Experience the Warmth of Fall in Vermont with This 3-Day Road Trip

Fall is one of the most thrilling times to explore Vermont, as the yellow birches and red maples transform the Green Mountain State into a vibrant tapestry of autumn hues. As you wander through Vermont’s 251 towns and cities, local breweries and seasonal festivals elevate the coziness factor to an all-time high, making it a top fall destination.

Ready for a harvest season adventure? Follow this three-day itinerary through Vermont in the fall. The journey begins in Burlington, mainly following I-89 and the picturesque Scenic Route 100 byway before concluding in Manchester. Along the way, you'll stop in Stowe and Woodstock, providing a chance to enjoy some of New England’s finest fall foliage while exploring some of the region’s most charming towns.

Despite the record rainfall that affected parts of Vermont this past summer, the state has confirmed that most stores, restaurants, and attractions are now open to the public. Roadside shops and cozy Airbnbs are welcoming guests again, allowing Vermonters to showcase the beauty of their state.

Day 1: Burlington to Stowe

• Estimated distance: 40 miles

Your road trip begins in Burlington, Vermont’s largest city, known for its vibrant college-town atmosphere and diverse eateries to fuel your journey. If you start your trip on a Saturday, don’t miss the Burlington Farmers’ Market for delicious apple-spiced goodies and coffee. Stroll down the pedestrian-only Church Street Marketplace, lined with boutiques, cafés, and restaurants set against charming 19th-century architecture.

The drive from Burlington to Stowe is particularly delightful: Head about seven miles south to explore the 1,400-acre Shelburne Farms, where you can witness cheesemakers transforming fresh milk from Brown Swiss cows into Vermont cheddar. Consider extending your stay in Burlington to enjoy some of the state’s finest breweries: Foam Brewers and Zero Gravity Brewery are highly recommended, and City Brew Tours offers guided tasting experiences.

Upon reaching Stowe—feel free to stop by the Ben & Jerry’s Waterbury factory on your way—spend the night at the cozy Field Guide Lodge, which features 30 inviting rooms and suites. The lodge boasts both indoor and outdoor fireplaces, along with rustic decor (think aspen tree wallpaper) that enhances the autumn ambiance of your trip.

Day 2: Stowe to Woodstock

• Estimated distance: 80 miles

While Stowe is well-known for its snow-capped mountains during the winter months, it proudly refers to itself as the “Color Capital” of fall, making it essential to explore the vibrant autumn foliage the town offers. A short 15-minute drive northwest leads you to Mount Mansfield, where visitors can marvel at breathtaking views from the highest peak in the state. Another spectacular viewpoint is Smugglers’ Notch, situated on Vermont’s Route 108, which historically served as a supply route to Canada during the War of 1812. Today, it provides a scenic drive under a canopy of golden and orange leaves.

After soaking in Vermont’s colorful landscapes, continue down the winding Scenic Route 100 Byway, making sure to stop at local craft shops in the Mad River Valley, the River Glass Gallery, and natural attractions like the stunning 35-foot Moss Glen Falls. Once you arrive in Woodstock, check in at the Woodstock Inn & Resort in the heart of downtown, featuring a golf course and relaxing saunas.

Day 3: Woodstock to Manchester

• Estimated distance: 60 miles

Begin your last day bright and early to fully appreciate Woodstock’s rich history (which may or may not include a vampire). Established before the nation declared independence, many of its structures are listed on the National Register of Historic Places, including Calvin Coolidge’s childhood home and the charming pink sandstone Norman Williams Public Library. Before diving into these historical sites, take the morning to stroll around the Green—a town square reminiscent of Central Park—and cross the picturesque Middle Bridge, a delightful structure set against the backdrop of the mountains.

When you’re ready, get back on Route 100 and head south to Manchester, a quaint town with a population under 5,000, nestled between the Taconic and Green mountains. While the vibrant orange sugar maples and red oaks are certainly a highlight, there’s much more to enjoy in this town beyond the stunning foliage. Dinogo writer Ashlea Halpern suggests trying your hand at pumpkin-picking and hayrides at the Equinox Valley Nursery, as well as fly-fishing in the Battenkill or Mettawee rivers.

Savor local dishes at the farm-to-table restaurant Copper Grouse before concluding your journey at the Big Green Barn. This 19th-century barn, transformed into an Airbnb, was converted into a photography studio over 15 years ago. Guests with an interest in photography can take lessons from the owners, who are also eager to arrange a photo walk.