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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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Plot twist: this is Michigan 🌊 I had zero idea Plot twist: this is Michigan 🌊

I had zero idea that Michigan looks like this! These photos look like there from somewhere coastal, somewhere far, somewhere very “travel brochure coded”…but nope - this is Sable Falls and the Grand Sable Dunes on the UP sitting quietly along Lake Superior, minding their business and being absolutely unreal.

Golden sand cliffs dropping into teal water.
Wild mushrooms hidden in moss.
Waterfalls tucked into quiet forest corners.

It felt like finding a secret that somehow everyone missed, including me.

🐾 And if you’re traveling with your four-legged sidekick - the UP is surprisingly dog-friendly! 
Check Out: 
💧Munising Falls Trail 
🏖️ Sand Point Beach 
🏰 Miners Castle, Miners Beach, Miners Falls Trail 
🌿 Sable Falls Trail 

This place? Officially burned into my brain forever. ✨ Save this if Michigan just moved up your bucket list✨

Would you believe this was Michigan? 🧐
Apparently White Sands has excellent acoustics, be Apparently White Sands has excellent acoustics, because Loki took one step onto the dunes and immediately decided it was time for a full-blown concert. 🎤🌬️😂

I came here for quiet desert magic…
Loki came here to unleash his inner wolf-pop-star and tell the entire park about his feelings (which are, apparently, VERY loud).

But honestly? There’s something iconic about watching a husky throw his head back and howl into a landscape this unreal, like he’s trying to answer back to the wind or challenge the moon to a sing-off.

If you ever needed a reminder that traveling with dogs adds a little extra chaos and a lot of personality…here’s Exhibit A.

Save this for your White Sands inspo, especially if you travel with a four-legged drama king 🐾✨
Hopewell Rocks, New Brunswick - where the ocean li Hopewell Rocks, New Brunswick - where the ocean literally rewrites the landscape twice a day

There’s something wild and humbling about standing at the base of these giant flowerpot formations…knowing that just a few hours earlier, this entire place was underwater. 

The Bay of Fundy doesn’t just have tides, it has the highest tides on Earth, and Hopewell Rocks is where you really, truly feel it.

One moment you’re walking on the ocean floor, weaving through arches and towering cliffs carved by water that never stops moving. The next, you’re watching those same rock giants rise from the waves like they’ve decided to stand up straight.

I wandered the pathways, ducked into sea-carved tunnels, let the sun filter through the trees above on the walk down, and tried (unsuccessfully) to wrap my brain around the scale of it all. 

Nature doesn’t mess around here - she’s dramatic, she’s creative, and she definitely knows how to make an entrance.

Hopewell Rocks is one of those places that feels like a postcard until you’re standing right in it.

👉 Save this for your Canada road trip plans - especially if “walk on the ocean floor” is on your bucket list.
Things I struggle with (because social media is de Things I struggle with (because social media is definitely not the full story)…

I love this road life. I love the sunsets and the trails and the quiet mornings with coffee and dogs snoring at my feet…but I’m also a human person with human problems. And pretending everything is perfect? Nah. Not my vibe.

So here are a few things I don’t talk about enough, and the behind-the-scenes stuff that comes right along with the adventures:

👉 I’m constantly fighting the urge to rush to the next place and to slow down
👉 Anxiety loves to crash the party (fun combo: health anxiety and crowd anxiety)
👉Running multiple businesses while living on the road? Love it deeply…but it also means I work way too much and rest way too little - freelancing is also very unpredictable work 
👉 Three dogs on the road? Sometimes magical. Sometimes chaotic gremlin circus
👉 Constantly moving? Turns out…not for us. We learned fast 

Road life can be beautiful and messy at the exact same time, and honestly, that’s what makes it real.

If you’ve got your own “highlight reel vs. reality” confessions… I’m all ears. 💛
I wasn’t planning on chasing a sunset…but Yell I wasn’t planning on chasing a sunset…but Yellowstone had other ideas 🌄🌙

After a long day in the park, I was fully in “get me to dinner and then bed” mode. No golden hour plans. No last-minute viewpoints. Honestly, I wasn’t even looking for magic - I was just looking for snacks.

But then the sky started to change.
Slowly at first…a soft peach glow warming the horizon, like Yellowstone was quietly flipping a switch. And suddenly the whole world shifted. The road ahead turned liquid gold. The ridges went full storybook. 

Wildflowers backlit like they were holding their own tiny lanterns. An elk bugled in the distance like he was the soundtrack. And just when I thought it couldn’t get better, the moon rose into a sky that looked painted.

It felt like Yellowstone leaned over and whispered, “Hey. Stay a minute.”

And of course, I listened.

It’s wild how the best moments are rarely the ones you plan. 

They’re the ones that sneak up on you when you’re tired, a little worn-out, and not expecting anything at all…and then suddenly you’re standing in the middle of a masterpiece.

Save this for your next Yellowstone trip - because this park loves a dramatic finale 🌄🧡 and I’m here for it 😉

📸 Photos taken in 2020 - elk photos taken with @lensrentals Sony FE 200-600mm f/5.6-6.3 G OSS (the light was not my friend but they aren’t awful 🤷🏻‍♀️😆)
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