If you’re thinking about a fall trip to Vermont, you’re on the right track. This time of year transforms the landscape into a bold patchwork of crimson, gold, and amber leaves—it’s a sight that feels almost otherworldly. The color contrast against old farmhouses, winding roads, and rolling hills is enough to make even seasoned travelers pause.
But foliage isn’t the only thing on offer. Vermont is dotted with inviting small towns where general stores still ring up maple candy by the pound, and covered bridges stretch across rivers lined with trees at their seasonal best. From weekend markets and harvest festivals to hikes that lead to hilltop views, this region offers plenty of memorable moments for those who appreciate slow travel and scenic routes.
Curious about where to start? The state is packed with scenic byways and lesser-known pockets that burst with character. Routes like Route 100 and the Green Mountain Byway offer both views and variety—expect cider stops, roadside farm stands, and the kind of crisp air that wakes you up better than any espresso ever could.
Planning your fall getaway doesn’t have to be complicated. Whether you’re flying in or road-tripping from a nearby state, it’s helpful to time your visit with the peak foliage forecast. Mid-to-late October tends to be ideal in many areas, especially central and southern Vermont.
Ready to pack your bags? If you’re particularly drawn to Woodstock’s charm and fall spirit, be sure to check out my list of 21 activities in Woodstock that will make your autumn trip unforgettable.
Below, I’ve laid out the key stops and travel tips to make the most of your trip through this leaf-lover’s paradise.
Mapped Out: Top Spots for Fall Foliage in Vermont
Below, you’ll find a carefully marked map highlighting some of the most breathtaking places to experience autumn in Vermont. Each location is numbered—strictly for reference, not rank—so you can plan your route with ease and confidence.
From mountain passes brushed in crimson to quiet villages wrapped in golden leaves, every pin on the map offers a different flavor of fall. Some spots are crowd favorites, while others are a little more off the beaten path—perfect for quiet moments or snapping those once-a-year photos.
This guide isn’t about following a rigid itinerary. Instead, use the numbers to guide your curiosity—whether you’re chasing the brightest colors or following scenic backroads with no agenda at all.
Ready to map your own fall escape? Let these coordinates steer your adventure through Vermont’s most colorful season.
Top Spots to Explore in Vermont During Fall
1. Woodstock
Tucked into central Vermont, Woodstock is often admired for its postcard-perfect setting. But there’s more here than charming aesthetics—it’s a place where community and tradition thrive under a canopy of blazing autumn leaves.
The village green, framed by old inns and cozy cafés, invites you to slow down. In fall, menus lean into the season: expect plenty of pumpkin-laced pastries, hot cider, and spiced coffee. It’s the kind of place where you can spend the morning browsing handmade goods and the afternoon simply watching leaves drift past a riverside bench.
A walk across the Woodstock Middle Covered Bridge offers a taste of the town’s timeless character. Just a short stroll away, the Woodstock History Center brings the area’s past to life for those curious about its roots.
If you’re hungry for more than stories, visit one of the local shops selling artisan cheeses and maple goods. You’ll also find independent boutiques full of thoughtful items, making it easy to check off your gift list—or treat yourself to something distinctly Vermont.
2. Sleepy Hollow Farm
Roughly 15 minutes north of Woodstock, down a winding stretch of gravel called Cloudland Road, lies one of Vermont’s most photographed autumn sights: Sleepy Hollow Farm.
Originally established in the late 1700s by two brothers, the farm changed hands several times throughout the 20th century. Though privately owned today, the view from the road still holds immense appeal—especially once the trees shift into their fiery fall shades.
Picture this: weathered timber barns, a red outbuilding or two, small ponds, and a backdrop of rolling hills dusted in amber and crimson. It’s no wonder the setting feels like it was lifted straight from a New England storybook.
While visitors can’t explore the grounds directly, the views from the road are enough to make the trip worthwhile. Just be prepared—this isn’t a hidden gem anymore. Photographers often line up for that picture-perfect frame, so arriving early is your best bet if you’re aiming for a quiet moment.
Important Note: In 2023, access to Cloudland Road was restricted to local traffic from September 23 to October 15 due to high visitor volumes. A similar policy may be in place for 2024, so it’s wise to check ahead and plan your timing carefully.
3. Sugarbush Farm
Just 15 minutes from Woodstock, Sugarbush Farm is a 500-acre family-run property known for its rich cheeses and authentic Vermont maple syrup. Owned by the Luce family, the farm offers more than just a chance to shop—it’s a hands-on look at local traditions.
Visitors can stroll a short forest trail that leads through the maple trees, where you’ll see how sap is collected and get a feel for the rhythm of syrup season. Tucked among the trees, a small wooden chapel adds a quiet moment to your visit, offering a charming detour before heading back toward the main farm buildings.
Inside the sugarhouse, you’ll get a glimpse of the syrup-making process, while another room shows how cheese is hand-wrapped and wax-sealed using time-honored techniques. Between the free tastings and the behind-the-scenes views, it’s a truly immersive stop.
There are 15 cheese varieties and four kinds of syrup available to sample—enough to keep your tastebuds busy. The farm shop also stocks a range of Vermont-made goods, from smoked meats and mustards to jams and kitchen staples, making it easy to bring a bit of the experience home.
There’s no fee to explore the property, but a purchase goes a long way in supporting the farm. With fall colors painting the backdrop, Sugarbush Farm offers both flavor and scenery in generous supply.
When it’s time to unwind and enjoy your visit, make sure you check out the best places to stay for a cozy Vermont experience—whether you’re craving rustic charm or boutique luxury.
4. Jenne Road Farm
Jenne Road Farm has gained a quiet kind of fame—appearing in magazines, postcards, and social feeds alike—thanks to its striking red barns set against a canvas of autumn leaves. Tucked just 15 minutes south of Woodstock along Route 106, this working family farm offers one of the most eye-catching roadside views in Vermont.
While you won’t be able to walk the grounds, the farm’s setting more than makes up for that. The rich reds of the buildings pop especially well during golden hour, when the light filters through the surrounding hills. It’s become a favorite for photographers chasing that perfect New England frame.
Owned and operated by the same family for over a century, Jenne Road Farm reflects Vermont’s enduring agricultural roots. Though visitors aren’t allowed to explore the property, pulling over for a quick photo is welcomed—just be mindful of time and space, and avoid blocking the road.
If you’re able, consider buying a bottle of their maple syrup as a thank-you. It’s a small gesture that helps support the folks who maintain one of Vermont’s most iconic autumn scenes. Keep your eyes sharp—it’s easy to miss if you’re not looking closely.
If you’re planning to stay in Stowe for a few days, consider using my 3-day itinerary to guide you through the must-see spots and secret gems in this fall wonderland
5. Billings Farm and Museum
Just a short walk from Woodstock’s main streets, Billings Farm and Museum offers an engaging look at rural life, both past and present. More than just a working farm, it’s a thoughtful blend of history, education, and hands-on experience that appeals to all ages.
Paying the modest entry fee grants access to a wide array of exhibits. Inside the barns, you’ll meet heritage livestock and learn about their care. Step into the farmhouse kitchen or stroll through the pastures, and it’s easy to picture daily life here in the late 1800s. The restored farm manager’s home from the 1890s adds further depth, offering a window into Vermont’s agrarian legacy.
The museum places a strong emphasis on agricultural education, hosting regular workshops, live demonstrations, and school partnerships. Throughout the year, you’ll find themed events that shift with the seasons—fall being a standout, thanks to the harvest festivities and farm-to-table tastings.
Whether you’re stopping by for the history or simply looking to enjoy a crisp autumn afternoon surrounded by golden fields and grazing cows, this spot delivers both charm and substance. Before heading out, drop by the on-site shop for locally made goods, sweet treats, or a meaningful souvenir.
6. Quechee Gorge
Often called Vermont’s “Little Grand Canyon,” Quechee Gorge is one of the state’s most dramatic natural landmarks. Just southeast of Quechee Village, this deep, tree-lined chasm was shaped thousands of years ago by glacial movement, leaving behind a rugged landscape that draws visitors year-round—especially in the fall.
The best view is from the bridge that spans the gorge, offering a sweeping look at the 165-foot drop and the winding Ottauquechee River below. Come autumn, the trees lining the cliffs erupt in fiery shades, making it one of the region’s most impressive leaf-peeping spots.
A short trail leads from the bridge down to the riverbank, where you can experience the gorge from a whole new angle. The path is manageable and well worth the effort if you’re looking to step away from the crowds up top.
Be sure to stop by the Quechee Gorge Visitor Center. It’s packed with information about the area’s geological history, the nearby dam, and even the remnants of the old Woodstock Railroad Bridge that once ran through the valley.
If time allows, extend your visit with a walk through Quechee State Park. The surrounding forest offers peaceful trails that wind through the landscape, letting you enjoy the colors and crisp air at your own pace.
7. Quechee Covered Bridge
Vermont’s covered bridges have long been part of its cultural landscape, originally built to help locals cope with snowy winters and overflowing rivers. Though many date back to the 1800s, they’ve become much more than practical structures—they’re now treasured landmarks, especially stunning when surrounded by autumn’s changing leaves.
The Quechee Covered Bridge, while newer than most, deserves a spot on your fall itinerary. Built in 1970, it spans the Ottauquechee River at the entrance to Quechee Village, just off Route 4. Though it doesn’t share the age of its older counterparts, its location gives it a distinct appeal.
A waterfall roars directly below, adding movement and sound to the scene. There’s also a pedestrian walkway along the bridge, allowing visitors to safely pause and take in the view—whether that’s the river below, the foliage around, or the cozy village beyond.
This bridge offers a convenient stop if you’re passing through the area, and while it may not be the oldest in the state, it’s proof that charm doesn’t always need centuries behind it.
8. Montpelier
Montpelier may be the smallest state capital in the U.S., but it offers plenty to explore—especially in the fall, when the surrounding hills come alive with color. The city blends civic grandeur with a relaxed, walkable layout that makes it easy to soak up the local culture.
A good place to start is the Vermont State House. Built in 1859, its golden dome and stately columns make it hard to miss. Inside, free tours give insight into the building’s architecture and Vermont’s political past—well worth the time if you enjoy history with a side of elegance.
Just a short walk away, the Vermont Historical Society Museum houses a fascinating collection of artifacts, artwork, and exhibits that help piece together the state’s story over the centuries. It’s informative without being overwhelming—ideal for a casual visit or a rainy day stop.
Nature lovers will enjoy Hubbard Park, which stretches behind the State House and offers woodland trails, open green space, and a stone observation tower with sweeping views of the capital’s treetops. In fall, the canopy glows in oranges, yellows, and reds—perfect for an afternoon wander.
Before you leave the area, consider making the quick trip to Bragg Farm Sugar House. It’s a family-run spot where you can learn how maple syrup is produced and sample a wide range of maple-infused goodies. From candies to soft serve, it’s a sweet ending to your Montpelier visit.
9. Stowe
Tucked into the northern part of Vermont, Stowe is a charming town with deep roots and an undeniable seasonal appeal. Though best known for its winter slopes, autumn may be its finest season—when the hills blaze with color and the air carries that crisp, unmistakable hint of fall.
Main Street delivers a classic New England atmosphere, lined with weathered storefronts, cozy cafés, and locally owned shops. It’s the kind of place where grabbing a cider or pumpkin-spiced latte feels more like a ritual than a routine.
If you’re up for a relaxed walk, the Stowe Recreation Path is ideal. Stretching just over five miles, this paved trail meanders past rivers, woods, and meadows ablaze with fall color. You don’t need hiking boots or stamina—just time and a little curiosity.
Prefer to see the views without the legwork? Take a drive up the Stowe Scenic Auto Road. It’s a slow, winding ascent with big payoffs: sweeping panoramas of the valley, tree-covered slopes, and the kind of quiet that only comes with elevation.
With so many ways to enjoy the outdoors—plus great spots for food, lodging, and local treats—Stowe deserves more than a quick stop. If you’re planning a fall trip, this is one of those towns you’ll want to linger in. Just be sure to reserve accommodations early; it’s a popular place, and autumn fills up fast.
10. Smugglers’ Notch State Park
At the base of Stowe Mountain Resort lies Smugglers’ Notch State Park, a stretch of rugged terrain known for its tight mountain pass, thick woods, and a trail network that caters to every kind of hiker—from casual strollers to serious trekkers.
The park’s walking routes vary in intensity. Some paths are gentle enough for a quick one-hour loop, while others—nicknamed “wikes” for their walk-hike hybrid nature—push into the three-hour mark. For those craving a challenge, the longer trails demand endurance and a good pair of boots, often winding through steep inclines and uneven ground.
Reaching the park from Stowe is an experience in itself. The road to the Notch carves through dense forest and jagged rock walls, offering spectacular views straight from the driver’s seat. In autumn, the canopy above glows in golds and reds, making even the journey feel like an event.
One thing to keep in mind: the road to Smugglers’ Notch typically closes once the cold weather sets in. If you’re traveling in late fall, check conditions in advance to avoid surprises. Whether you hike deep into the woods or simply cruise through the pass, this corner of Vermont delivers the season’s beauty in full measure.
11. Mount Mansfield
Standing tall at 4,395 feet, Mount Mansfield holds the title of Vermont’s highest peak. Its long ridgeline—resembling a face in profile—rises above the landscape and is clearly visible from the town of Stowe. Whether you’re hiking or just admiring it from afar, the mountain is a defining part of the region’s skyline.
For seasoned hikers, reaching the summit on foot is a rewarding challenge. The full loop trail spans 7.3 miles and gains nearly 2,900 feet in elevation. Expect steep climbs, rocky scrambles, and narrow sections that require careful footing. It’s not a route for beginners, but those who complete it are rewarded with far-reaching views across northern Vermont and into neighboring states.
The trail begins from Underhill State Park, accessible off Mountain Road. Facilities are basic, but the scenery more than makes up for it.
If you’d rather take in the views without the climb, the Gondola SkyRide is an excellent alternative. It whisks you close to the summit, where short trails and viewing platforms offer panoramic views of fall’s boldest colors spread out below.
Whether on foot or by cable car, Mount Mansfield delivers one of the season’s most dramatic outlooks—especially when the leaves are ablaze in red and gold.
12. Moss Glen Falls
Tumbling from a height of 85 feet, Moss Glen Falls holds the title as Vermont’s tallest waterfall—and it’s every bit as dramatic as it sounds. Just a short drive northwest of Stowe, this natural landmark is a rewarding stop, especially during autumn when the trees surrounding the falls burst into bold shades of gold and crimson.
Getting there is easy. A well-marked trail leads from the parking area, and within about 20 minutes, you’ll reach the base of the falls. The path is mostly gentle, though it forks near the end. You can head left for a steeper climb to the top or go right to follow the river’s edge to the bottom. If the weather’s been wet, that lower route can be slippery—best avoided during heavy rain.
If you’ve got more time and energy, the area also offers longer hiking options that wind through peaceful forests and up quiet ridges. These routes, ranging from two to three hours, give you the chance to enjoy Vermont’s fall colors away from the crowds.
Moss Glen Falls is one of those spots where nature puts on a show without asking for much effort in return. Whether you stop for a quick photo or linger for a forest hike, it’s a worthy addition to any autumn itinerary.
13. Gold Brook Covered Bridge (Emily’s Bridge)
Gold Brook Covered Bridge might look like a peaceful slice of Vermont history, but it carries a reputation that’s anything but quiet. Just five minutes south of Stowe, this wooden span crosses a small stream and draws curious visitors—both for its craftsmanship and its eerie legend.
Locals know it best as Emily’s Bridge, named after a ghostly figure from the mid-1800s. According to the story, a young woman named Emily planned to run away with her lover, whose wealthy family forbade the match. When he failed to meet her as promised, she’s said to have taken her life at the bridge. Since then, strange sounds and unexplained scratches on cars have fueled the tale of her restless spirit.
While the ghost story adds a layer of mystery, the bridge itself is worth seeing for more than folklore. It’s a fine example of 19th-century wooden engineering, framed by trees that light up in shades of orange and yellow during fall. Whether you’re into local legends or scenic stops, it makes for a quick detour with a lasting impression.
Just keep your visit respectful—especially if you’re there after dark. Some say that’s when Emily is most likely to make her presence known.
14. Lake Willoughby
Set in Vermont’s Northeast Kingdom, Lake Willoughby is a glacial lake known for its clear waters and dramatic surroundings. It’s roughly an hour’s drive from Stowe, but the journey is worth it—especially if you’re chasing the full spectacle of fall.
The lake sits between Mount Hor and Mount Pisgah, two rugged peaks that rise steeply on either side. For those up for a climb, the Mount Pisgah North Trail is a favorite. It’s a moderately challenging hike with a big payoff: sweeping views of the lake and forest stretching into the distance.
If hiking’s not on your agenda, there’s still plenty to enjoy. Quiet beaches and tucked-away coves offer places to relax or dip your toes in. On warmer days, a swim feels especially refreshing in the stillness of the setting.
But autumn is when Lake Willoughby truly shines. The surrounding hills burst into shades of red, gold, and rust, and the lake reflects it all like a mirror. You’ll find several pull-offs along the perimeter road for taking photos or stretching your legs. Driving the 10-mile loop is an easy way to take in the color without ever lacing up your boots.
Peaceful and bold all at once, Lake Willoughby is one of those places where Vermont’s natural drama is on full display.
15. Burlington
Perched along the eastern edge of Lake Champlain, Burlington blends a small-town vibe with a surprising amount of energy. As Vermont’s largest city and home to its only international airport, it’s often a gateway for travelers—and one well worth lingering in.
Start at Waterfront Park, where walking paths and open green spaces stretch along the lake. Fall brings cooler breezes and vivid reflections off the water. If timing allows, hop on a lake cruise—many operate through October and offer a fresh way to take in the season’s colors.
Burlington has also earned serious praise for its craft beer scene. With local breweries scattered throughout the city, tasting a flight or two is practically a rite of passage. Whether you’re into IPAs or sours, there’s a taproom here for you.
A stroll along Church Street Marketplace, Burlington’s bustling pedestrian zone, brings you into the city’s core. It’s a mix of shops, street musicians, sidewalk cafés, and public art—a great place to unwind or catch the local flavor. From here, you’re just steps away from restaurants, galleries, and cozy spots to stay the night.
Don’t miss the Burlington Farmers Market if you’re visiting before the end of October. It’s a seasonal favorite where you can pick up fresh produce, baked goods, and handmade items from area vendors. The market wraps up before winter settles in, so plan accordingly.
And for something completely unexpected? Check out the World’s Tallest Filing Cabinet. Built in 2002 by artist Bren Alvarez, this towering stack of 38 drawers is both an art installation and a sly commentary on bureaucracy—a quirky photo op if you’re up for something offbeat.
16. Foliage Viewpoint
If you’re chasing Vermont’s most expansive autumn views, make your way to the Foliage Viewpoint near Hogback Mountain. Located right off VT-9—also known as the Molly Stark Trail—this scenic stop is easy to find and even easier to appreciate.
Park at the Hogback Mountain Country Store, then head over to the nearby wooden platform. From this terrace, the landscape unfolds in layers: a valley blanketed in dense forest stretching out for miles, especially vivid when fall colors hit their peak.
On a clear day, the view reaches far into the distance. You’ll spot rolling hills dappled in shades of copper, orange, and gold, with the occasional patch of evergreens adding contrast. It’s one of those rare roadside stops that offers postcard-worthy scenes without needing to lace up your hiking boots.
After soaking in the view, pop into the country store next door. Inside, you’ll find shelves stocked with maple products, baked goods, Vermont-made spirits, and quirky gifts. Whether you’re grabbing a snack or bringing home a jar of something sweet, it’s a worthwhile way to round out the visit.
17. Bennington
Tucked into Vermont’s southwest corner, Bennington is one of the state’s two shire towns and makes a solid base for exploring this lesser-traveled region. With a blend of local history, scenic outlooks, and small-town energy, it’s well worth a day or two on your fall itinerary.
Start your visit in the Downtown Bennington Historic District, where 19th-century architecture sets the tone. The area is dotted with galleries, churches, small museums, and cafés that invite a slow wander and a second cup of coffee.
Just a bit outside the downtown core stands the Bennington Battle Monument, a towering stone obelisk commemorating a Revolutionary War victory. Take the elevator to the top for panoramic views stretching across Vermont, with New York and Massachusetts visible on a clear day. In fall, the forested hills in every direction explode in color—offering one of the region’s best aerial perspectives.
If you’re craving fresh air, the nearby state parks—Lake Shaftsbury and Woodford—offer peaceful trails and open space. The walks aren’t intense but provide a quiet escape into nature, especially beautiful with fallen leaves underfoot.
Bennington’s Main Street rounds out the experience with breweries, local dining spots, and a lively Saturday Farmers Market. Whether you’re after a hand-poured pint, warm cider donuts, or locally made goods, this town delivers with ease and flavor.
18. Manchester
Rounding out your Vermont fall journey is Manchester, the second shire town and a classic New England gem. Just 30 minutes north of Bennington, it pairs easily with a visit to its southern neighbor—and offers a mix of natural beauty, local flair, and cultural stops worth exploring.
Framed by the Green Mountains, Manchester blends small-town charm with an artistic spirit. Along Main Street, you’ll find colonial-style buildings, a white-steepled church, and a walkable downtown filled with bookstores, cafes, boutiques, and outlets that give the town a refined yet unpretentious feel.
One standout attraction is the Southern Vermont Arts Center. Set on a large property just outside town, the sculpture gardens come alive with color during autumn. Art lovers will also enjoy the Museum of the Creative Process and smaller galleries scattered throughout the area.
Outdoor activities are just as accessible. Dozens of hiking trails begin in or near town. For an easy introduction, try the Red Gate Trail—it’s manageable and offers lovely views of the surrounding hills. For something higher, drive the Mount Equinox Skyline Drive, which winds to the top of the tallest mountain in the Taconic Range. The road closes at the end of October, so timing is key if you want to catch those sweeping fall views from the summit.
With its mix of outdoor access, artistic spaces, and cozy downtown energy, Manchester wraps up a Vermont fall trip on a high note—especially under a canopy of golden leaves.
19. Weston
Tucked away in southern Vermont, Weston offers the kind of small-town charm that feels straight out of a cozy TV drama. With its timeless streets, general stores, and whitewashed buildings, it’s easy to feel like you’ve stepped into a simpler era—especially when autumn adds its golden touch.
One of Weston’s best-known attractions is the Weston Playhouse. This longstanding theater has been a cultural fixture in Vermont for generations, and its productions—often paired with a meal—draw locals and visitors alike. If you’re in town during the season, catching a performance here adds a special touch to your trip.
The town also serves as a great jumping-off point for exploring the surrounding Green Mountain National Forest. Several trails start nearby, ranging from relaxed forest walks to longer hikes that take you deeper into the woods—ideal for leaf peeping or a peaceful afternoon outdoors.
Before you leave, stop into the Vermont Country Store. It’s packed with old-school charm—think handmade quilts, classic candies, maple treats, and nostalgic household items. Whether you’re buying gifts or just browsing, it’s a place that invites you to slow down and take it all in.
Weston isn’t flashy, but that’s exactly its strength. It invites you to pause, breathe, and appreciate the small details that make Vermont’s fall season so unforgettable.
20. Waitsfield
Waitsfield is a postcard-worthy stop in the Mad River Valley, tucked between the Green Mountains and the Northfield Range. With rolling hills, winding roads, and historic buildings, it delivers that classic Vermont feel—especially when the trees blaze with autumn color.
It’s an ideal place to kick off your leaf-peeping adventure. Grab a warm drink at a local café, stroll the main street, and take in the early morning light hitting the valley. The atmosphere is calm and welcoming, with small shops and friendly locals that make it easy to linger longer than planned.
While you’re passing through, make time for the Waitsfield Creamery. Known for its creamy scoops and homemade baked goods, it’s a favorite among both residents and visitors. Whether you’re craving maple walnut ice cream or a fresh cider donut, it’s a sweet way to mark your visit.
Waitsfield might be small, but it captures the essence of a Vermont fall—quiet roads, cozy stops, and views that make you want to slow down and savor the season.
21. St. Johnsbury
St. Johnsbury, located in Vermont’s Northeast Kingdom, offers something a little different from your typical fall stop. Sure, the foliage is beautiful—but what truly sets it apart is Dog Mountain, a 150-acre hilltop sanctuary that combines art, memory, and deep affection for man’s best friend.
In 1995, artist Stephen Huneck purchased the land after surviving a life-threatening fall that left him in a coma. When he recovered, he felt inspired to create a space dedicated to his beloved dog Sally—and to the bond between people and their pets.
That vision came to life in the form of Dog Chapel, a handcrafted building where visitors leave heartfelt notes, photos, and tributes to dogs they’ve loved and lost. Surrounding the chapel are trails, meadows, and forests, open to both people and pups. During fall, the land glows with color, adding a peaceful backdrop to an already emotional place.
You can also browse Huneck’s artwork, including woodcuts and sculptures that reflect his whimsical, joyful take on canine life. Whether you’re a dog lover, art admirer, or just someone looking for a different kind of stop, St. Johnsbury offers a moving and memorable detour.
Tips for Visiting Vermont in the Fall
Best Time to Catch the Colors
Vermont’s fall foliage season typically stretches from early September through mid-October. But timing is everything—arrive too early and you might miss the magic, show up too late and the leaves may already be on the ground.
If you’re headed to the northern part of the state, aim for late September. That’s when the higher elevations and cooler temperatures usually start turning the leaves. For central and southern Vermont, early to mid-October is generally the sweet spot.
That said, the season isn’t the same every year. Rainfall, temperature shifts, and wind all play a part in how the colors show up and how long they last. Because of this, flexibility is key.
If your schedule allows, plan your trip with a few buffer days. Check local foliage trackers and keep an eye on regional forecasts to help you decide when and where to go. There are even interactive maps online that offer real-time updates on peak conditions across different parts of the state.
Bottom line: the first two weeks of October are usually a safe window, but staying informed—and a little spontaneous—will give you the best shot at seeing Vermont’s most colorful display.
Best Places to Stay in Vermont During Fall
If you’re planning to explore Vermont by road, you’ll find no shortage of charming towns and scenic overnight stops along the way. Even if you’re not on a full-blown road trip, staying in more than one place will help you experience the state’s varied landscapes and regional character.
For a balanced trip, it’s smart to choose two locations—one in the northern or central part of the state, and another further south. This setup makes it easier to reach different fall foliage hotspots without backtracking too much.
Larger towns like Burlington and Montpelier offer more dining and accommodation options, along with easy access to cultural spots and shopping. They’re convenient hubs, especially if you prefer staying somewhere with more activity.
If you’re looking for a quieter atmosphere with postcard-worthy views, towns like Woodstock and Stowe are excellent picks. They offer quick access to many of the scenic drives, covered bridges, and hikes mentioned in this guide, along with cozy inns, historic buildings, and walkable town centers.
For a classic fall getaway, Woodstock and Stowe strike a nice balance between comfort and location. Both give you front-row seats to the season’s changing colors and are ideal bases for exploring nearby highlights.
Best Places to Stay in Stowe, Vermont
Whether you’re after mountain views, rustic charm, or a central location, Stowe has a variety of places to stay that suit different budgets.
- Luxury – Trapp Family Lodge
Founded by the family that inspired The Sound of Music, this Austrian-style resort sits on a hillside above town. It offers stunning views, spacious rooms, and access to cross-country trails and on-site dining. The atmosphere is cozy yet refined—perfect for a memorable fall retreat. - Mid-Range – Green Mountain Inn
Right in the center of town, this historic inn is a great option if you want walkable access to shops, cafes, and the Stowe Recreation Path. With its blend of antique details and modern comforts, it balances charm and convenience. - Budget – Field Guide Lodge
Playful, stylish, and affordable, Field Guide Lodge offers colorful rooms and a boutique hotel feel without the high price tag. It’s a good fit for travelers who want something fun and contemporary, just a short drive from Stowe’s main attractions.
Best Places to Stay in Woodstock, Vermont
Woodstock is one of the most beloved towns in Vermont for fall visits—and its accommodations reflect the town’s mix of elegance and simplicity.
- Luxury – 506 On the River Inn Woodstock
Tucked along the Ottauquechee River, this boutique inn combines comfort with warm hospitality. Guests enjoy river views, a cozy bar and bistro, and rooms designed for relaxation. It’s ideal for those wanting space and peaceful surroundings just outside town. - Mid-Range – The Shire Woodstock
Located along the river and close to the town center, The Shire offers clean, comfortable rooms with scenic views. It’s a quiet spot with easy access to local shops, trails, and the covered bridge. - Budget – Sleep Woodstock Motel
For those watching their budget, this retro-style roadside motel is a simple but solid choice. The rooms are clean, the staff is friendly, and it’s a convenient base for exploring the Woodstock area without breaking the bank.
How to Get to Vermont
Tucked into the northeastern corner of the U.S., Vermont shares its borders with New York, Massachusetts, New Hampshire, and Canada. It forms part of the storied New England region and is accessible by several convenient travel options.
The primary airport serving the state is Burlington International Airport (BTV), located in the city of Burlington. While it’s a relatively small hub, it connects efficiently to major U.S. cities. For international travelers, however, it’s common to connect through a larger gateway before arriving in Vermont.
In addition to BTV, a network of regional airports across Vermont makes it easier to reach smaller towns or remote areas, especially during the peak fall season when scenic drives and local events draw crowds.
Many visitors flying in from overseas or from distant parts of the country opt for Boston Logan International Airport (BOS) in Massachusetts. As a major hub, Boston offers a wider selection of direct and often more affordable flights from international cities. From Boston, Vermont is just a few hours away by car or train, making it a logical jumping-off point.
If your trip begins in Boston, consider carving out a little time to enjoy the city. Even with a single day, you can experience some of its standout landmarks, historic neighborhoods, and coastal charm before heading north into Vermont’s colorful countryside.
How to Get Around Vermont in the Fall
If you’re planning to explore Vermont during the autumn season, your best option—by far—is to rent a car. Public transportation options are few and far between, especially outside of the larger towns. Buses and trains won’t get you to those winding byways, hidden farms, or small villages that make fall in Vermont truly special.
One of the biggest joys of traveling here is simply driving. As the leaves begin to change, even the roads themselves feel like part of the experience. You’ll find yourself veering off the main routes just to follow a canopy of crimson and gold. Some of Vermont’s most memorable stops aren’t planned—they’re the ones that appear without warning as you take a side road or pass through a quiet town.
Road conditions are generally reliable, and parking is easy to find—even in peak foliage season. Whether you’re following a scenic byway or pulling over for apple cider donuts at a roadside stand, driving in Vermont feels refreshingly easy.
If you’re still weighing your options, this is one place where having your own wheels will absolutely elevate your trip. A rental car doesn’t just help you get around—it gives you the freedom to wander, pause, and enjoy fall on your own terms. Looking for a fall road trip itinerary that showcases the state’s beauty from the comfort of your car? Check out my perfect 3-day scenic itinerary through Vermont this fall.
And if Stowe is at the top of your must-see list, don’t miss my bucket list of 19 things to do in this stunning Vermont town during fall.
