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Hiking Near Middlebury Hotels
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Middlebury Hiking & Biking

We like to think that Middlebury is the ‘Gateway to Western Vermont’ and all that the area has to offer. If you’re here to explore the wonderful natural beauty, whether on foot or on two wheels, here are some great ideas to give you a head start in your planning. Check out our VT Adventurers Package here for future visits to Middlebury, VT!

Hiking Near the Middlebury Inn

There is a wide variety of hiking near the Middlebury Inn. From trails that are steeped in Revolutionary War history to short steep hikes that lead you to panoramic views of the Champlain Valley, you will find a lot of great choices to round out your trip to Central Vermont.

Long Trail Green Mountains

No hiking guide would be complete without pointing out the great work the Green Mountain Club/Breadloaf Section does in maintaining the Long Trail, which is just a short drive from Middlebury. The Long Trail Green Mountains is the North – South Vermont trail that shares the southern route with the Appalachian Trail. You can access the Breadloaf Section at the Middlebury Gap on Rt. 125, about 10 miles East of Middlebury. Go to:

Emily Protor Trail

For a pleasant hike through the Breadloaf Wilderness Basin, the Emily Proctor Trail is a side trail to the Long Trail and is a Moderate difficulty 7 mile Out and Back trail near Bristol VT. For details, check out:

Mount Independence 

A visit to Mount Independence State Historic Site is a must for any Revolutionary War buff. A series of well maintained hiking trails meander through this beautiful site on the shores of Lake Champlain, just across from Fort Ticonderoga in NY state. Just West of Orwell, the park is about a ½ hour drive from Middlebury. A bonus is the Cable Ferry just north in the town of Shoreham, which takes you across the lake to Fort Ti. Mount Independence Historic Site

Snake Mountain

For a great view of the farms of Champlain Valley and Lake Champlain, the hike to the top of Snake Mountain can’t be beat. It’s a Moderate climb Out and Back of about 3 ½ miles and with some lingering for the view at the top, takes about 3-4 hours. The trailhead is at the end of Wilmarth Road which is off of VT Rt 22A near Addison. Parking is 500 yards north of the trailhead on Mountain Rd.

Trail Around Middlebury

Close to home is the Trail Around Middlebury, which is maintained by the Middlebury Area Land Trust. Easy access is available at Battel Woods about 2 miles East of the Inn or where it crosses Rt 30 next to the Ralph Myhres Gold Course at Middlebury College. For a map;


One of the true gems of the region is Moosalamoo, 22,000 acres nestled in the Green Moutain Forest. Access from the north is off of Rt 125 at the Oak Ridge Trail. This meets up with the Mt. Moosalamoo Traill on the north side of Mt. Moosalamoo and then on to the North Branch Trail. Soon you’re at Branbury State Park (more on that later) where you’ll connect with the Leicester Hollow Trail south to Rt 73, the southern terminus just east of Brandon in Goshen. The trail is 19 miles end to end, but can be broken up into smaller segments for some great day hikes.

Branbury State Park on Lake Dunmore

Branbury State Park is on Lake Dunmore, about 5 miles south of Middlebury off of Route 7 on Rt 53. Here you’ll find the beautiful Falls of Lana Trail (1 mile), the Silver lake Trail (1.6 miles) and access to the Mt. Moosalamoo Trail (6.8 mile loop to the campground). A bonus is the beautiful State Park on the shore of Lake Dunmore with beach access and picnic shelters. 

As with any choice of hikes, talking to a local can make all the difference. You’ll find someone eager to direct the way in many of our staff here at the Middlebury Inn. Just ask!

Other Links:

Biking Near Middlebury Inn - Long Trail Green Mountains

Whether you’re into short distance or long, road or mountain, or multiple degrees of difficulty, we have the routes for you. Being centrally located in the Champlain Valley, Middlebury is the perfect “hub and spoke” destination for any type of biking with a plethora of varying terrain for a multi-day stay. Come with your bikes, rent while you’re here in town, or sign up for a full on bike adventure with one of our preferred touring companies and enjoy the outdoors!

One of our friendly tour companies have allowed us to use a few of their local routes to give you an idea of what is available using the Middlebury Inn as your comfortable base camp. We thought they were a perfect example of what you can expect on a three or four day trip to beautiful Middlebury, VT. This is a sample ride, dates may be disregarded.


It's east from Middlebury to Chimney Point and the beautiful new Crown Point Bridge. The views of Champlain from the top of the span are breathtaking. We'll head south to Historic Fort Ticonderoga. After a visit to the Fort we'll take the charming Fort Ti Cable Ferry back to Vermont and a beautiful 20 mile ride back to Middlebury. To view route, please click here


In Vermont mountain passes are called gaps. We’ll do Middlebury and Brandon Gaps – each requiring a 1,500 elevation gain over a short distance. Along the way we’ll pass the Bread Loaf Campus and the quaint towns of Ripton, Hancock and Rochester. Country stores in each town – must stops. To view route, please click here.


Just north and east of Middlebury you will enjoy the very cool town of Bristol. From Bristol on to Lincoln on to Monkton and south and west to Vergennes the smallest city in Vermont. Bristol, Lincoln and Vergennes are unique, charming and so Vermont. The countryside will excite you and the restaurants and shops will delight you. To view route, please click here.

Provided by Sparky’s Green Mountain Adventure – used by permission. 

Links and further information

Packaged Tours by Great Bike Tours, Classic Adventures, POMG Bike Tours of VT, and Escapades Bike Tours

Bike Rentals by The Bike Center within walking distance of the inn.