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September 14, 2021

Vermont Fall Bucket List

Vermont Fall Bucket List

So, you are thinking of visiting Vermont this fall? Vermont is nothing short of spectacular during the fall season. It’s one of those states that makes you want to come back time and time again. Incredibly clean, stunningly beautiful, and friendly, there really isn’t anything about Vermont that isn’t amazing. Honestly, there isn’t a more magical time to visit Vermont than during fall, and there are so many awesome things to do! But what should be on your Vermont fall bucket list?

Vermont Fall Bucket List
 [show]
  • The Basics: 
    • Where Is Vermont?:
    • What Is Vermont Known For?:
    • How Do I Get To Vermont?:
    • When Is Fall Foliage At Peak?:
  • Vermont Fall Bucket List
    • 1. Stay In A Cozy Cabin 
    • 2. Drive Route 100 
    • 3. Have At Least 20 Cider Donuts 
    • 4. Visit Covered Bridges 
    • 5. Drive To The Top of Mt. Mansfield In Stowe, Vermont
    • 6. Try True Vermont Maple Syrup 
    • 7. Visit A Working Farm 
    • 8. Eat So Much Cabot Cheese 
      • Cabot Farmers’ Store
      • Cabot Farmers’ Village Store
      • Prohibition Pig
    • 9. Visit As Many Breweries As You Can 
      • Von Trapp Brewing
      • The Alchemist
      • Fiddlehead Brewing Co
      • Prohibition Pig 
    • 10. Ben & Jerry’s Factory Tour 
    • 11. Take A Hike And Enjoy The Foliage 
      • Quechee – Quechee Gorge 
      • Pittsford – Bald Mountain 
      • Woodstock – Mount Tom 
      • Groton – Owlshead Mountain Trail 
      • Stowe – Stowe’s Pinnacles Trail 
    • 12. Try Some Cider
      • Stowe Cider 
      • Vermont Hard Cider 
      • Boyer’s Orchard And Cider Mill 
    • 13. Enjoy The Foliage From A Ski Lift 
      • Smugglers’ Notch Resort 
      • Stowe Mountain Resort 
    • 14. Have Fun At A Fall Festival 
      • Smugglers Notch Applefest 
      • Stratton Harvestfest Weekend 
      • Wagon Ride Weekend – Woodstock 
      • Stowe Foliage Art Festival 
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The Basics: 

Where Is Vermont?:

Vermont is in the northeastern United States, and is known for its natural landscape. Part of the New England region, Vermont is the only state in New England that does not touch the Atlantic Ocean. 

What Is Vermont Known For?:

It’s known for being home to more than 100 19th-century covered wooden bridges, as well  as being a major producer of maple syrup.

How Do I Get To Vermont?:

Air: The largest airport is in Burlington, Vermont. They service major air carriers including JetBlue, United, American Airlines, and Delta. 

You will need a rental car. 

Drive: Vermont is an easy road trip for much of the east coast. I highly recommend visiting this way because you need a car to get to all of the awesome things Vermont has to offer. 

When Is Fall Foliage At Peak?:

This differs every year but typically the first and second week of October are peak for foliage in Vermont. 

Vermont Fall Bucket List

1. Stay In A Cozy Cabin 

Is there a better way to enjoy your fall trip to Vermont? Nope! Just imagine a homey log cabin, flannel, a steaming cup of coffee in the morning, and a crackling cozy fire at night. Perfect, right? I love these options: Dream Log Cabins, Cozy Rustic Cottage,Rustic Retreat.

2. Drive Route 100 

Running along the eastern edge of the Green Mountains, the Scenic Route 100 Byway is located in south-central Vermont. It’s been recognized as one of the most scenic routes in New England, and for good reason. This route is particularly scenic during the fall season and the foliage is epically gorgeous. 

3. Have At Least 20 Cider Donuts 

There are many options for cider donuts in Vermont, but arguably the best can be found at Cold Hollow Cider Mill. 

  • 3600 Waterbury Stowe Road, Waterbury Center, Vermont 05677
  • Daily 8 am – 6 pm

In case it needs to be said – DO NOT skip cider donuts especially at Cold Hollow Cider Mill. 

4. Visit Covered Bridges 

There are more than 100 19th-century covered bridges in the state of Vermont. Historic, beautiful, and unique some of these bridges date back to 1820. 

5. Drive To The Top of Mt. Mansfield In Stowe, Vermont

Another great scenic drive is Stowe Mountain Toll Road. 

Vermont Fall Bucket List
  • Cost: $33 for the two people and 2 dogs
  • They accept both cash and cards
  • Dogs are allowed at the top parking lots as long as they are on a lead 

The drive itself is gorgeous and takes about 20 minutes to arrive at the top with a max speed of 15 mph. Once you reach the 3rd parking lot at the Mount Mansfield Visit Center it’s an easy 5 min walk to gorgeous 360-degree views. 

Check Out: Stowe, Vermont: A Charming New England Fall Day Trip

6. Try True Vermont Maple Syrup 

Did you know that Vermont is the nation’s leading producer of maple syrup, the state produced more than 2 million gallons last year. So, you’ve gotta try some maple syrup during your fall trip to Vermont. Spring is the season to visit sugar houses but you can still purchase pure Vermont maple syrup during fall. 

Check Out: 

Sugarbush Maple & Cheese Farm – 

  • 591 Sugarbush Farm Rd, Woodstock, VT 05091

7. Visit A Working Farm 

Check out Shelburne Farms. It’s a nonprofit educational organization that inspires  learning for a sustainable future. The farm is  located on a 1,400-acre, that include:  forest and National Historic Landmark along the shores of Lake Champlain, on the ancestral land of the Abenaki.

  • 1611 Harbor Rd
  • Shelburne, VT 05482
  • Find more HERE
Vermont Fall Bucket List

8. Eat So Much Cabot Cheese 

In case you didn’t know, the famous Cabot Cheese is made right in Vermont. You will find cabot cheese on many Vermont restaurant menus. There are also two retain shops of Cabot products…

Cabot Farmers’ Store

  • 2657 Waterbury-Stowe Road, Waterbury Center, VT 

Cabot Farmers’ Village Store

  • 3075 Main Street, Cabot, VT 05647 

Or have lunch or dinner at…

Prohibition Pig

  • 23 S Main St, Waterbury, VT 05676
  • Find Out More HERE

Prohibition Pig is one of my absolute favorite restaurants, and I love their Cabot mac-n-cheese 

9. Visit As Many Breweries As You Can 

Vermont is craft brewery heaven and you have to visit as many as you can during your fall visit! 

Von Trapp Brewing

  • 1333 Luce Hill RD, Stowe, VT 05671

The Alchemist

  • 100 Cottage Club Road, Stowe, Vermont 05672

Fiddlehead Brewing Co

  • 6305 Shelburne Road, Shelburne, Vermont

Prohibition Pig 

  • 23 South Main Street, Waterbury, Vermont

10. Ben & Jerry’s Factory Tour 

1281 Waterbury-Stowe Road, Vermont Rte 100, Waterbury Village Historic District, VT 05676

Vermont Fall Bucket List

Take a tour of the famous Ben & Jerry’s Factory in Waterbury, Vermont. It’s such a fun experience and you get a free sample at the end of the tour. Don’t forget to try some of these famous crazy concoctions afterward. 

And don’t miss the Flavor Graveyard where retired flavors reside.   

11. Take A Hike And Enjoy The Foliage 

There is no better way to take in all of those fall colors than hiking in Vermont. 

Quechee – Quechee Gorge 

  • 6800 Woodstock Road, Quechee, Vermont 05049 
  • Daily 9 am – 7 pm 
  • Distance: 2.7 Miles 
  • Rating: Easy 
  • Elevation Gain: 200 ft
Vermont Fall Bucket List

Pittsford – Bald Mountain 

  • Distance: 3.3 Miles 
  • Rating: Moderate 
  • Elevation Gain: 849 ft

Woodstock – Mount Tom 

  • Mount Tom via Faulkner Trail 
  • Distance: 4.2 Miles 
  • Rating: Moderate
  • Elevation Gain: 669 ft

Groton – Owlshead Mountain Trail 

  • Distance: 3.2 Miles 
  • Rating: Easy
  • Elevation Gain: 475 ft

Stowe – Stowe’s Pinnacles Trail 

  • Distance: 3.7 Miles 
  • Rating: Hard 
  • Elevation Gain: 1,604 ft  

12. Try Some Cider

There are so many great ciders to try in Vermont, both alcoholic and non-alcoholic. 

Vermont Fall Bucket List

Stowe Cider 

  • 17 Town Farm Lane, Stowe, Vermont, 05672
  • Daily 12-8 pm 

Vermont Hard Cider 

  • 1321 Exchange St, Middlebury, VT 05753
  • Wed-Fri: 11 am – 5 pm, Sat-Sun: 11 am – 6 pm 

Boyer’s Orchard And Cider Mill 

  • 1823 Monkton Rd, Monkton, VT 05469
  • Daily 9:30 am – 5:30 pm 

13. Enjoy The Foliage From A Ski Lift 

To get a different perspective, marvel at the red, orange, and yellow leaves from the sky (or closer to it). Check out the foliage from one of these awesome ski lifts – 

Vermont Fall Bucket List

Smugglers’ Notch Resort 

  • 4323 VT-108, Jeffersonville, VT 05464

Stowe Mountain Resort 

  • 5781 Mountain Rd, Stowe, VT 05672
  • Mon-Fri: 8 am – 4 pm, Sat-Sun: 7:30 am – 4 pm 

14. Have Fun At A Fall Festival 

There are so many fun fall festivals in Vermont that you don’t want to miss! Check out…

Smugglers Notch Applefest 

  • Sept 17 – Oct 3rd 
  • Find Out More HERE

Stratton Harvestfest Weekend 

  • Oct 9-11
  • Find Out More HERE
Vermont Fall Bucket List

Wagon Ride Weekend – Woodstock 

  • Sept 9-10 
  • Find Out More HERE

Stowe Foliage Art Festival 

  • Oct 8-10
  • Find Out More HERE

There are so many amazing things to do in Vermont in fall! No matter what you end up doing on your fall trip to this gorgeous state, you can’t go wrong. Have you been to Vermont in fall? What was your favorite? 

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Posted In: New England, United States · Tagged: Bucket List, Fall In New England, Fall Travel, New England, United States, 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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October in Acadia is Disney World busy. Most peopl October in Acadia is Disney World busy. Most people lose the day to it because they do things in the order the map suggests, not the order the crowds do.

So steal my one fall day in Acadia. This is the one fall day I’d plan for a friend: sunrise from the cliffs instead of the summit, one real hike before 9, east side or quiet side, your pick, out of the park when it peaks, tide pools in the afternoon, and a sunset nobody else is at.

Every date, reservation window, and closing is in the Acadia & Bar Harbor In Fall guide in 16 pages, $27, written after six months on the island.

Comment 🍁 FALL 🍁 and I’ll send you the link! 

Happy Adventuring! 😁
Everyone books Cadillac for sunrise. While I under Everyone books Cadillac for sunrise. While I understand why, if you don’t get that reservation, I promise there are other amazing spots to see sunrise at Acadia! 

My personal favorite: Otter Cliffs. Park at Otter Point, walk two minutes on Ocean Path, and you’re standing on 110 feet of pink granite with the Atlantic doing the whole show below you. 

No $6 reservation, no 10 am refresh two days out, no line of headlights up the summit road at 5:30. Just you, the rocks, and whoever else figured this out, which in October is almost nobody.

The light hits the cliffs from the side instead of coming up over a parking lot. Dogs on leash are fine on Ocean Path. Bring the headlamp and a real jacket; the wind off the water in the dark is a different temperature than the forecast said.

Sunrise is around 6:30 right now and slides toward 7 by late October. Be there at least 20 minutes early, and take it from someone who is always racing the sun, 30 mins early is even better. The 10 minutes before the sun clears the horizon are the ones you’ll remember the most, I promise 🌅☀️

☀️ Save this for your Acadia trip ☀️
🌲🦉 Targhee National Forest, Idaho side. The stretc 🌲🦉 Targhee National Forest, Idaho side. The stretch between West Yellowstone and everything else, which most people do at 65 with the cruise on.

We turned onto a dirt road at sunset because that’s the whole point of living the lifestyle we do. But to be totally honest, we’ve been doing this since our 3rd date. 

Skies like this, the back side of the Tetons, and a Great Gray Owl sitting in a field watching. 

You don’t need a reservation for this. You need to slow down on the way to the famous thing.

✨Save it for your next Yellowstone drive✨
🍁🍂 Some of my favorite days are never the perfect 🍁🍂 Some of my favorite days are never the perfect ones.

This one started with the Artists Bluff hike, coffee, and a pup cup for Bama. Then we put on something moody and drove the Kancamagus straight into the fog.

You couldn’t see a thing from the overlooks. No sweeping views. No postcard-perfect October day. Just gray skies, wet roads, and Bama beside me.

And somehow, it’s still one of the best days I ever had in the White Mountains.

Bama’s been gone since 2020 🐾🪽, but I think about that drive more than almost any bluebird day since. Maybe because the day wasn’t perfect. It was just ours.

7 New England autumns taught me this: fog isn’t ruining the mountains. It IS the mountains. Embrace it. 

The postcards are the exception. In October, the Whites can be gray, moody, wet, and ridiculous in the best way. The road itself is worth the drive, 34 miles of color in layers, neon maples against the gray, and empty pullouts because everyone else is waiting for the fog to burn off.

It usually does by 10. Don’t wait for it.

Fill the tank in Lincoln. There’s nothing for 34 miles, and the fog does not care about your gas gauge.

🍁✨🍁 Save this for October. 

🍁 For the full six-state route, closure dates + Google Map Companion for when your signal drops, comment LEAVES
I lived in New England for 7 years, and every Octo I lived in New England for 7 years, and every October I watched people make the same mistakes.

Wrong direction. Too many towns. A gate closed 3 days before arrival. And that one farm photo everyone swears you can still get…except you can’t.

Every year I also had a handful of visitors who wanted to see this town or go to that festival in the fall, and I’ve explored SO many of them. Fall was my favorite in New England

So I made the version I’d actually hand a friend or tell them over coffee, because that’s why I do here 🍁🧡

🍁 A six-state clockwise route
🍁 7-day + 10–14 day itineraries
🍁 2026 closures + reservation windows in one place
🍁 Dog-friendly stops (and the four that absolutely are not)
🍁 What to do when your trip slips a week and the mountains have already moved on

🍁✨Plus a Google Map companion with every stop, because “no service” and “where the hell are we?” tend to arrive together.

The Ultimate New England Fall Road Trip Guide is 19 pages of all of the best New England has to offer in the fall. 

🍁🍂 Comment LEAVES and I’ll send you the direct link.
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