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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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Everyone does Mount Desert Island - -> Want to esc Everyone does Mount Desert Island - -> Want to escape the crowds at Acadia? Go here instead…

Almost nobody drives the hour out to the Schoodic, the only part of Acadia on the mainland, and it got under 10% of the park’s 4 million-plus visits last year. Their loss.

Same pink granite, same crashing surf, a fraction of the people. And here’s the part that got me: from Schoodic Point you watch the sun set behind Cadillac Mountain, so you’re seeing Acadia from the outside. 

Ya know what else that means? No Cadillac reservation, no parking war, your park pass gets you in, and it’s entirely dog-friendly since the no-dogs trails are all back on the island.

✨Save this for your Acadia trip. What’s the most underrated corner of a park you’ve found?
Come for a sunset drive at T.R. with me 🌅 Theodore Come for a sunset drive at T.R. with me 🌅 Theodore Roosevelt at golden hour is wild horses in the road, bison under a rising moon, and badlands going pink, and somehow almost nobody’s here to see it.

It’s the most overlooked national park in the country, and after 3 years on the road it might be our favorite. Their loss.

The first photo might be one of my favorites I’ve ever taken. Watching this bison herd just do its thing as the final flicker of light left the park was something I’ll never forget. Even though the smoke swallowed the sunset, it was still a beautiful one! 

Save this for your someday trip, trust me, you don’t want to miss this one! 🦬🐎☀️🌙
kinda chic, if you ask me. Leaving a place better kinda chic, if you ask me.

Leaving a place better than you found it.

Keeping your distance from the wildlife.

Getting up before the sun and complaining about it like you didn’t set the alarm yourself.

Packing the long lens because getting closer is, in fact, not the move.

And somehow still thinking a dusty road, and a questionable gas station coffee counts as a pretty good day.

A little wild.
A little dusty.
Kinda chic.
Kinda feral.

And honestly, I wouldn’t have it any other way. 🦬
6 months on Mount Desert Island taught me this: Ac 6 months on Mount Desert Island taught me this: Acadia is a completely different park depending on the time of year and the time of day 🦞✨ 

Steal my one perfect day at Acadia. 

But to be honest, in my opinion, Acadia deserves 4 or 5, and after six months here, I wrote down the rest for you! 

Comment Guide and I’ll send you a direct link or Comment lobster for the free Bar Harbor/Acadia Cheat Sheet 

If you’ve been to Acadia, what’s the one place you’d tell people not to miss?
Life lately, from the road 🛻 2,500-ish miles. Pen Life lately, from the road 🛻

2,500-ish miles. Pennsylvania in the rearview. Idaho finally under the tires. One truck that had several thoughts about the arrangement, not starting, but 🤷🏻‍♀️ what are ya gonna do? 

Somewhere in Theodore Roosevelt National Park we pulled over because we thought fog was rolling across the prairie. It wasn’t. It was one of the biggest bison herds we’ve ever seen.

We accidentally found the best burger of the trip because that’s how road food works. The ones with the lake view are just showing off.

Targhee and Bridger-Teton quietly reminded us that some of the best places never make the bucket lists.

And then there were the Tetons. We drove all that way and spent most of our visit admiring what can only be described as the concept of mountains through wildfire smoke. We’ll be back when they’re visible.

✅ Another place to call home for a little while.
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