Vermont in the fall is pure magic. If you’ve never been, you’re in for one of the most unforgettable travel experiences in the U.S. Picture winding roads blanketed with fiery foliage, quaint villages bursting with autumn charm, and the aroma of cider donuts in the crisp air. Whether you’re seeking scenic drives, charming small towns, or outdoor adventures, fall in Vermont delivers in spades.
I’ve visited Vermont multiple times in autumn, and every time feels like stepping into a postcard. From the golden hills around Stowe to the artsy vibes in Burlington, there’s something for everyone. And let’s be honest—there are few things more satisfying than sipping warm apple cider while watching the leaves dance in the breeze.
In this guide, you’ll discover the best things to do in Vermont in the fall—from must-see leaf-peeping routes and hidden-gem farms to cozy cafés and family-friendly festivals. I’ll also share personal tips, first-hand experiences, and direct links to official sources so you can plan your adventure like a pro.
Whether you’re planning a weekend getaway or a full week-long road trip, this travel guide covers it all.
Table of Contents
Top Reasons to Explore Things to Do in Vermont in the Fall
The Magic of Vermont’s Autumn Colors
Fall in Vermont is nothing short of spectacular. Each year, thousands of visitors are drawn to its vibrant display of red, orange, and yellow foliage that sweeps across the state’s dense maple forests. I’ve personally experienced this transformation several times, and it still feels surreal. You don’t just see fall here—you feel it.
The real secret behind Vermont’s unforgettable foliage? The state has the highest percentage of maple trees in the U.S., which is why the colors are so intense and long-lasting. Add to that the rolling hills, reflective lakes, and historic towns, and you’ve got one of the most scenic backdrops in North America.
The peak foliage season usually runs from late September through mid-October, but it varies depending on elevation and location. Northern and mountainous areas turn first, followed by the central and southern valleys. For the best real-time info, I always use the Vermont Department of Tourism’s Foliage Tracker.
Crisp Weather and Cozy Vibes
While the foliage steals the show, the weather deserves its own round of applause. Days are typically mild—hovering between 55°F and 65°F—while nights drop just enough to justify a warm flannel, hot cider, and a cozy blanket. Whether you’re hiking or just relaxing on a porch, the crisp air enhances every moment.
One of my favorite memories was staying in a rustic cabin near Killington. Each evening, we’d light a fire, sip on local craft beer, and watch as the hills across the valley glowed with sunset colors. It’s that blend of natural beauty and cozy living that makes Vermont in the fall so uniquely special.
Things to Do in Vermont in the Fall: Explore Stowe – Vermont’s Autumn Jewel
Gondola Rides at Mount Mansfield
If you’re looking for a top-tier fall activity in Vermont, take the gondola ride up Mount Mansfield in Stowe. It’s not only the highest peak in the state but also one of the most breathtaking spots to view the foliage. I remember gliding silently over golden treetops, with the entire valley unfolding beneath me. It’s like soaring over a sea of fire and gold.
Once at the summit, you can hike the Cliff Trail for even more jaw-dropping views or simply enjoy the panorama from the observation deck. There’s also a lodge where you can grab a snack or warm drink—perfect for catching your breath and soaking in the moment.
Tickets often sell out during peak foliage weekends, so I recommend booking in advance through Stowe Mountain Resort. Gondola rides operate daily during fall, weather permitting.
Best Waterfalls in New England: Your Ultimate Guide to the Most Scenic Waterfalls and Hikes
Scenic Drives on Smugglers’ Notch Road
Smugglers’ Notch, or Route 108, is one of Vermont’s most iconic drives—and an absolute must during fall. The road weaves tightly through the mountains, offering intimate views of massive boulders and flame-colored forests. I’ve driven it multiple times, and every trip feels like entering a hidden world.
What makes this route special is how close you get to the foliage. In some places, branches nearly touch your car windows, while in others, the road opens up to sweeping views of the valley below. Go early in the morning to avoid traffic, and don’t miss the scenic pull-offs along the way.
Local tip: This road closes in winter due to heavy snow, so fall is your last chance of the year to drive it.
Local Eateries & Craft Breweries
Stowe isn’t just about scenic views—it’s also a foodie’s paradise, especially in the fall. One place I always stop is Idletyme Brewing Company. Their seasonal pumpkin ale pairs perfectly with a cozy evening, and their Vermont cheddar soup is unforgettable.
For breakfast, head to Butler’s Pantry. Their homemade pancakes with local maple syrup are out of this world. Another gem is Cold Hollow Cider Mill, just outside of town. Their cider donuts are warm, sugary, and a fall tradition you shouldn’t skip.
Reservations are highly recommended, especially on weekends when leaf-peepers flood the area.
Things to Do in Vermont in the Fall: Discover Woodstock – A Perfect Fall Town
Stroll Through Sleepy Hollow Farm
Sleepy Hollow Farm in Woodstock might just be Vermont’s most photographed spot in the fall—and once you see it, you’ll understand why. Nestled at the end of a winding dirt road, this private estate captures everything you love about autumn: a red barn, rolling hills, stone fences, and a backdrop of blazing foliage.
Although it’s privately owned (and visitors are reminded not to trespass), the best view is right from Cloudland Road. I recommend arriving at sunrise—the early morning mist adds a magical, ethereal touch to your photos. Be mindful of where you park, as this is a residential area. GPS can guide you directly—just search “Sleepy Hollow Farm Woodstock” on Google Maps.
Photography tip: Bring a tripod and polarizing filter for the best results. Golden hour just after sunrise or before sunset is perfect for soft, glowy shots.
Visit Billings Farm & Museum
Billings Farm & Museum is a must-stop for anyone exploring things to do in Vermont during the fall—especially if you’re traveling with family. This working farm and heritage museum offers an authentic glimpse into Vermont’s agrarian history.
During fall, the farm hosts seasonal events like cider pressing, corn mazes, and harvest festivals. Kids can pet goats, meet dairy cows, or take a hayride around the fields. I visited during their annual Harvest Weekend and got to churn my own butter—trust me, it’s harder than it looks!
Adults will appreciate the exhibits on 19th-century farming, and the on-site shop sells incredible cheeses made right at the farm. It’s educational, interactive, and downright charming.
📍Billings Farm & Museum Location
Map Link + Photography Tips
Want to plan your photo walk like a pro? Besides Sleepy Hollow Farm, check out:
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The Middle Covered Bridge
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Elm Street’s historic homes
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The Woodstock Inn’s ivy-covered facade
Bring a wide-angle lens to capture sweeping fall vistas, and keep your camera handy—around every corner in Woodstock is a frame-worthy scene.
Fun Things to Do in Southern Vermont in the Fall: Top Seasonal Experiences
Drive the Molly Stark Byway
The Molly Stark Byway, which stretches from Brattleboro to Bennington, is one of the most underrated fall road trips in Vermont. This 48-mile scenic byway meanders through the Green Mountains, past charming villages, covered bridges, and open pastures that light up with color in October.
I recommend taking your time—stop for coffee in Wilmington, explore the historic district in Bennington, and pull over frequently for roadside photo ops. You’ll also pass Hogback Mountain Scenic Overlook, one of my favorite quick stops with panoramic views that span into Massachusetts and New Hampshire.
Local tip: Keep your eyes peeled for farm stands and pumpkin patches along the way. I bought the sweetest honeycrisp apples I’ve ever had from a tiny roadside stall with an honor system cash box.
Hiking at Mount Equinox
If you’re up for some outdoor adventure, head to Mount Equinox in Manchester. It’s one of the tallest peaks in southern Vermont and offers multiple hiking trails with jaw-dropping fall foliage views.
The hike to the summit is moderate to strenuous, but the reward is worth it—on a clear day, you can see the Taconic and Green Mountain ranges stretching endlessly across the horizon. Not into hiking? You can also drive up Skyline Drive, which takes you straight to the top.
Bring layers, as it gets chilly at higher elevations, and pack water and snacks. There are picnic areas at the summit, and nothing beats a sandwich with that view.
Fall Events and Harvest Festivals
Southern Vermont shines in the fall with its rich calendar of community festivals. Don’t miss:
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Brattleboro’s Fall Foliage Festival – parades, craft markets, and live music.
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Bennington Pumpkin Festival – a family-friendly event with pumpkin carving contests, hayrides, and cider tastings.
These events offer a genuine slice of small-town Vermont life. During my visit, I stumbled upon a local fiddle performance at a fairground—it wasn’t on the schedule, just spontaneous and heartwarming. That’s the magic of fall in Vermont.
Things to Do in Vermont in the Fall: Must-See Attractions in Burlington During Fall
Church Street Marketplace
Church Street Marketplace in Burlington is a lively, pedestrian-only street that comes alive during fall. Lined with historic buildings, cozy cafés, and artisan shops, it’s a fantastic place to people-watch, shop, and soak in the season.
I recommend visiting on a weekend afternoon when street musicians fill the air with acoustic melodies. Stop by Lake Champlain Chocolates for a hot cocoa or try the maple latte at Kru Coffee. Burlington’s culinary scene is strong, and many restaurants offer seasonal menus packed with local fall ingredients.
Make sure to check out the weekly farmers market—loaded with fresh produce, handmade crafts, and Vermont-made cheeses.
Walk or Bike the Burlington Greenway
The Burlington Greenway, also known as the Island Line Trail, runs along Lake Champlain and offers unbeatable views of both the lake and the Adirondack Mountains. In the fall, the trail becomes a kaleidoscope of colors, making it one of the most peaceful places for a walk or bike ride.
The 7.5-mile path is mostly flat and suitable for all fitness levels. I like to start near Waterfront Park and head north toward the Winooski River Bridge. Bring a camera—you’ll want to stop frequently to take it all in.
Bike rentals are available downtown, and many hotels even offer complimentary bikes to guests.
Sunset at Lake Champlain
There are sunsets, and then there are Lake Champlain sunsets in October. The combination of fiery trees and glowing skies reflecting off the water is simply mesmerizing. I recommend heading to Waterfront Park about 30–45 minutes before sunset. Grab a bench, bring a blanket, and just relax.
This is one of those moments where time seems to slow down. You’ll see locals walking their dogs, kids skipping stones, and couples wrapped in each other’s arms—it’s the kind of peaceful vibe that makes you want to stay forever.
Things to Do in Vermont in the Fall: Best Scenic Drives Across Vermont
Route 100 – The Ultimate Fall Road Trip
If you’re searching for the best things to do in Vermont in the fall, driving Route 100 should be at the top of your list. Often dubbed Vermont’s “Foliage Highway,” this iconic route stretches north to south through the heart of the Green Mountains. It passes through quaint villages, forested hillsides, farm fields, and ski resorts—all painted in brilliant fall colors during peak season.
I’ve done this drive multiple times, and every mile feels like flipping through a glossy fall magazine. The most scenic stretch? Between Waterbury and Wilmington. Highlights include:
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Warren Falls – a quick roadside stop for a waterfall view
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Moss Glen Falls – one of the most photogenic waterfalls in the state
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Plymouth Notch – the historic birthplace of President Calvin Coolidge
Plan at least a full day to enjoy this drive. Bring snacks, your camera, and keep the windows down—there’s nothing quite like the smell of fresh autumn air.
Mad River Valley’s Leaf-Peeping Loop
Another incredible fall route is the Mad River Valley loop around Waitsfield and Warren. This drive is less crowded than Route 100 but offers equally stunning foliage and more hidden gems.
I recommend detouring onto East Warren Road, which winds through farmland and hills with jaw-dropping valley views. Stop by the East Warren Community Market for fresh local snacks or American Flatbread for wood-fired pizza made with Vermont ingredients.
The best part? You’re never far from a scenic overlook, trailhead, or photogenic barn.
Things to Do in Vermont in the Fall: Apple Picking and Pumpkin Patches
Family-Friendly Farms
No Vermont fall itinerary is complete without a stop at a pick-your-own orchard or pumpkin patch. Whether you’re traveling with kids or simply want that perfect fall selfie, these spots offer wholesome, hands-on fun.
Some of my favorite spots include:
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Shelburne Orchards (Shelburne) – Great views of Lake Champlain and warm apple cider donuts.
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Scott Farm Orchard (Dummerston) – Over 120 heirloom apple varieties.
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Green Mountain Orchards (Putney) – Family-owned with wagon rides and apple cider slushies.
Apple picking season usually starts in mid-September and runs through late October. Be sure to call ahead or check their websites for ripening schedules and event info.
Seasonal Treats and Cider Donuts
It’s not just about the apples—fall in Vermont is a full sensory experience, and the local snacks are next-level. After picking apples, grab a hot cider and a fresh donut (coated in cinnamon sugar, of course). Many orchards even press their own cider on-site.
I highly recommend trying:
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Maple creemees (a soft-serve ice cream made with local maple syrup)
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Fresh-pressed cider from Cold Hollow Cider Mill
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Pumpkin everything—muffins, pies, lattes, and even pumpkin beer
Don’t forget to stock up on farmstand goodies like maple candy, local honey, and Vermont cheddar. These make for excellent souvenirs or cozy snacks on the road.
Things to Do in Vermont in the Fall: Covered Bridges and Historic Towns
Visit the Windsor-Cornish Covered Bridge
Covered bridges are iconic in Vermont, and fall is the perfect time to visit them. One of the most impressive is the Windsor-Cornish Covered Bridge, which connects Vermont to New Hampshire and is one of the longest wooden covered bridges in the U.S.
This spot is great for both history buffs and photographers. The bridge itself is picturesque, framed by golden trees and the Connecticut River flowing beneath. There’s parking nearby and plenty of photo opportunities from both ends.
You can also explore Windsor’s downtown—small but packed with local charm. Stop by Harpoon Brewery for a beer and seasonal pretzel with maple mustard.
Explore Manchester’s Charm
Manchester in southern Vermont is another gem that shines during fall. Surrounded by the Taconic Mountains, this historic town offers a beautiful blend of outdoor adventure, luxury shopping, and colonial charm.
Highlights include:
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Hildene, The Lincoln Family Home – A beautifully preserved estate with gardens and walking trails.
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Equinox Preservation Trust Trails – For peaceful woodland hikes.
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Manchester Designer Outlets – Shop while enjoying mountain views.
I recommend staying at one of the historic inns like the Kimpton Taconic Hotel. Their cozy interiors and fireplaces make for the perfect end to a foliage-filled day.
Things to Do in Vermont in the Fall: Vermont’s Top Hiking Trails in Autumn
Camel’s Hump Trail
Camel’s Hump is one of the most iconic peaks in Vermont—and one of the best places to hike during the fall. Located near Waterbury, this rugged summit offers a challenging but rewarding hike that delivers panoramic views of the Green Mountains and beyond.
I hiked this trail last October, and while the climb was tough in spots, the 360-degree view from the top was absolutely worth it. The colors were explosive—reds, oranges, and yellows as far as the eye could see.
There are two main trailheads:
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Monroe Trail (6.6 miles round trip)
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Burrows Trail (shorter, but steeper)
Start early to avoid crowds and bring plenty of water. Layers are essential as it gets windy at the summit.
Quechee Gorge Trail
Nicknamed “Vermont’s Little Grand Canyon,” Quechee Gorge is a must-see natural wonder—especially when framed by fall foliage. This short trail (about 1.3 miles) is ideal for families or anyone wanting a quick but scenic walk.
You can also view the gorge from the bridge on Route 4, but I recommend hiking down to the riverbed for a different perspective. The surrounding trees explode in color during October, making it a photographer’s dream.
There’s a visitor center, picnic area, and even nearby glassblowing studios where you can watch artisans at work.
Things to Do in Vermont in the Fall: Food, Fairs, and Fall Festivals
Vermont Pumpkin Chuckin’ Festival
Yes, it’s exactly what it sounds like. The Vermont Pumpkin Chuckin’ Festival in Stowe is one of the quirkiest and most entertaining events of the season. Every fall, locals and visitors gather to launch pumpkins through the air using homemade trebuchets and catapults. It’s loud, competitive, and totally Vermont.
Beyond the chuckin’, the festival includes:
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Live music
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Food trucks
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Craft vendors
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Family-friendly activities
I attended in 2022, and watching entire families build pumpkin-launching machines together was a blast. It’s a great mix of science, creativity, and pure fall fun. The event typically happens in late September—check the official Pumpkin Chuckin’ website for this year’s schedule.
Brattleboro’s Fall Foliage Parade
Held every October, the Fall Foliage Parade in Brattleboro is a celebration of community, creativity, and all things autumn. Expect marching bands, colorful floats, local school groups, and a crowd dressed in everything from flannel to full-blown scarecrow costumes.
Grab a cider and find a spot early—it fills up fast. After the parade, explore downtown Brattleboro’s galleries and bookstores. This town has a strong arts scene and loads of cozy cafés where you can relax after the festivities.
Where to Find Local Delicacies
Vermont’s food scene thrives in the fall. You’ll find seasonal menus at nearly every restaurant, but here are a few favorites:
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Hen of the Wood (Waterbury or Burlington) – Farm-to-table elegance with a focus on autumn produce.
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Prohibition Pig (Waterbury) – Comfort food and craft beer heaven.
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Simon Pearce Restaurant (Quechee) – Elevated dining with riverside views.
Don’t forget to try locally produced maple syrup, aged cheddar, and the state’s famed cider donuts. Many inns and B&Bs offer homemade breakfasts using these ingredients—you’ll taste the difference.
Best Fall Foliage Routes in New England: Discover the Ultimate Leaf-Peeping Drives
Things to Do in Vermont in the Fall: Photography Hotspots for Fall Foliage
Lake Willoughby Overlook
Located in Vermont’s Northeast Kingdom, Lake Willoughby is a hidden treasure. It’s often called the “Lucerne of America” for its deep, glacial waters flanked by massive cliffs. In the fall, the surrounding mountains erupt in color, reflecting perfectly off the lake.
I suggest visiting the overlook on Route 5A for sunrise or late afternoon light. There are hiking trails nearby, like Mount Pisgah, that offer higher vantage points if you’re up for a short climb.
This area is less trafficked than places like Stowe or Woodstock, so you’ll have more peace and quiet while you shoot.
Jenne Farm in Reading
You’ve seen it in calendars, postcards, and travel books—Jenne Farm is the most photographed farm in New England. Located just outside Woodstock, it’s iconic for its red barns, sloping fields, and perfect rows of trees.
Fall is the best time to visit, especially early in the morning when low fog clings to the valley. Like Sleepy Hollow Farm, it’s private property, but you can photograph it respectfully from the roadside.
Parking is limited, so go early and be respectful of the landowners. Please avoid trampling fields or blocking driveways—let’s keep Vermont beautiful for everyone.
Things to Do in Vermont in the Fall: Insider Tips for Visiting Vermont in the Fall
Best Time for Peak Foliage
Timing is everything. While fall technically begins in late September, peak foliage depends on elevation and location:
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Northern Vermont & higher elevations: Late September to early October
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Central regions like Stowe & Woodstock: Early to mid-October
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Southern Vermont & valleys: Mid to late October
Use tools like the Vermont Foliage Report and local forums for updates. I always build my itinerary around flexible travel windows and aim for weekdays to avoid heavy crowds.
Where to Stay – Cabins vs Inns
When it comes to fall lodging, you’ve got options:
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Cabins & cottages – Great for couples or solo travelers seeking privacy.
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Historic inns & B&Bs – Perfect for charm, gourmet breakfasts, and local insight.
Some of my favorite stays include:
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Woodstock Inn & Resort
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Trapp Family Lodge (Stowe)
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The Pitcher Inn (Warren)
Book early—some properties sell out months in advance for peak weekends.
Local Tips and Off-the-Beaten-Path Ideas
Want to experience Vermont like a local?
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Avoid main highways. Take scenic byways like Route 12, Route 100, or East Warren Road.
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Talk to locals. Vermonters are friendly and often point you toward hidden waterfalls or quiet picnic spots.
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Pack a reusable bottle & snacks. Country stores are few and far between in rural areas.
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Bring cash. Many roadside stands and small farms operate on the honor system.
And above all, slow down. Vermont isn’t a place you rush through—it’s a place you savor.
Things to Do in Vermont in the Fall: Download Your Vermont Fall Travel Itinerary
Free 5-Day Road Trip Plan
Want help planning your trip? I’ve put together a free 5-day Vermont fall itinerary PDF, including:
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Daily destinations and scenic routes
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Restaurant and lodging suggestions
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Top photo stops
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Festival and market dates
Perfect for self-drivers, couples, and families. Just print it or save it on your phone for easy access.
Things to Do in Vermont in the Fall – Conclusion: Why Vermont in the Fall is Unforgettable
There’s something magical about Vermont in the fall. Maybe it’s the way the hills light up in crimson and gold, or how every town seems to slow down and savor the moment. It’s a place where nature, community, and tradition meet—whether you’re leaf-peeping, sipping cider, or simply taking in the views.
As someone who’s experienced it firsthand, I can confidently say: no other fall destination compares. Whether you’re into hiking, festivals, photography, or food, Vermont offers something for every traveler.
So pack your flannel, charge your camera, and hit the road. Your perfect fall escape awaits in the Green Mountain State.
Underrated Towns in Vermont: Hidden Gems Worth Exploring
FAQs
What’s the best month to visit Vermont for fall foliage?
Early to mid-October is generally the best time, though it varies by region and elevation.
Are there any dog-friendly trails in Vermont during fall?
Yes! Trails like Camel’s Hump and Quechee Gorge are pet-friendly—just keep dogs leashed and pack waste bags.
Is Vermont crowded in the fall season?
Popular spots like Stowe and Woodstock can get busy on weekends. Visit midweek or early in the morning to avoid crowds.
What should I pack for a fall trip to Vermont?
Layered clothing, waterproof jackets, hiking boots, and a camera are essentials. Also bring cash for small farm stands.
Can you see the Northern Lights in Vermont in the fall?
It’s rare, but under clear, dark skies, you might catch a glimpse during strong solar activity.
