You know that feeling when you realize some of the best stories you’ll ever hear come from the passenger seat? Not from a high-speed chase or a wild detour, but from slow, scenic stretches where the world feels softer and you don’t have to yell over the wind. Vermont understands this.
So, if you’re planning a road trip that won’t leave your knees plotting revenge, I’ve got you. Seven drives, each with its own quirks, conversations, and a promise that you’ll see (really see) the Green Mountain State.
These drives aren’t about speed records: think two to four hours behind the wheel, with plenty of built-in pauses for coffee, bathroom breaks, and staring contests with cows. Buckle up, friend. We’re doing Vermont the way it deserves: with time, laughter, and zero tolerance for backseat driving.
1. Scenic Route 100 Byway

Have you ever tasted cider so fresh it makes you question your loyalty to coffee? The Route 100 Byway dares you. This isn’t some adrenaline-laced trek. It’s a gently curving ribbon through small towns like Stowe and Waterbury, where even the trees look like they’re showing off just for you.
Picture this: You and your favorite co-pilot arguing over which Ben & Jerry’s flavor reigns supreme (it’s Cherry Garcia, obviously), then ducking into Cold Hollow Cider Mill for a donut that’s somehow both a snack and a memory. Every corner here nudged you to slow down, notice the barns, and let nostalgia do its thing.
Even if your knees rebel at the thought of hiking, you’ll find plenty of places to pull over, stretch, and let your eyes (and tastebuds) wander. Vermont’s version of Main Street isn’t about the destination; it’s about savoring the drive, the company, and maybe a second cider. Who’s judging?
2. Lake Champlain Byway

Let’s be honest: sometimes, the only water you see on a road trip is that bottle rolling under the seat. Not here. Lake Champlain Byway practically hands you a front-row ticket to shimmering blue water and mountain silhouettes that’ll make your phone’s camera try its absolute best.
Burlington’s energy feels infectious but never overwhelming. Grand Isle State Park gives you that quiet, feet-in-the-grass pause, while the ECHO science center lets you press every button like a curious kid. My aunt once insisted she spotted a lake monster: champ, the local legend. I’m still not convinced, but those sunsets could make a believer out of anyone.
This drive isn’t about racing the clock. It’s for letting conversations drift, windows cracked, and realizing that sometimes the best adventure is a bench by the water, watching the world float by. No monsters required, unless you count the ducks.
3. Molly Stark Byway

Ever met a road that feels like it’s whispering stories? Molly Stark Byway isn’t just a stretch of pavement. It’s the 48-mile equivalent of a well-loved history book: dog-eared, a little proud, and full of character.
Bennington’s Battle Monument looms like an old family photo you can’t quite place but feels familiar. My neighbor once drove here because his wife loved Grandma Moses’ paintings; he came home quoting museum labels, completely enchanted. Even the valleys seem to remember every picnic, every argument, every truce made over pie at a roadside diner.
This isn’t a marathon. It’s a gentle, winding affirmation that small towns, quiet hills, and a dash of Vermont’s stubborn heart make even the shortest drive feel like a chapter you’ll want to reread. Go ahead: roll down the window, wave at strangers, and listen for the stories between the radio songs.
4. Mad River Byway

Let me guess: you think bridges are just for getting from point A to point B? Not on the Mad River Byway. Here, covered bridges aren’t shortcuts; they’re time machines. You half-expect a horse-drawn carriage or maybe your younger self popping out, waving a maple candy.
Waitsfield and Warren are towns where locals remember your name, or at least your dog’s. The air smells like wood smoke and possibility. Sugarbush Resort peeks over the hills, making even non-skiers feel like champions (or at least excellent hot cocoa drinkers).
This drive isn’t about checking off stops. It’s about chasing light across valleys, arguing about the best bridge, and letting the landscape invite you to linger just a little longer. Who knew Vermont’s best souvenirs could be as simple as a bridge shadow on water?
5. Green Mountain Byway

You know those Instagram feeds that make real life seem beige? The Green Mountain Byway is the original filter. You’ll catch yourself staring at meadows, barns, and forests, then realize you haven’t even touched your camera because real beauty just feels better unfiltered.
This byway is a quick 11-mile stretch between Waterbury and Stowe (think: small-town warmth with zero pretension), proof that wonder doesn’t need to come with a long-haul commitment. Birdwatchers and leaf-peepers coexist, making up names for every hill and cloud. Cambridge pops up just when you think you’ve seen every shade of green; spoiler, you haven’t.
Once, my best friend and I counted cows for miles, convinced we’d discover a rare Vermont zebra. No luck, but we did find pie, laughter, and those small, perfect moments that outshine any souvenir. This route insists on wonder, one gentle curve at a time.
6. The Shires of Vermont Byway

Ever needed a place to just exist without anyone asking what’s next? The Shires of Vermont Byway gently hands you that gift. Wind your way from Bennington to Manchester, where the air smells like old books and possibility.
The Southern Vermont Arts Center is the sort of escape that reminds you creativity isn’t a young person’s game. One man I met sketched wildflowers for hours, smiling like he’d found a secret portal. History buffs will find themselves sidetracked by tales of early settlers, while the countryside begs you to stay longer than planned.
There’s no rush here. You can wander, pause, and sip your coffee slowly, feeling the world quiet down around the edges. Sometimes, the best answer to “What now?” is “This. Just this.”
7. Northeast Kingdom Byway

Here’s the truth: If you want crowds, head anywhere else. Northeast Kingdom Byway is less a road, more an exhale. The lakes here (Willoughby, Memphremagog) are so still, they reflect the sky like it’s showing off just for you.
My favorite Vermont memory? A picnic off the beaten path, wildflowers everywhere, not another car in sight. St. Johnsbury and Newport hang back quietly, letting the land do the talking. Some swear the air feels cleaner here; I believe them.
The Northeast Kingdom doesn’t beg for attention. It offers solitude; the kind that’s both a little lonely and deeply healing. Sometimes, the best road trips are the ones that remind you how much you like your own company.
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