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Vermont Fall Foliage Hiking Tour

Immerse yourself in the vibrant charm of autumn in Vermont on a guided hiking tour through fiery fall foliage, rugged mountain trails, and historic towns like Stowe and Middlebury, where natural beauty and New England tradition come alive in every step.

Average Climate

No upcoming dates are currently available for this trip.

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Double Booking TBD

Single Booking TBD

Roommate Rebate TBD

Trip Type

Hiking

Difficulty Level

3

Trip Length

6 Days, 5 Nights

Distance

32.8 Miles
52.8 Kilometers

Meeting Time

Hotel 8:30 am

Drop-off Time

4 pm

Assembly Point

Burlington, VT

Inclusions

Timberline van shuttle is included from Burlington prior to and following tour.

Lodging Highlights

  • Middlebury Inn
  • Sun and Ski Inn

Have questions? We’re here to help! Call us at 303-664-8388 or reach out online.

Contact For Details

Views of The Best Fall Foliage in New England

Towering white church steeples, creaky covered bridges, rolling country lanes, vibrantly colored foliage, colonial architecture, antique shops, village greens: these are all images of quintessential Vermont, and exactly what we will experience on our new Vermont Fall Colors Hiking tour.   Other signatures of Vermont include cheddar cheese, MacIntosh apples (the official state fruit), maple syrup, and the earliest ski slopes.  Of course, the natural beauty of the state is well known, and our hikes will take us right through what most people only see from afar.  We explore, lakes, cascading waterfalls, a section of the Long Trail – the oldest long-distance hiking trail in the United States, the highest point in Vermont, and the most colorful hills in the nation.  It should be noted that travel is not fast on these trails, as the terrain is very rugged with some rocky, technical paths, and possible slippery rocks.  On our ascent to Mt. Mansfield there is a fair amount of scrambling and steps requiring hand holds in the upper regions.  However, we always provide options to fit each hiker’s comfort level.

Stowe & Middlebury, VT

We will stay in two world famous towns as our base for exploring the trails.  Stowe is one of Vermont’s most picturesque and beloved towns, hosting skiing in the winter and music, theater and arts in the summer. It is breathtakingly beautiful in the height of the fall season.  We have easy access to Mount Mansfield, and can enjoy wandering the town’s galleries and shops.  Middlebury is a college town, built up after the revolutionary war.  Through history it has been a commercial center served by the railroad and hosting many industries including mills, factories and marble quarries.  We stay at the historic Middlebury Inn, in the midst of the stately brick and stone buildings, the gently sloping town green and the cascading falls of Otter Creek.

ITINERARY

Day 1: Pickup in Burlington, transfer to Stowe, hike Stowe Pinnacle

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Distance: 3.2 miles

We start our Vermont Hiking tour with an assembly on Day 1 in Burlington, and from there we shuttle to Stowe, a charming small town located at the foot of Mount Mansfield. Near Stowe, we will find one of the best spots for hiking on the Stowe Pinnacle Trail. We hike well above the valley, where the views are unparalleled. This 3.7 mile trail is also known for bird-watching, and will give you a great introduction to the terrain of the area. We travel from mountain to Main Street to enjoy the quintessential scenic landscape of Stowe for our first two nights. Sandwiched between Mount Mansfield State Forest and Putnam State Forest, the historic alpine village of Stowe is a chic destination with an eclectic mix of activities, cultural events and arts.

Day 2: Summit Mt. Mansfield via Long Trail

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Distance: 5.1 miles

Day 2 is our big challenge with a climb to the highest point in Vermont – Mt. Mansfield. The mountain has the appearance of a human profile, with distinct forehead, nose, lips, chin, and Adam’s apple. The chin is the highest point and our destination for the day. This summit via the Long Trail requires some good scrambling and a few spots with some exposure on the final 1/2 mile push to the summit, and can take up to 2 hours. A great turn-around point, if desired, is Taft Lodge. This is a rustic cabin maintained by the Green Mountain Club an open only to thru hikers, but it has a great deck and nice views to enjoy for a while.

Day 3: Hike Camel's Hump

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Distance: 5.1 miles

We climb another summit on Day 3 to Camel’s Hump. This area, along with Mt. Mansfield, is a rare area of Vermont where true alpine tundra survives from the Ice Ages. The views from the top provide a 360 degree vista of the surrounding Green Mountains, which in fall shine red and orange, more than green. For the hardy, we can turn this day into a little loop as well, continuing north on more of the Long Trail. After the hike we continue on to the Middlebury Inn, an historic Inn in the center of town the quaint college town, for our last three nights.

Day 4: Mt. Moosalamoo and Rattlesnake Cliffs loop

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Distance: 6.2 miles

Our hike on Day 4 is a little less strenous, but still providing exceptional views. We start in Branbury State park, and continue through Moosalamoo National Recreation Area to the summit of Mt. Moosalamoo. On the return we can take a detour to the Rattlesnake Cliffs where you are almost guaranteed to view peregrine falcons.

Day 5: Long Trail: Brandon Gap to Middlebury Gap

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Distance: 9.2 miles

We explore a segment of the United States’ oldest footpath on Day 5, running 273 miles along the length of Vermont. The aptly named Long Trail is enjoyed by day hikers and thru hikers alike. Our segment for today starts on the slopes of Middlebury College’s ski training hill, Middlebury Snowbowl. We traverse over 5 summits and down to a hikers lean-to shelter in our 9 miles. Today is a day to enjoy the brilliant colors, the smell of fall, and the quiet solitude of a walk in the woods.

Day 6: Green Mountain National Forest hike to Abbey Pond

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Distance: 4 miles

For our last hike on Day 6, we take a shorter trail just outside of Middlebury to Abbey Pond. The pleasant trail through the folliage brings us to a small mountain pond. Photographs of the intense reds and oranges reflected in the water will fill your memory card! You’ll carry those memories of the exceptional hiking tour in Vermont’s Fall Colors, as we return you to Burlington for the conclusion of our tour.

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