The Well Worn Shoes

Wanderlust Welcome

  • Home
  • Start Here
    • About
    • Contact
    • Work With Me
    • Disclaimer
    • Affiliate Disclaimer
  • Destinations
    • Canada
    • United States
      • Mountain States
      • North East
      • South
      • Southwest
  • National Parks
    • National Park Guides
    • Is This National Park Dog Friendly?
  • Adventures
    • One Day In
    • Bucketlist Travel
    • Dog Friendly
    • Roadtrips
    • Travel Guides
    • Hiking
  • Digital Nomad Lifestyle
    • Camper Life
    • Honest Reviews: Campgrounds
    • Digital Nomads
  • Shop

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*
    • Like This Post? Pin It For Later

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?

Like This Post? Pin It For Later

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

Get on the List

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!

Join the List

Let's be friends! I know e-mails can suck but mine won't and I promise cute pup photos too!

Connect

Recent Posts

  • Wildlife Watching in Cades Cove: Your Complete Animal Guide
  • Paws on the Trail: The Best Dog-Friendly Hikes in the Great Smoky Mountains
  • The 15 Best Hikes In Utah
  • One Day At Zion National Park
  • Zion National Park Guide

Categories

  • Destinations
  • Tips & Tricks
  • History
  • Adventure
  • National Park Love

Reader Favorites

The Ultimate Salem Fall Bucket List

The First Timers Guide To Grand Canyon National Park

5 Things Not To Miss On Your First Visit To The Grand Canyon

Rocky Mountain National Park Bucket List

On the Blog

  • Destinations
  • Tips & Tricks
  • History
  • Adventure
  • National Park Love

Join the List

The Well Worn Shoes is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to Amazon.com.

Connect

This is your sign to visit one of Pennsylvania’s m This is your sign to visit one of Pennsylvania’s most famous Christmas markets…

This German-style Christmas market has been a Lehigh Valley tradition since 1993, and walking through it feels like stepping into a little European village right here in Pennsylvania.

We browsed handmade goods from over 150 artisans, sampled way too many treats, and soaked in every last bit of that holiday magic.

Don’t forget to grab a hot chocolate as you wander around the lights 😉

If you’re looking for a festive day trip that feels like a mini getaway, this is it.
📍 Christkindlmarkt Bethlehem, PA
The ocean has a way of putting things into perspec The ocean has a way of putting things into perspective, doesn’t it? 

That trip you’ve been saving for “someday”? Book it!! 

The truth is, we figured out how to make this life work not because we had it all planned out (trust me, it wasn’5), but because we finally stopped waiting for permission to start.

Crystal Beach didn’t care that our timing wasn’t perfect. It just welcomed us anyway.

What’s one thing you’ve been putting off until you feel “ready”? 👇
State parks really don’t get the love they deserve State parks really don’t get the love they deserve…and Brantley Lake State Park in New Mexico is proof 🌅

Just outside Carlsbad, this underrated gem serves up wide-open desert views, peaceful lakeside walks, and sunsets that somehow feel dramatic and calming at the same time. It’s quiet, uncrowded, and perfect for slowing down (although I don’t recommend visiting in August like we did 😆). 

Gold hour along the rocky shoreline was my favorite, and blue hour that sneaks up on you in the best way.

Camping here is easy and low-key with spacious sites, and it makes a great base if you’re visiting Carlsbad Caverns or road-tripping through southern New Mexico. Less crowds, more breathing room…exactly why we love state parks.

Have you been here or do you have an underrated state park we should add to the list? 👇
🌲STEAL THIS DOG FRIENDLY DAY IN THE SMOKIES 🐾⛰️ T 🌲STEAL THIS DOG FRIENDLY DAY IN THE SMOKIES 🐾⛰️

The Smokies aren’t the most dog-friendly national park…but with a little creativity? You and your pup can have an incredible day together.

🌫️ EARLY MORNING Cruise Newfound Gap Road at sunrise → 33 miles of misty mountain magic → Dogs welcome in the car for this iconic scenic drive → Stop at overlooks for photos + fresh mountain air

🥾 MID-MORNING Hike Oconaluftee River Trail (3.1 mi, easy) → One of only TWO dog-friendly trails in the entire park → Shaded riverside path perfect for warm days → Watch for elk near the visitor center and make sure your dog is secured if you happen to see any! 

 💦 AFTERNOON Drive to Cherokee for Mingo Falls (0.4 mi, 161 stairs) → 200-ft waterfall on tribal land = dogs allowed! → Best bang-for-your-buck waterfall hike in the area

🐕 LATE AFTERNOON Off-leash time at Gatlinburg Dog Park → Fenced, clean, separate areas for big + small dogs → Let them burn off that trail energy!

🌅 SUNSET End the day at Cades Cove Loop Road → 11-mile scenic loop through open meadows → Golden hour here is chef’s kiss → Watch for deer, turkeys + black bears!

Save this for your next Smokies adventure with the pups 📌
Evolution of a Maine sunrise 🌅 Proof you don’t hav Evolution of a Maine sunrise 🌅 Proof you don’t have to be inside Acadia for Acadia-level magic

This was one of those mornings in Trenton, Maine - the kind where you had to drop someone at the airport early and you’re still half-asleep, expecting nothing more than a quiet start…and then the sky shows up like this. Golden light stretching across the water. The moon still lingering. Ducks skimming the surface like they had somewhere important to be.

We spent all summer calling this little spot home while exploring Acadia, and honestly? Mornings like this were the moments that we won’t forget. 

The reminder that you don’t have to be deep inside a national park to get a view that stops you in your tracks. Sometimes the magic waits right outside your front door, or in our case, the camper steps.

If you’ve ever watched a sunrise that made you feel like time slowed down just for you…I hope this brings that feeling back for a moment 🌞✨

Save this for your next East Coast travel daydream!
Follow on Instagram

Copyright © 2025 The Well Worn Shoes · Theme by 17th Avenue