Road Trip Guide

Vermont Route 100: The Skier's Highway & Autumn Dream

Wilmington to Newport

Start Your Engine

Wilmington

The Finish Line

Newport

216 miles

Miles

3-4 days

Days

1 min read
"Running nearly the entire length of the state from the Massachusetts border to Lake Memphremagog, Vermont Route 100 is often called 'The Skier's Highway' or simply 'Vermont's Main Street.' It is a road that perfectly encapsulates the rugged beauty and artisanal spirit of the Green Mountain State. As you drive this winding two-lane ribbon of asphalt, you'll feel the pace of life slow down. There are no billboards hereβ€”they've been banned in Vermont since 1968β€”allowing the rolling hills, red barns, and dense forests of maple and birch to take center stage. In the autumn, Route 100 becomes a kaleidoscope of fiery oranges, brilliant yellows, and deep reds, drawing leaf-peepers from around the world to witness one of nature's most spectacular displays. In the winter, the road provides access to legendary peaks like Mount Snow, Killington, and Stowe, their snow-capped summits looming over the valley floor. But Route 100 is more than just a seasonal destination; it is a corridor of Vermont culture. You'll pass through villages with white-steepled churches and general stores that have been the heart of their communities for over a century. You'll encounter farm stands selling fresh maple syrup and award-winning cheddar cheese, and you'll find a deep-seated respect for the land and the seasons in every interaction. Whether you're chasing the perfect fall foliage photo, looking for a cozy bed and breakfast for a romantic getaway, or seeking adventure on the trails, Route 100 offers a timeless and authentic New England experience that stays with you long after the journey ends."

Start Stops End

Map of road trip from Wilmington to Newport

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Insider Driving Tips

01

Peak fall foliage usually occurs in early to mid-October; book accommodations at least 6 months in advance.

02

Be prepared for limited cell service; download offline maps before you start your journey.

03

Keep an eye out for moose, especially in the early morning or at dusk in the northern sections of the road.

04

Many local shops and 'mom and pop' restaurants close early; plan your dinner stops before 7:00 PM.

05

Visit during 'mud season' (spring) at your own riskβ€”many dirt roads off Route 100 become impassable.

The Journey: Stop-by-Stop

45 minutes from Wilmington Segment

Weston

Weston is the archetypal Vermont village, so picturesque it feels like a movie set. At its center is a classic town green surrounded by historic buildings, including the renowned Vermont Country Store. Founded in 1946, this store is a time capsule of New England life, filled with nostalgic candies, local crafts, and hard-to-find household goods. A few doors down, the Weston Playhouse, Vermont's oldest professional theater, offers world-class performances in a beautiful white-pillared building. The town is also home to the Weston Priory, where a community of Benedictine monks live in quiet contemplation, their beautiful chapel open to visitors. The atmosphere in Weston is one of quiet dignity and preservation. It's the kind of place where the local library is a historic gem and the primary mode of transportation for many residents is still a sturdy pair of boots or a well-maintained tractor. Walking the village streets, you get a sense of Vermont's commitment to community and tradition. It's an ideal first stop to immerse yourself in the 'Vermont way of life' and stock up on some locally made fudge or a sturdy wool blanket for the rest of your trip.
Roadside Eats

The Bryant House

β€œLocated right next to the Country Store, this restaurant serves classic New England comfort food like chicken pot pie and maple-glazed ham.”

Photo Ops
  • Weston Town Green

    The perfect angle of the white-steepled church across the green, especially beautiful in the fall.

  • Old Grist Mill

    The historic mill on the edge of town provides a rustic and charming backdrop for landscape shots.

Hidden Gem

The Farrar-Mansur House

A beautifully preserved 1797 tavern and home that offers a fascinating look at early Vermont life through local artifacts.

1 hour from Weston Segment

Killington & Pico

Killington, known as the 'Beast of the East,' is the largest ski resort in the eastern United States, and its presence dominates this section of Route 100. Even if you're not visiting in the winter, the mountain offers a wealth of activities. In the summer and fall, the K-1 Express Gondola takes visitors to the 4,241-foot summit for panoramic views that stretch across the Green Mountains to the Adirondacks and the White Mountains. The area is a hub for outdoor enthusiasts, with an extensive network of mountain biking trails, hiking paths, and the nearby Pico Mountain offering a slightly more relaxed vibe. The Access Road leading from Route 100 to the base area is lined with ski shops, lively bars, and restaurants, creating a vibrant, high-energy atmosphere. This is where the ruggedness of the mountains meets a more modern, resort-focused lifestyle. Despite the development, the surrounding forests remain pristine, and the nearby Gifford Woods State Park offers a glimpse into an old-growth forest that has never been logged. It's a place of contrasts, where you can find both extreme adventure and quiet forest contemplation within a few miles of each other.
Plan Killington & Pico:Booking.comViatorGetYourGuide
Roadside Eats

Long Trail Brewing Company

β€œLocated just off Route 100 in nearby Bridgewater Corners. The deck overlooking the Ottauquechee River is the perfect place for a local craft beer.”

Photo Ops
  • Killington Peak Summit

    The 360-degree views from the top are unmatched in Vermont, especially during the peak of autumn color.

  • Gifford Woods Old Growth

    Capture the primeval feel of massive, moss-covered trees in one of Vermont's rare un-logged forests.

Hidden Gem

Thundering Brook Falls

An easy, accessible boardwalk trail leads to a spectacular waterfall that is particularly impressive after a spring rain or during the fall thaw.

1 hour from Killington Segment

Warren & Waitsfield

The Mad River Valley, home to the towns of Warren and Waitsfield, is often considered the heart of Route 100. This area manages to feel both sophisticated and deeply rural, with a thriving arts scene and some of the best artisanal food in the state. Warren is famous for its quirky Fourth of July parade and the historic Warren Store, while Waitsfield is the commercial hub of the valley, with its iconic covered bridge and vibrant farmers' market. The valley is bounded by two legendary ski areas: Sugarbush and Mad River Glen, the latter being one of the last skier-only mountains in the country. The landscape here is characterized by rolling farm fields and the winding Mad River, which offers several popular swimming holes and fly-fishing spots. There's a strong sense of place in the Mad River Valley, where the local community has fought hard to preserve its agricultural heritage while welcoming a new generation of craftspeople and entrepreneurs. Whether you're exploring the local galleries, hiking the Long Trail on the ridge-line, or simply enjoying a creemee (Vermont's version of soft-serve ice cream) by the river, the valley offers a perfect blend of adventure and relaxation.
Plan Warren & Waitsfield:Booking.comViatorGetYourGuide
Roadside Eats

American Flatbread

β€œThe original location at Lareau Farm. Pizzas are baked in a wood-fired clay oven and served in a beautiful barn setting.”

Photo Ops
  • Waitsfield Covered Bridge

    A classic Vermont shot of the historic wooden bridge over the Mad River.

  • Sugarbush Access Road

    The drive up to the resort offers stunning views back across the valley, especially at sunset.

Hidden Gem

Warren Falls

A spectacular series of cascades and deep, emerald-green swimming holes that are a favorite with locals on hot summer days.

30 minutes from Waitsfield Segment

Waterbury & Stowe

Waterbury and Stowe represent the pinnacle of the Route 100 experience. Waterbury is a foodie's paradise, home to the Ben & Jerry's Factory, Cold Hollow Cider Mill, and the Cabot Farmers' Store. It's a place where you can taste the very best of Vermont's dairy and apple heritage within a few blocks. Just up the road, Stowe is Vermont's most famous mountain town, nestled at the foot of Mount Mansfield, the highest peak in the state. Stowe combines Alpine charm with New England tradition, featuring a world-class village filled with upscale boutiques, galleries, and restaurants. The Stowe Recreation Path, a 5.3-mile paved trail, winds through the valley offering stunning mountain views. For those seeking more challenge, the toll road or the gondola will take you near the summit of Mount Mansfield for incredible hiking and views. Stowe is also the home of the Trapp Family Lodge, established by the family made famous in 'The Sound of Music.' The atmosphere here is polished and international, yet the surrounding mountains provide a constant reminder of Vermont's wilder side. It's a fitting climax to any journey along Route 100, offering everything from gourmet dining to rugged mountain adventure.
Plan Waterbury & Stowe:Booking.comViatorGetYourGuide
Roadside Eats

Hen of the Wood

β€œLocated in an old grist mill in Waterbury, this is arguably Vermont's finest restaurant, focusing on hyper-local, seasonal ingredients.”

Photo Ops
  • Stowe Community Church

    The iconic white steeple framed by the Green Mountains is one of the most photographed spots in New England.

  • Mount Mansfield Chin

    The highest point in Vermont offers a dramatic rocky foreground for sunset shots overlooking Lake Champlain.

Hidden Gem

Bingham Falls

A short, steep hike leads to a dramatic 40-foot waterfall and a deep gorge that feels like a hidden sanctuary.

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Frequently Asked Questions

Typically the first two weeks of October, but it varies by year and elevation. The northern sections turn first.

The road is well-maintained as it is a major corridor for ski resorts, but snow tires are highly recommended and 4WD is a plus.

There are plenty of gas stations in the villages, but they can be 20-30 miles apart in the quieter sections. Don't let your tank get too low.

You can drive the length of the state in about 5 hours, but you'll miss everything! We recommend at least 3 days to explore the stops.

Vermont is very dog-friendly. Many outdoor dining spots and many trails welcome leashed pets.