Vermont Fall Road Trips: Breathtaking Routes for the Season

Fall is a magical time of year in Vermont. The leaves on the trees turn brilliant shades of red, orange, and yellow, and the air is crisp and cool.

It’s the perfect time to hit the road and explore all that this beautiful state has to offer.

From scenic drives through the countryside to charming small towns and historic sites, Vermont fall road trips are an unforgettable experience.

Whether you’re a local looking for ideas on East Coast fall vacations or a visitor planning your first trip to the Green Mountain State, there’s something for everyone on these scenic drives!

Why Makes Vermont Fall Road Trips Great?

Vermont is widely considered an ideal spot for a fall road trip.

The picturesque landscape with stunning fall foliage makes the journey truly memorable.

As you drive through the scenic routes, you’ll be amazed by the vibrant hues of red, orange, and gold leaves covering the rolling hills and quaint villages.

There’s something about Vermont’s countryside that relaxes and reinvigorates the soul.

The fresh fall air, combined with the rich aromas of apples and homemade cider, adds to the charming appeal of a Vermont autumn.

As you meander through the back roads, you’ll come across delightful farm stands offering the freshest produce, allowing you to have a taste of the season’s bounty.

Moreover, the crisp weather is perfect for hikes and scenic strolls, so don’t forget to lace up your walking shoes. With countless trails, you’ll find a variety of options that suit your fitness level and desires.

For cycling enthusiasts, Vermont boasts numerous bike-friendly paths that showcase both jaw-dropping landscapes and small-town charm.

Best Destinations in Vermont in the Fall

1. Burlington

Burlington is a vibrant and exciting place to be during the fall season.

The city is known for its stunning foliage, which transforms the landscape into a colorful wonderland.

The leaves of the trees turn shades of red, orange, and yellow, creating a breathtaking sight that is a must-see for anyone visiting the area.

In addition to the stunning foliage, Burlington is also home to a number of breweries and farmers’ markets.

While here, you can sample the local craft beers, which are made with the freshest ingredients from the surrounding farms. The farmers’ markets offer a variety of fresh produce, baked goods, and artisanal products that are perfect for a fall picnic or a cozy night in.

Tip: One of the best ways to experience the beauty of Burlington in the fall is to take a stroll down Church Street. This pedestrian-only thoroughfare is lined with shops, restaurants, and cafes, and is the perfect place to soak up the autumn atmosphere.

2. Woodstock

Woodstock is a quintessential New England town that is perfect for a fall road trip.

The town is known for its picturesque countryside, charming downtown, and rich agricultural history.

During your time here, you can take a leisurely drive through the rolling hills and winding roads, taking in the stunning fall foliage along the way.

In the heart of downtown Woodstock, you’ll also find a charming village filled with boutique shops, art galleries, and cozy cafes.

The town’s historic architecture adds to its charm and makes it a popular destination for those looking to experience the quintessential New England town.

One of the must-see attractions in Woodstock is the Billings Farm & Museum.

This working dairy farm and museum offers visitors a glimpse into the area’s rich agricultural history. You can tour the farm, watch the cows being milked, and learn about the history of farming in Vermont. The museum also features exhibits on the history of the farm and the surrounding area.

If you’re looking for outdoor activities, Woodstock has plenty to offer. The town is surrounded by hiking trails, including the famous Appalachian Trail, which runs through the nearby Green Mountains or you can go fishing, kayaking, and canoeing on the nearby Ottauquechee River.

In the evening, make sure to book a cozy dinner at one of the town’s many restaurants, which offer farm-to-table cuisine made with locally sourced ingredients.

3. Stowe

Stowe, located in the heart of Vermont, is a must-visit destination for fall foliage enthusiasts.

The town is surrounded by the beautiful Green Mountains, which provide a stunning backdrop for the changing leaves.

Visitors can take a scenic drive through the mountains, hike on one of the many trails, or simply relax and take in the beauty of the season.

One of the highlights of a visit to Stowe is the Trapp Family Lodge, which is owned by the family made famous by the movie The Sound of Music.

The lodge offers visitors a chance to experience classic Vermont hospitality, with cozy lodges, delicious food, and stunning views of the surrounding mountains.

You can take a guided tour of the property, which includes a visit to the von Trapp family history exhibit and a chance to learn about the family’s history in Vermont.

4. Quechee State Park

Quechee State Park is a must-visit destination for those looking to experience the beauty of fall foliage.

The park is home to the stunning Quechee Gorge, which offers breathtaking views of the surrounding landscape.

Here, you can take a leisurely hike around the area, taking in the stunning views of the Ottauquechee River and the colorful foliage that surrounds it.

The park’s trails are well-maintained and offer a range of difficulty levels, making it accessible for hikers of all skill levels.

The Quechee Gorge is a natural wonder that is not to be missed. The gorge is over 165 feet deep and was formed by glacial activity over 13,000 years ago. Make sure to take in the stunning views of the gorge from the observation deck, which provides a panoramic view of the surrounding landscape.

In addition to the gorge, Quechee State Park also offers a variety of other outdoor activities, including fishing, swimming, and picnicking.

5. Weston

Weston, located in southern Vermont, is a charming village that offers visitors a chance to explore the state’s rural side.

The town’s historic architecture and scenic countryside make it a popular destination for those looking to experience the beauty of Vermont.

One of the highlights of a visit to Weston is the Weston Playhouse, which is a professional theater company that produces a range of plays and musicals throughout the year.

The theater is located in the heart of the village and offers visitors a chance to see some of the best performances in the state.

Another must-visit destination in Weston is the famous Vermont Country Store.

This iconic store has been a fixture in the village for over 70 years and offers visitors a chance to explore a wide range of unique and hard-to-find items.

From old-fashioned candy to handcrafted furniture, the Vermont Country Store has something for everyone.

6. Middlebury

Middlebury is a perfect destination for anyone planning Vermont fall road trips.

The town offers visitors a range of activities to make their trip memorable, from exploring the Middlebury College campus to visiting nearby breweries and vineyards.

One of the highlights of a visit to Middlebury is the Middlebury College campus.

The campus is home to a number of historic buildings and beautiful green spaces, which provide a perfect backdrop for a leisurely walk.

While here, you can also take a guided tour of the campus, which includes a visit to the college’s art museum and a chance to learn about the history of the college.

For those looking to sample some of the local beverages, Middlebury is home to a number of breweries and vineyards.

Take a tour of the breweries and vineyards, learn about the brewing and winemaking process, and sample some of the delicious local products.

Another must-see attraction in Middlebury is the town’s covered bridges.

These historic bridges are a sight to behold and offer a glimpse into the town’s rich history and beautiful fall foliage.

In addition to these activities, Middlebury also offers a range of outdoor activities, including hiking, fishing, and canoeing. The town is surrounded by scenic countryside, which provides a perfect backdrop for these activities.

7. Brattleboro

Brattleboro is a lively arts community that offers visitors a chance to experience the beauty of the state while enjoying a range of cultural activities.

The town is known for its vibrant arts scene, which includes galleries, theaters, and other cultural attractions.

One of the highlights of a visit to Brattleboro is the town’s many galleries. You’ll love exploring a range of art galleries, which feature works by local and regional artists.

The town also hosts a number of art events and festivals throughout the year, which provide a chance to experience the local art scene firsthand.

For those looking to indulge in local food and drink, Brattleboro has plenty to offer.

Another must-see attraction in Brattleboro is the West River Trail. This picturesque trail runs along the West River and offers stunning views of the surrounding countryside.

In the evening, you can enjoy a show at one of the town’s many theaters, which offer a range of performances throughout the year. From live music to theater productions, there’s always something happening in Brattleboro.

8. Smugglers’ Notch

Set in northern Vermont, Smugglers’ Notch is the perfect destination for an autumn adventure.

The mountain pass offers stunning views of the surrounding landscape, making it a popular destination for those looking to experience the beauty of fall foliage.

One of the best ways to experience Smugglers’ Notch is to take a drive along Route 108.

The road winds through the mountain pass, offering breathtaking views of the surrounding countryside.

For those looking to explore the area on foot, Smugglers’ Notch offers a range of hiking trails that are perfect for all skill levels.

The trails wind through the surrounding mountains, offering stunning views of the fall foliage and the surrounding landscape. If you’re up for it, you can hike to the top of the nearby peaks for an even more breathtaking view of the area!

In addition to hiking, you’ll also be able to enjoy a range of outdoor activities in Smugglers’ Notch, including mountain biking, fishing, and canoeing.

9. St. Johnsbury

St. Johnsbury is a vibrant town that offers visitors a chance to experience the beauty of the state while enjoying a range of cultural activities.

The town is known for its historic architecture, art galleries, museums, and local maple sugaring culture.

One of the highlights of a visit to St. Johnsbury is the Fairbanks Museum & Planetarium.

The museum features a range of exhibits, including natural history specimens, cultural artifacts, and a planetarium that offers a range of shows throughout the year.

If you’re looking to indulge in the local maple sugaring culture, St. Johnsbury is home to the Maple Grove Farms of Vermont. Make sure to take a tour of the maple sugar farm, learn about the sugaring process, and sample some of the delicious local products.

10. Peacham

Peacham is the ideal place to experience small-town Vermont charm.

The town is surrounded by idyllic countryside views and features historic architecture, making it the perfect destination to immerse yourself in Vermont’s beauty during the fall season.

One of the highlights of a visit to Peacham is the town’s historic architecture, with plenty of beautiful old buildings, many of which date back to the 19th century. The town also features a number of historic churches, which offer a glimpse into the town’s rich history.

If you’re looking to experience the beauty of the surrounding countryside, Peacham offers a range of outdoor activities. During your time in Peacham, you can take a leisurely hike through the nearby forests, taking in the stunning fall foliage along the way.

Top Vermont Road Trips

1. Jeffersonville, Johnson and Hyde Park

This scenic drive takes you through small Vermont towns filled with history and charm.

Start at Jeffersonville, and take a drive to Johnson and Hyde Park. Don’t forget to capture the stunning views of the changing leaves and the covered bridges that make Vermont famous!

2. Craftsbury Common and Hazen’s Notch

Get ready to explore the rural beauty of Vermont in Craftsbury Common and Hazen’s Notch.

This route offers you a chance to enjoy winding roads through quaint villages, expansive meadows, and refreshing forested areas. It’s a great place to get out and stretch your legs on a crisp fall day.

3. Stowe Hollow and Little River Dam

One of the most picturesque drives on this list, Stowe Hollow and Little River Dam are must-see destinations for your next road trip.

The vibrant fall foliage surrounding the serene Little River Dam will leave you breathless.

4. Green Mountain Byway

Running between Waterbury and Stowe, the Green Mountain Byway is a quick but scenic route through the heart of Vermont.

It offers a glimpse of the region’s diverse landscape, from charming villages to breathtaking mountain vistas. This is an ideal route for travelers looking to experience the essence of Vermont.

5. Route 100

Last but not least, Route 100 is a classic Vermont road trip that you won’t want to miss.

This north-south route showcases the best of the Green Mountain State’s natural beauty. As you follow the path, you’ll encounter picturesque farms, charming small towns, and of course, vibrant fall foliage.

Events and Festivals to Visit on Vermont Road Trips

1. Vermont’s Fall Foliage Festival

The Vermont’s Fall Foliage Festival is a must-see for your fall road trip. Taking place in early October, this festival showcases the stunning autumn colors of the Green Mountain State. From scenic drives to local craft fairs, you’ll find plenty of ways to celebrate the season.

2. Art in the Park

If you’re a fan of local art and music, Art in the Park is a fantastic event to include in your Vermont fall road trip. Held in Rutland City in mid-October, this event features local artists, live music, and outdoor activities for visitors of all ages.

3. Vermont’s Apple Harvest Festival

Don’t forget to satisfy your taste buds during your trip! Vermont’s Apple Harvest Festival is a perfect opportunity to sample delicious apple treats and experience local apple-picking. Held annually in early October, the festival offers hayrides, craft vendors, and family-friendly activities.

4. Stowe Oktoberfest

Stowe Oktoberfest is another crowd-favorite event that takes place at the end of September. This classic Bavarian festival offers beer, authentic German food, and live music for a weekend of fun. Plus, proceeds from the event support local charities.

5. Pumpkin Chuckin’ Festival

Finally, if you’re looking for a unique way to celebrate Halloween, consider visiting the Pumpkin Chuckin’ Festival in Stowe. Competitors build trebuchets to launch pumpkins, creating a fun-filled day for all. The event also includes live music, a chili cook-off, and children’s activities.

These are just a few examples of events and festivals you can experience during your Vermont fall road trip.

If possible, make sure to plan your route on your Vermont fall road trips to make the most out of these exciting events and enjoy the beautiful fall foliage along the way!

Vermont Fall Road Trips: Conclusion

In conclusion, Vermont fall road trips are a must-do for anyone who loves the beauty of autumn.

With its stunning landscapes, charming towns, and rich history, Vermont offers some of the most picturesque drives in the country.

From the scenic route through the Green Mountains to the quaint villages along the shores of Lake Champlain, there are endless opportunities to explore the beauty of Vermont’s fall foliage.