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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’m not saying kayaking down a river with manatees I’m not saying kayaking down a river with manatees could heal me but I am saying I felt nothing but peace for an entire morning and that’s basically the same thing.

We went on a morning paddle with @tnthideaway and had a great time! This isn’t animal tourism and it’s not a place where they bate animals into coming close, they just know the river well. It was just Brian and I on our tour, which was awesome. 

Wakulla Springs stays in the 60’s year-round which means when it gets cold, the manatees show up. We weren’t sure we’d see them this far north in Florida.

We were wrong. Gloriously wrong.

📍 Wakulla Springs, FL

👋 Hi, I’m Vanessa @thewellwornshoes - a full-time RVer chasing National Parks, dog-friendly trails, and golden hour from the road! I share the hidden gems and real side of life so you can skip the guesswork and get straight to the adventure!
There’s something about floating down the Wakulla There’s something about floating down the Wakulla River that feels like slipping into a dream. 

Spanish moss dripping overhead. Bird song as you drift. A moment of calm that transports you back in time. And if you’re lucky… gentle giants gliding beneath you. 🐚

We paddled the Wakulla River with @tnthideaway and it was just the 2 of us on our morning tour. These guys know the river so well and there is nothing gimmicky or guaranteed. 

No crowds. No chaos. Just you and the wild of Florida.

Save this for your Florida bucket list ✨
📍 Wakulla Springs State Park

👋 Hi, I’m Vanessa @thewellwornshoes - a full-time RVer chasing National Parks, dog-friendly trails, and golden hour from the road! I share the hidden gems and real side of life so you can skip the guesswork and get straight to the adventure!
🎺 Love is in the air…and it’s loud. That’s an elk 🎺 Love is in the air…and it’s loud.
That’s an elk bugle echoing across Trail Ridge Road, equal parts romance ballad and intimidation tactic.

He’s telling every other bull to back off…and every cow that he’s the main character.

👉 During rut (September–October), these guys are amped up. Keep your distance (at least 25 yards, more if you can). 

They may look chill, but nothing says “bad day in the park” like being charged by 700 pounds of antlered attitude.

This is one of my favorite sounds 🔊🔊🔊
Some days your brain just needs a soft place to la Some days your brain just needs a soft place to land…even if it’s only for ten seconds.

So here’s a tiny escape to the shoreline - waves lapping, gulls drifting, and the kind of quiet that makes your shoulders drop without you realizing it. 🌊

It’s funny how a few seconds of ocean sound can trick your whole nervous system into believing life just got a little lighter.
And honestly? I’ll take it.

Where’s your mental getaway spot lately?
After living in Acadia for six months, I can say t After living in Acadia for six months, I can say this with confidence: you haven’t fully experienced Acadia until you’ve driven the Schoodic Peninsula at sunset.

Schoodic is quieter. Wilder. Less polished in the best way. The road hugs the coastline, the spruce trees lean toward the water, and the granite feels untouched, like it hasn’t been posing for postcards all day. 

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And sunset here? Different. The light lingers. The sky softens. The water turns steel-blue and rose all at once. It’s the kind of drive where you roll the windows down, stop talking mid-sentence, and realize this is exactly why you came to Maine in the first place.

If you want Acadia without the crowds, but with all the magic, Schoodic is it. Come for the sunset drive. Stay for the calm. Leave wondering why more people don’t make the extra hour.

Save this for your Maine trip + tell me - are you a sunrise or sunset person?
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