernesses. Scenic viewpoints are abundant along Vermont Route 125, especially during fall foliage, offering superb mountain vistas and views of farmlands and orchards.

    What are the parking options and trailhead access points at Middlebury Gap?

    While specific parking details are not extensively documented, visitors should anticipate that parking areas, especially near popular trailheads like those for the Long Trail, can fill up quickly during peak seasons. It's generally advisable to arrive early, particularly on weekends or during summer and fall, to secure a spot. Access to the gap and its trails is primarily via Vermont Route 125.

    Is Middlebury Gap suitable for winter activities, and what are the typical weather conditions?

    Yes, Middlebury Gap is suitable for winter activities, primarily centered around the Middlebury College Snow Bowl, which attracts skiers and snowboarders. During winter, expect cold temperatures and snow, which can make hiking trails challenging or impassable without proper gear like snowshoes or skis. Always check current weather conditions before planning a winter visit, as road conditions on Vermont Route 125 can also be affected.

    Are there family-friendly or dog-friendly options for trails around Middlebury Gap?

    While some sections of the Long Trail can be challenging, the nearby Robert Frost Interpretive Trail offers a gentler, more leisurely walk that could be suitable for families. For dog owners, many trails in the Green Mountain National Forest, including sections of the Long Trail, generally permit dogs, but they should always be kept on a leash and owners must practice Leave No Trace principles. It's always best to check specific trail regulations before heading out with pets.

    What amenities, such as cafes, pubs, or accommodation, are available near Middlebury Gap?

    While Middlebury Gap itself is a natural area, nearby towns offer various amenities. The historic Waybury Inn, built in 1810, is located along the route and served as a resting place for early travelers. The Ripton Country Store is another local point of interest. For a wider selection of cafes, restaurants, and accommodation, visitors would typically look to the town of Middlebury, located west of the gap.

    What is the elevation gain and typical length of hikes in the Middlebury Gap area?

    Hikes in the Middlebury Gap area can vary significantly in length and elevation gain. For instance, sections of the Long Trail that cross the gap ascend to elevations between 3,234 feet (Worth Mountain) and 3,323 feet (Boyce Mountain), implying substantial elevation changes depending on the chosen route. Shorter, less strenuous options like the Robert Frost Interpretive Trail would have minimal elevation gain. Cyclists tackling Vermont Route 125 through the gap will experience an elevation of 2,144 feet (653 meters) at the pass itself, with an average grade of 3.8% over the 16-mile scenic stretch.

    Can wildlife be spotted around Middlebury Gap?

    As Middlebury Gap is situated within the Green Mountain National Forest and bordered by wilderness areas like Breadloaf and Joseph Battell, it is an excellent location for wildlife spotting. Visitors might encounter various species of birds, deer, and other forest animals. Maintaining a respectful distance and observing quietly increases the chances of seeing local fauna in their natural habitat.

    Are there any circular walks or loop trails available directly from Middlebury Gap?

    While the Long Trail is a linear path, the broader region offers opportunities for circular routes. The Middlebury Loop Drive is an 81-mile scenic route that includes Middlebury Gap, allowing visitors to experience both the rugged Green Mountains and the Champlain lowland by car. For hikers, combining sections of the Long Trail with connecting paths in the surrounding wilderness areas might allow for custom loop configurations, though specific named circular walks directly from the gap are less common than point-to-point sections of the Long Trail.

    What makes Middlebury Gap a significant watershed divide?

    Middlebury Gap is a crucial watershed divide because water flowing from its southeastern side drains into the Robbins Branch, which feeds into the Hancock Branch of the White River, then the Connecticut River, and eventually Long Island Sound. Conversely, water from the northwestern side is the source of the South Branch of the Middlebury River, which flows into Otter Creek, Lake Champlain, and ultimately, via the Richelieu River and Saint Lawrence River, reaches the Gulf of Saint Lawrence. This makes it a point where water diverges to two major North American drainage basins.

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