Vermont Fall Foliage Guide: Scenic Drives, Small Towns & Cozy Stays
- Ryan Jones
- Sep 8
- 7 min read
Why Visit Vermont in the Fall
Vermont is one of the most iconic fall destinations in the Northeast, and for good reason. Each autumn, the Green Mountains transform into a patchwork of fiery reds, blazing oranges, and golden yellows. The crisp air, harvest festivals, and quiet rural character make Vermont the perfect getaway for leaf peepers, couples, and families alike. Beyond the stunning colors, Vermont offers covered bridges, scenic hikes, and charming small towns that capture the essence of New England. Whether you’re seeking a romantic escape, a road trip with friends, or a family adventure, fall in Vermont delivers a uniquely memorable experience.
Best Time to See Vermont’s Fall Foliage
Peak foliage in Vermont typically runs from late September through mid-October, though timing shifts slightly by region and elevation. In the mountains, colors tend to turn earlier, while valleys and southern regions often peak a week or two later. Travelers who plan well can catch brilliant displays over a two-to-three-week stretch by moving north to south or higher to lower elevation. Weather plays a role too—cool nights and sunny days bring out the brightest hues. Because Vermont’s fall season is one of the busiest times to visit, advance planning is essential for accommodations, dining, and popular activities.
Scenic Drives Through Vermont’s Fall Colors
Route 100 – Vermont’s Main Street
Known as Vermont’s “Main Street,” Route 100 stretches 146 miles along the eastern edge of the Green Mountains and offers some of the most iconic foliage views in New England. This north-south highway takes you through quintessential Vermont towns, rolling farmland, and mountain valleys bursting with color. Along the way, you’ll find highlights such as Warren Falls, Waitsfield Village, and the ski towns of Stowe and Ludlow. For the best experience, set aside at least two days to drive portions of Route 100, stopping at farm stands, cider mills, and scenic overlooks. It’s a must for anyone seeking the ultimate Vermont fall foliage road trip.
Green Mountain Byway
Running between Stowe and Waterbury, the Green Mountain Byway is a shorter drive that packs in big scenery. The route winds through picturesque farmland, forested hills, and classic small towns with white-steepled churches. Stops along the way include Cold Hollow Cider Mill, Ben & Jerry’s Factory, and Stowe’s charming downtown. The byway is particularly photogenic during peak foliage, when rolling fields and mountain backdrops glow with color. Pair this drive with a brewery stop or a gondola ride up Mount Mansfield for an unforgettable fall day.
Smugglers’ Notch Pass
One of Vermont’s most dramatic drives, Smugglers’ Notch Pass cuts through narrow mountain passages just outside Stowe. Towering cliffs rise above a winding road lined with brilliant maples, creating one of the most photogenic foliage scenes in the state. In addition to the drive itself, there are several short hiking trails and pull-offs where you can stretch your legs and take photos. The Barnes Camp Loop Trail near the Visitor Center offers accessible boardwalk views of the notch framed by colorful peaks. This 17-mile route is especially popular in early October, so go early in the day to avoid heavy traffic.
Other Notable Scenic Drives
Skyline Drive: A toll road up Mount Equinox near Manchester offering panoramic views of the Taconic and Green Mountains.
Stone Valley Scenic Byway: Runs between Manchester and Poultney, showcasing rural farmland and historic towns.
Hazen’s Notch: A northern route near the Canadian border that features covered bridges, charming villages, and remote foliage views.
Must-Visit Towns for a Vermont Fall Getaway
Stowe – Iconic Vermont Village
Stowe is often considered the heart of Vermont’s fall travel, with its mix of mountain scenery, charming village streets, and endless outdoor activities. Visitors can ride the Stowe Gondola SkyRide for panoramic views, hike the Stowe Pinnacle for a rewarding summit, or wander through boutique shops and cozy cafés in town. The Green Mountain Byway and Smugglers’ Notch Pass are both easily accessible from Stowe, making it a perfect hub for scenic drives. In the evenings, breweries and farm-to-table restaurants add to the experience. Stowe combines adventure with relaxation, making it one of the most iconic fall foliage destinations in the Northeast.
Woodstock – Quintessential New England Charm
Woodstock epitomizes the classic New England village, especially in autumn. Its covered bridges, historic homes, and tree-lined streets make it one of the most photographed towns in Vermont. Highlights include the Woodstock Inn & Resort, Billings Farm & Museum, and nearby Mount Tom, a moderate hike offering sweeping views of the town and surrounding hills. The Middle Covered Bridge, located right in the village, is particularly stunning against a backdrop of autumn leaves. Woodstock’s central location also makes it a convenient base for exploring both southern and central Vermont.
Manchester – Southern Vermont Escape
For those arriving from New York or Boston, Manchester is an ideal starting point for a Vermont fall trip. The town is known for its historic inns, outlet shopping, and proximity to the Skyline Drive up Mount Equinox. Visitors can explore “The Shires of Vermont,” a scenic region stretching between Bennington and Manchester along historic Route 7A. With its mix of outdoor adventure, cultural attractions, and sophisticated dining, Manchester provides a well-rounded introduction to Vermont. Its southern location also makes it an excellent choice for travelers looking to avoid the heaviest foliage crowds further north.
More Small Town Gems
Middlebury: A lively college town with breweries, bookstores, and nearby hiking trails.
Grafton: A historic village with preserved 19th-century architecture and cozy inns.
Brattleboro: Known for its vibrant arts scene and location along the Connecticut River.
Best Outdoor Activities in Vermont During Fall
Hiking for Fall Views
Vermont’s hiking trails are especially rewarding during foliage season, offering panoramic views of valleys painted in color. Stowe Pinnacle is one of the state’s most popular fall hikes, while Mount Tom in Woodstock provides easier access to sweeping vistas. Stratton Mountain Fire Tower, the highest peak in southern Vermont, offers 360-degree views from its summit. Portions of the Long Trail, America’s oldest long-distance hiking path, provide both challenging climbs and accessible day hikes. Whether you’re looking for a casual walk or a strenuous climb, Vermont’s fall hikes are unforgettable.
Classic Fall Farm Experiences
No Vermont fall trip is complete without visiting a local orchard or farm stand. Apple picking, cider sipping, and pumpkin patch visits are staples of the season. Many farms also sell maple products, fresh doughnuts, and seasonal baked goods. Warren, Waitsfield, and the Mad River Valley are dotted with family-run farms that welcome visitors during harvest time. Pairing outdoor activities with farm visits adds a delicious and authentic dimension to a fall getaway.
Covered Bridges & Waterfalls
Vermont is home to over 100 covered bridges, and they become especially picturesque surrounded by fall foliage. Popular stops include the Chiselville Covered Bridge near Sunderland and the Middle Covered Bridge in Woodstock. Waterfalls also shine during fall, with destinations like Moss Glen Falls near Stowe and Warren Falls in the Mad River Valley offering scenic picnic spots. These classic New England icons are perfect for photographers and casual travelers alike.
Vermont Fall Festivals & Events
South End Art Hop (Burlington, September): A three-day arts festival showcasing local artists, small businesses, and live performances.
Vermont Pumpkin Chuckin’ Festival (Lamoille County, September): A quirky event featuring trebuchet-launched pumpkins, live music, and family activities.
Heirloom Apple Day (Scott Farm Orchard, October): Celebrates apple history and flavor with tastings, talks, and pick-your-own options.
Where to Stay in Vermont This Fall
Cozy Inns & Boutique Hotels
Woodstock Inn & Resort: A luxury choice in the heart of Woodstock, offering spa services and classic New England charm.
Trapp Family Lodge (Stowe): Austrian-inspired lodge with mountain views and extensive trails.
Grafton Inn: Historic inn dating back to 1801, located in a beautifully preserved village.
Inn at Manchester: Family-owned inn with warm hospitality and easy access to town attractions.
Romantic B&Bs & Retreats
Rabbit Hill Inn (Northeast Kingdom): A romantic getaway known for its service, luxury, and intimate rooms.
Deerhill Inn (West Dover): Cozy lodging near Mount Snow with fireplaces and scenic views.
West Mountain Inn (Arlington): A countryside retreat with 150 acres of trails, gardens, and meadows.
Cabins & Unique Stays
For a more rustic experience, Vermont also offers log cabins, lakefront cottages, and farm stays. Airbnb and independent cabin rentals provide cozy hideaways perfect for couples or families. Many come with wood stoves, hot tubs, and mountain views—ideal for a true fall foliage escape.
My Travel Advisor Picks & Perks
When you book with a travel advisor, you can access curated inns, priority upgrades, and added amenities not available to the public. I help travelers secure the best stays in Stowe, Woodstock, and beyond, ensuring each trip feels personalized and stress-free.
Practical Tips for Your Vermont Fall Trip
Getting Around Vermont
The best way to explore Vermont in the fall is by car, as most scenic drives and small towns are spread out. The closest airports include Burlington (BTV), Albany (ALB), and Hartford (BDL). Boston (BOS) is also a good option for extended road trips through New England. Be prepared for winding mountain roads and limited cell service in rural areas.
What to Pack
Warm layers (sweaters, flannels, light jackets)
Comfortable hiking boots
Rain gear for unpredictable fall showers
Camera or phone with extra storage for photos
Crowds & Booking Strategy
Because Vermont is such a popular fall destination, lodging often books up six to nine months in advance. Aim to plan early, especially for weekends in peak season. To avoid crowds, consider traveling midweek and setting out on drives early in the morning.
Sample 4-Day Vermont Fall Itinerary
Day 1 – Southern Vermont Arrival
Arrive in Bennington or Manchester. Visit the Bennington Battle Monument, stroll through town, and drive the Skyline Drive up Mount Equinox. Overnight in Manchester.
Day 2 – Woodstock & Covered Bridges
Explore Woodstock’s downtown, hike Mount Tom, and visit the Billings Farm & Museum. Take photos at the Middle Covered Bridge and enjoy dinner at a local tavern. Overnight at Woodstock Inn.
Day 3 – Stowe & Smugglers’ Notch
Drive to Stowe, stopping at Cold Hollow Cider Mill and Ben & Jerry’s Factory in Waterbury. Ride the Gondola SkyRide, hike Stowe Pinnacle, and explore downtown. Overnight at Trapp Family Lodge.
Day 4 – Route 100 & Mad River Valley
Take a scenic drive through the Mad River Valley. Stop at Warren Falls, tour local farms, and savor cider donuts before heading home.
Why Vermont in the Fall is Worth the Trip
A trip to Vermont in the fall feels like stepping into a postcard. Between the vibrant foliage, historic towns, outdoor adventures, and cozy accommodations, it’s no wonder this season draws visitors from all over the world. Whether you’re chasing covered bridges, sipping fresh cider, or simply soaking up the colors, Vermont delivers a truly unforgettable experience. For travelers who want to maximize their trip, I can help with curated lodging, personalized itineraries, and access to exclusive perks—making your Vermont fall getaway as seamless and special as possible.
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