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How to plan a scenic drive through Vermont’s covered bridges

Embark on a soul-stirring drive through Vermont’s storied covered bridges, where autumn hues and timeless craftsmanship create unforgettable beauty.

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Have you ever dreamed of a road trip that feels like stepping into a painting? Vermont’s covered bridges offer that escape, timeless, atmospheric, and steeped in rustic charm that lingers long after you’ve left.

These wooden relics, some over 180 years old, are tucked into river valleys and forested bends. They don’t just connect roads; they connect you to craftsmanship, quiet beauty, and a slower way of seeing the world.

Planning the perfect drive means more than following signs. It’s about chasing golden light through maple-lined routes, pausing for stillness, and letting each hand-built span turn your journey into something hauntingly unforgettable.

Keep reading to uncover a journey woven with heritage, serenity, and unspoiled splendor.

When and Where to Begin Your Journey

Fall is the most popular time to drive through Vermont’s bridges. Between late September and early October, the entire state offers stunning backdrops.

For the southern regions, like Bennington or Manchester, late September usually offers peak foliage. Northern areas, like Stowe and Montgomery, often peak a week later. Check foliage maps before heading out for accuracy.

Summer is great too, especially for quiet drives with fewer tourists. Winter brings snow-covered bridges and postcard-worthy scenery, but roads can be icy, and some bridges are harder to reach depending on conditions.

The drive can begin from any corner, but most travelers start in Bennington or Windsor and move north. Choosing a direction depends on your timing, lodging preferences, and how many days you want to explore.

A winding road cuts through Vermont's vibrant fall foliage, surrounded by rolling mountains and endless autumn color.
Source: Shutterstock

The Best Bridges to Include in Your Route

Taftsville Covered Bridge near Woodstock is one of Vermont’s oldest. Built in 1836, it stretches 189 feet and features vibrant red paint. The bridge is easy to reach and close to shops and cafes.

In Stowe, the Gold Brook Covered Bridge, also called Emily’s Bridge, is known for its ghost stories. Built in 1844, it’s a Howe truss design and surrounded by dense woods, making it a favorite with photographers.

The Cornish-Windsor Covered Bridge spans the Connecticut River and connects Vermont to New Hampshire. It’s the longest two-span covered bridge in the country. Driving through it offers river views and a piece of living history.

Another favorite is the Arlington Green Bridge, built in 1852. It’s among the oldest and least altered bridges in Vermont. It offers peaceful charm, historic significance, and proximity to Norman Rockwell’s old studio.

Choosing the Right Driving Route

One of the best-known scenic drives is Vermont Route 100. It stretches nearly the entire state and offers endless mountain views. This route also passes by multiple bridges and quaint towns like Waitsfield.

The Molly Stark Scenic Byway in southern Vermont is another great option. Starting from Brattleboro and heading west, it connects to towns rich in covered bridges and gives access to peaceful wooded backroads and hills.

The Connecticut River Byway runs along Vermont’s eastern border. It’s ideal for those who want to see bridges with river views and connect to places like Windsor, home to one of the longest historic bridges.

For a compact loop, try the Southern Vermont Covered Bridge Tour. This 100-mile day trip circles Bennington, Arlington, and Manchester. You’ll see at least a dozen bridges, all without driving more than two hours total.

Planning Tips, Stops, and Tools

Start with a solid map. The Vermont Covered Bridge Society offers a full online guide with clickable maps. You can sort bridges by county and find exact GPS points, making it easy to plan your route.

Use Google Maps to create a custom driving route with pinpoints. That helps space out meals, fuel stops, and photo ops. Add towns like Woodstock or Stowe for local charm and comfy overnight stays.

Many bridges are near other attractions like apple orchards, cider mills, and small museums. Waitsfield has Scrag & Roe for food and views. Montgomery offers six bridges near cheese shops and antique stores.

Bring a camera, but also plan extra time. These bridges are narrow and may only fit one car. Pause at scenic turnouts. Enjoy walks around each site. The drive is meant to be unhurried and immersive.

Middle Covered Bridge in Woodstock, Vermont, surrounded by fall foliage and charming village scenery.
Source: Shutterstock

Experiencing the Journey Like a Local

The heart of Vermont isn’t just in its landscapes, but in its people. A scenic drive becomes richer when you stop for hand-pressed cider, maple treats, and real conversations with welcoming townsfolk.

Small towns like Grafton, Waitsfield, and Montgomery offer more than just bridges. They invite you to linger at farmers’ markets, browse local pottery, and listen to the quiet rhythm of life moving slowly.

Seek out roadside stands with homemade jams, wool blankets, and fresh donuts. Many are run by families who’ve lived there for generations, adding warmth and authenticity to your journey through covered bridge country.

Ask a local about their favorite bridge or route. You’ll likely hear stories that never made it online, like an unmarked bridge by a waterfall, or a Sunday road that turns gold with falling leaves.

Let The Road Leave Something Behind

Whether you’re tracing golden leaves or snow-dusted timbers, Vermont’s covered bridges offer more than just views. They invite you to slow down, breathe deeper, and feel rooted in something older than the road itself.

Each bridge you cross becomes a memory stitched to a place, a season, and a quiet pause. That’s the gift of this journey. Let it unfold at its own pace, with every mile echoing a little more meaning.

For official maps, scenic drive details, and seasonal bridge updates, you can explore Vermont Covered Bridge Society, Vermont Vacation, and Grafton Inn for up-to-date information and trip inspiration.

TL;DR

  • Vermont’s covered bridges offer a dreamy, slow-paced road trip through timeless countryside.
  • The best time to go is early fall, when foliage peaks and bridges are at their most scenic.
  • Include bridges like Taftsville, Emily’s Bridge, and Cornish-Windsor for history and views.
  • Drive scenic routes like Route 100 or Molly Stark Byway for the most bridge access.
  • Use detailed maps and add towns like Stowe or Woodstock for food, fuel, and stops.
  • Stop for cider, jams, and chats with locals to get a feel for real Vermont life.

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This article was made with AI assistance and human editing.

Simon is a globe trotter who loves to write about travel. Trying new foods and immersing himself in different cultures is his passion. After visiting 24 countries and 18 states, he knows he has a lot more places to see! Learn more about Simon on Muck Rack.

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