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A Fall Road Trip Guide Through New England’s Stunning Foliage

A Fall Road Trip Guide Through New England’s Stunning Foliage

If there’s one road trip that feels straight out of a cozy postcard, it’s driving through New England during peak fall foliage. Picture fiery reds, glowing oranges, and golden yellows draped across rolling hills and winding country roads. Add in charming small towns with white-steepled churches, roadside farm stands, and crisp apple cider—and, well, you’ve got a trip that practically plans itself.

So, if you’re dreaming of crunching leaves underfoot and sipping pumpkin-spiced everything, let’s map out the perfect New England fall foliage road trip itinerary.

When to Go

Timing is everything when it comes to fall leaves. Peak foliage in New England usually happens between late September and mid-October, but it varies depending on where you are. Northern states like Vermont and New Hampshire tend to change earlier, while southern parts of Massachusetts and Connecticut peak a little later.

If you’re trying to catch the best fall colors, I’d suggest starting in the north in late September and working your way south into October. That way, you’ll “follow” the colors as they roll down the region.

The Road Trip Itinerary

Day 1-2: Vermont’s Scenic Byways

Start your adventure in Stowe, Vermont. This little ski town turns into a fall paradise. Imagine covered bridges, church steeples, and a backdrop of the Green Mountains lit up in full autumn color. Drive along the Route 100 Scenic Byway, often called one of the best fall foliage drives in the U.S.

Take your time pulling over for photos—you’ll want to stop every five minutes anyway. Don’t miss Moss Glen Falls for a quick hike and waterfall views. If you love sampling local treats, swing by a maple syrup farm or grab some fresh apple cider donuts.

Next, head toward Woodstock, Vermont. This might be the quintessential New England town. White picket fences, tidy little shops, and trees exploding with color make it picture-perfect. Spend the night here if you can—you won’t regret it.

Day 3: New Hampshire’s White Mountains

From Vermont, cross over to New Hampshire’s White Mountains. This area is a showstopper for leaf peepers. The must-drive here is the Kancamagus Highway (locals just call it “the Kanc”). It’s a 34-mile stretch of pure magic—mountain views, rushing rivers, and tree-covered valleys as far as you can see.

Make a pit stop at Sabbaday Falls or the scenic overlooks along the way. If you’re up for more adventure, take the gondola at Loon Mountain for a bird’s-eye view of the foliage. End your day in North Conway, a charming town with shops, cafes, and plenty of cozy inns.

Day 4-5: Maine’s Coastal Charm

Now, let’s mix some ocean views with the foliage. Drive east to the Maine coast. The trees here glow against the backdrop of rugged shoreline—it’s a completely different vibe.

Stop in Kennebunkport for a stroll by the harbor and some fresh lobster rolls (fall foliage plus seafood? Yes, please). Then, head north to Acadia National Park. The park is stunning year-round, but in fall, the contrast between bright leaves and the Atlantic Ocean is unreal. Take the scenic Park Loop Road and don’t miss Cadillac Mountain for sunrise or sunset.

Day 6: Massachusetts & the Berkshires

Circle back south into Massachusetts and spend some time in the Berkshires. This area is full of rolling hills, art museums, and quaint villages. The scenic drive along Route 2, also called the Mohawk Trail, is one of the oldest and most famous foliage routes in New England.

If you like hiking, try Mount Greylock, the highest point in Massachusetts. The views from the top stretch for miles, especially when the leaves are at their peak.

Day 7: Connecticut & Rhode Island (Optional Add-On)

If you’ve got more time, extend your trip into Connecticut and Rhode Island. In Connecticut, Litchfield Hills offer quiet country roads, covered bridges, and plenty of farm stands. Rhode Island, while smaller, has a mix of coastal drives and colorful countryside. It’s a gentle, relaxing way to end your foliage road trip.

Tips for the Ultimate Fall Road Trip

  • Start Early: Scenic roads get busy during peak foliage weekends. Early mornings are quieter and the light is softer for photos.

  • Pack Layers: Fall in New England can swing from sunny and warm to chilly in a matter of hours. A cozy flannel and a jacket will be your best friends.

  • Book Ahead: Inns and B&Bs fill up fast during foliage season. If you want that charming bed-and-breakfast experience, make reservations early.

  • Bring Snacks: Between small-town bakeries, apple orchards, and roadside stands, you’ll definitely want to try local treats. (Pro tip: cider donuts make the best road trip snack.)

  • Don’t Rush: Part of the magic is slowing down, pulling off the road for photos, and just soaking in the atmosphere.

Wrapping It Up

A fall foliage road trip in New England is the kind of adventure that sticks with you long after the leaves fall. It’s cozy mornings with coffee in hand, afternoons on winding roads lined with color, and evenings in small towns that feel like they’re straight out of a movie.

So grab a map, pack your favorite sweater, and hit the road. The trees are waiting—and trust me, they put on one heck of a show.