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October 10, 2023

8 Charming Vermont Towns To Visit In Fall

Vermont in the fall means vibrant forests bursting with reds, yellows, and oranges. It means nature, mountains, and all things apple cider. But there is even more to this pristine part of New England that includes historic covered bridges, maple syrup, and an abundance of hiking trails. Vermont has many charmingly beautiful small towns to explore during the fall season. Keep reading for the top 8 Vermont towns to visit in the fall. 

Top 8 Vermont Towns To Visit In The Fall
 [show]
  • Best Time To Visit Vermont For Fall Foliage
  • 8. Burlington
  • 7. Waitsfield 
  • 6. Peacham 
  • 5. Brattleboro 
  • 4. Grafton 
  • 3. Manchester 
  • 2. Stowe *My Favorite*
  • 1. Woodstock *My Second Favorite*
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Best Time To Visit Vermont For Fall Foliage

While peak foliage is different every year, Vermont reliably sees its best fall colors beginning in late September in the northern part of the Green Mountain state. The leaves slowly transition through mid-October in the southern part of the state. 

Check Out the Vermont Fall Bucket List

Top 8 Vermont Towns To Visit In Fall 

8. Burlington

The beautiful lakeside town of Burlington is bustling with outdoor activities and fantastic urban culture. Not to mention, it is surrounded by the most impressive fall foliage. You will find everything from apple picking to art galleries to live concerts in Burlington, there is truly so much to see and do. Check out the long bike path for the perfect place to go riding or take a stroll among the spectacular foliage. Or get a different vantage point and take in the beautiful leaves from the eastern shores of Lake Champlain. 

7. Waitsfield 

If you are looking for a storybook town for your fall foliage escape to Vermont, you will love Waitsfield. Nestled in the Mad River Valley, Waitsfield is located between the Northfield Mountains and Green Mountain Range, and it offers some of the most spectacular fall foliage in Vermont. Waitsfield is also home to some of the Green Mountain State’s famous covered bridges.

This includes the beautiful Pine Brook and Big Eddy bridges. Make sure to take a laid-back stroll along the Mad River Path for truly epic autumn scenes. Take the 9-mile path to the south of the town, where you can feast your eyes on a gorgeous waterfall. As an added bonus Route 100 is the main road through town (backlink to the Guide To Driving Route 100 article in the PLR pack). 

6. Peacham 

Peacham is located in the Northeast Kingdom of Vermont and is filled with quaint cottages and charming stories. Peacham is one of those places where if you’ve been in the fall once, you just keep wanting to come back for more. One of the best ways to explore the town’s most impressive fall trips is catching Peacham’s Fall Foliage Day, usually held in early October (but this varies every year). This is a sleepy small town that is surrounded by epic fall colors. Head to the Peacham Fire Station and explore the field behind the station. You can enjoy the magnificent foliage views from any one of the hills, gorgeous mountains, or rolling fields.

5. Brattleboro 

If you are looking for a quintessential Vermont experience, you will absolutely love Brattleboro and its location in the middle of vibrant and flourishing forests.  The town offers many fall experiences and activities. There are several amazing hikes and walks through the gorgeous forests, and rolling hills, or you can visit one of the beautiful historic farms that surrounds the town. If you are looking for magnificent vistas and amazing wildlife you’ve come to the right place. Make sure to check out Pisgah State Park, and Mount Wantastiquet, to get panoramic views of the town and the river valley during your time in Brattleboro. 

4. Grafton 

In the rolling hills of southern Vermont, you will discover the must-visit town of Grafton. Fall in Grafton means gorgeous foliage, rich history, incredible dairy, and a fantastic art scene. There is so much to experience during the fall thanks to the spectacular nature that surrounds the town. This includes beautiful gardens and hiking trails leading to stunning forests and parks. Start your adventure at the Grafton Trails & Outdoor Center where you can enjoy over 2,000 acres of natural beauty bursting with fall colors. Make sure to visit the Nature Museum to enjoy some of the most breathtaking fall views in Grafton.

3. Manchester 

You will find Manchester nestled in the southern Great Mountains, the town offers some truly spectacular fall foliage, as well as fall activities. The entire town is surrounded by mountains, making it a perfect leaf-peeping paradise. The picturesque rolling hills offer a magnificent display of vibrant colors, and beautiful trails with 360-degree views of the Green Mountains, the Manchester Riverwalk, and the Taconic Mountains. Of course, you do not want to miss the seasonal favorites cider donuts, apple pies, or pumpkin-inspired desserts.

2. Woodstock *My Second Favorite*

Do you want to feel like you’ve walked into an episode of Gilmore Girls? How about Practical Magic or a Halloween Hallmark movie? Welcome to charming Woodstock, a town offering the quintessential fall experience. From the historic Billings Farm & Museum to the Marsh-Billings Rockefeller National Historic Park there is no shortage of things to do in Woodstock.  Fall is the perfect time to see Mount Tom ablaze in beautiful colors, and there is no better way to experience foliage than hiking this mountain. Don’t forget to stop a few of the town’s idyllic-covered bridges along the way. 

1. Stowe *My Favorite*

Located on the slopes of the state’s highest peak, is the picturesque village of Stowe – the perfect spot for a fall getaway. Plan your trip from late September to mid-October and enjoy the town’s colorful blanket of leaves while grabbing some fantastic cider donuts at the famous Cold Hollow Cider Mill. Stowe is brimming with vibrant colors and breathtaking views. The village of Stowe boasts over 45 hiking trails and over 65 miles of biking trails to allow for an epic fall adventure. Make sure to drive through Smuggler’s Notch for the amazing foliage views. 

To read more about Stowe check out my Stowe Vermont: A Charming New England Day Trip

Whether you want to explore Vermont’s great outdoors, shop in charming small towns, or learn about the rich history of the quintessential Green Mountain State, you will surely leave a small piece of your heart in Vermont during the fall. With brilliant foliage, quaint B&Bs, covered bridges, and panoramic mountain views the Vermont towns listed above truly exemplify everything the region has to offer.

Have you been to Vermont? Which of these small towns is your favorite?

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Vermont| Vermont Fall| Best Vermont Towns| Best Vermont Towns Fall| Fall Travel| Fall Travel Guide| Charming Towns Vermont| 8 Can't Miss Towns| The Most Charming Towns To Visit In Vermont This Fall

Posted In: New England · Tagged: Fall, Fall Colors, Fall Travel, Fall Travel Guide, New England, Vermont

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Hi! I'm Vanessa, a 30 something, sunset chasing traveler. I'm here to inspire you to travel wherever, whenever, and with whoever you can. My Huskies, Loki and Freya are usually along for the ride. I have a soul that likes to wander, a desire to experience the unknown, and a curiousity to discover things off the beaten path. I hope you'll stick around for awhile!

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I stayed in Bar Harbor for six months and I still I stayed in Bar Harbor for six months and I still got my first Acadia October wrong. 😅

Here’s what nobody tells you: One facility at a time, across the back half of October closes down for the season. The shuttle goes first. Then campgrounds. Then Jordan Pond House. Then the visitor center. And suddenly all that gorgeous foliage has arrived…along with some closed doors.

If you don’t know the order, you can spend your day driving Park Loop Road desperately hunting for parking and never actually getting out of the car.

Trust me. I’ve done it. 🤦🏻‍♀️

Know the schedule, though, and you get the perfect fall version of Acadia: low golden light, fewer tour buses, fall color, and Cadillac Mountain reservations disappearing by the end of the month.

So I wrote it all down.

Sixteen pages. Every 2026 date verified. Foliage timing (and the best way to track it), the full closing calendar, where the light hits, what’s still open after October 25, 3 different itinerary suggestions, and how to do it all with a dog.

Going to Acadia this fall? This is the guide I wish I’d had the first time. 🍁

Comment FALL and I’ll send you the link to both the blog post and the guide. 🍁🧡🍁
They’re called red dogs, and you can actually watc They’re called red dogs, and you can actually watch them stop being one.

Bison calves are born bright cinnamon-orange, nothing like the dark brown adults. They’ve been called “red dogs” for generations because, well…look at them. 😂

Every one of these was photographed the same evening in Lamar Valley. The bright ones are younger. The darker calves are already changing, brown faces and legs, that shoulder hump starting to come in.

Same herd. Same evening. Calves born weeks apart.

By fall, you won’t be able to pick them out.

And because Lamar during calving season turns everyone into an amateur wildlife photographer: 25 yards. A cow with a calf is not the time to test how fast you can run.

Zoom lens. Not zoom feet.

📍 Lamar Valley, Yellowstone National Park 🦬
Acadia has 45 miles of roads where cars are absolu Acadia has 45 miles of roads where cars are absolutely not invited.

And honestly? More national parks should take notes.

John D. Rockefeller Jr. built Acadia’s carriage roads between 1913 and 1940 because he wanted to explore Mount Desert Island without sharing it with automobiles. Crushed stone, 17 stone-faced bridges, roads carefully curved around the landscape instead of bulldozing through it.

Basically: a billionaire built the world’s prettiest bike path and we all get to use it. Cool.

🚲 Class 1 e-bikes permitted 

Eagle Lake is the classic - about six miles around the water, with views that fully justify the hype.

But Witch Hole Pond is my favorite. Smaller, quieter, marshy, beaver-y, and usually a whole lot less “excuse me, are we all stopping here?”

And if you really want to get away from the crowds, head out on the quieter side of the carriage road system.

Rent a bike in Bar Harbor and go.

I highly recommend @coastalkayakingacadiabike they rent bikes specifically for exploring Acadia’s carriage roads and can help you figure out what route (and what bike) makes sense for your day.

It’s one of the best things to do in Acadia that doesn’t require a reservation, a permit, or a 4am alarm.

Just a bike, some crushed gravel, and 45 miles of “wait…why doesn’t every national park have this?”

Save this for your Acadia trip. 🚲
I’ve been to 22 national parks, which is obviously I’ve been to 22 national parks, which is obviously enough to have strong opinions and not enough to be an official National Park expert. 

So naturally, I ranked them.

These are my completely unscientific national park rankings, based on scenery, dogs, road-trip vibes, questionable decisions, and how personally offended my knees felt afterward.

Basically, I’ve spent a lot of time driving around the country looking at rocks, wildlife, mountains, and occasionally wondering why I thought that hike was a good idea.

And if you’re a fellow millennial who plans trips around national parks, takes the scenic route on purpose, and thinks a good road trip is a perfectly reasonable personality trait…

Hi 👋🏻 We should probably be friends. 🥾🏕️
Unpopular opinion: Bryce is better than Zion, and Unpopular opinion: Bryce is better than Zion, and I am fully prepared to defend this position 😂🏜️

Everyone books Zion. It’s the one on the list. The one your coworker did last spring. The one with the 7am shuttle line, the permit lottery, and the hike everyone has the same photo from.

It’s incredible. It’s also basically a logistics internship.

Bryce? You just drive there.

Pull over. Walk 20 feet. And suddenly you’re standing over thousands of hoodoos glowing orange and pink as the light moves across them.

If I had one day:

→ Sunrise Point for sunrise. Yes, the name is that literal.

→ Sunset Point later in the day. Same amphitheater, completely different light.

→ Wall Street + Queen’s Garden. The one to do. You drop into the hoodoos instead of just looking at them. Under three miles and wildly worth it.

→ Bryce Market & Grocery for lunch. Not fancy. Actually good. And you don’t have to drive 40 minutes for food.

I’ll give Zion the hiking variety. And nothing at Bryce touches the Narrows ir Angels Landing…

But if you want to stand somewhere that looks like the planet got bored and started making things up?

Bryce. Every time.

Tell me I’m wrong. 🧡

📍 Bryce Canyon National Park, Utah
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