New England is a treasure trove of natural beauty, especially in the fall when the foliage explodes in vibrant reds, oranges, and yellows. The crisp air, the earthy scent of fallen leaves, and the scenic roads make it a perfect fall trip destination.
This 1-week itinerary will take you through some of the most picturesque spots in New England, all without spending a dime on entrance fees. So pack your bags, fill up the gas tank, and prepare for an unforgettable adventure.
Day 1: Boston, Massachusetts
Begin your journey in Boston, a city rich in history and charm. Start your day by walking along the Freedom Trail, a 2.5-mile route that takes you past 16 historical sites, including the Boston Common and Paul Revere’s House. The trail is free to explore, and the mix of fall colors and colonial architecture creates a captivating backdrop.
Afterward, head to the Arnold Arboretum in the Jamaica Plain neighborhood. The 281-acre park, managed by Harvard University, is open to the public year-round. In the fall, the Arboretum’s collection of trees showcases a stunning array of colors. The views from Peters Hill, the highest point in the Arboretum, are breathtaking, with the Boston skyline peeking through the foliage.
Day 2: Salem, Massachusetts
On your second day, drive north to Salem, the infamous site of the 1692 witch trials. Salem is steeped in history, and its quaint streets are perfect for a leisurely fall stroll. Begin at the Salem Maritime National Historic Site, where you can explore the historic wharves and learn about Salem’s maritime history. The site offers free guided tours, and the waterfront views are stunning in autumn.
Next, wander through the historic district, where many homes date back to the 17th and 18th centuries. The Witch House, once home to a judge involved in the witch trials, is an iconic stop. Though the interior has an admission fee, you can enjoy the architecture and grounds for free.
Day 3: Portsmouth, New Hampshire
Continue your journey to Portsmouth, a charming coastal town in New Hampshire. Start with a visit to Prescott Park, located along the Piscataqua River. The park is known for its beautiful gardens, which are meticulously maintained even as the seasons change. The fall colors here are vibrant, and you can enjoy a peaceful walk along the riverfront.
A short walk away is Strawbery Banke, an outdoor museum showcasing the region’s life over the past four centuries. While the museum requires an admission fee, you can explore the surrounding neighborhood, which features beautifully restored homes, for free. The historic buildings, combined with the fall foliage, make for a picturesque afternoon.
Day 4: White Mountains, New Hampshire
No New England fall road trip would be complete without a visit to the White Mountains. Begin your day with a drive along the Kancamagus Highway, a 34-mile scenic byway that offers some of the best views of the fall foliage. There are numerous overlooks and trailheads along the route, so take your time and enjoy the sights. The Albany Covered Bridge is a must-see, providing a perfect photo opportunity against the backdrop of colorful leaves.
For a short hike, try the 2.8-mile round trip to Sabbaday Falls. The trail is well-maintained and suitable for all skill levels. The falls are magnificent in the fall, surrounded by trees in their autumn glory. Suppose you’re up for more of a challenge; head to the Franconia Notch State Park and hike the Flume Gorge. The 2-mile loop trail takes you through a natural gorge with stunning views, and though the main attractions have an entrance fee, the surrounding trails and viewpoints are accessible.
Day 5: Stowe, Vermont
Stowe is often called the quintessential New England town, and it’s easy to see why. Begin your day by driving along the Stowe Scenic Auto Road, which winds up Mount Mansfield, Vermont’s highest peak. The views from the top are incredible, with a patchwork of colors stretching out as far as the eye can see. On a clear day, you can even see into Canada.
After descending the mountain, explore the village of Stowe. The downtown area is perfect for a stroll, with its white steeple churches and charming shops. The Stowe Recreation Path is a free, 5.3-mile paved trail that winds through meadows, forests, and along the West Branch River. It’s a great way to experience the beauty of Stowe up close.
Day 6: Montpelier And Woodstock, Vermont
Drive south to Montpelier, the smallest state capital in the U.S. Despite its size, Montpelier is full of character. Start your day with a visit to the Vermont State House. The historic building is open to the public, and guided tours are free. The gold dome, framed by fall foliage, is a sight.
From Montpelier, head to Woodstock, often called one of the prettiest towns in America. Stop by the Marsh-Billings-Rockefeller National Historical Park, where you can take a free, self-guided tour of the grounds. The park’s extensive network of trails offers stunning views of the surrounding countryside, especially in the fall.
Day 7: Berkshires, Massachusetts
End your trip in the Berkshires, a region known for its rolling hills and cultural attractions. Begin your day with a drive along the Mohawk Trail, one of the oldest scenic routes in the U.S. The trail offers numerous pull-offs to take in the fall colors and the sweeping views of the surrounding hills. Try the 1.8-mile round trip to Bash Bish Falls, Massachusetts’ highest waterfall, for a short hike.
The trail is easy, and the reward at the end—a cascading waterfall surrounded by vibrant foliage—is worth the effort. If you’re interested in a longer hike, head to Mount Greylock, the highest peak in Massachusetts.
The 3.5-mile round trip to the summit offers panoramic views of the Berkshires. On a clear day, you can see as far as five states. The Veterans War Memorial Tower at the summit is open to the public and free to explore.
Day 8: Return To Boston
On your final day, make your way back to Boston. If time allows, detour through Concord and Lexington, two towns rich in Revolutionary War history. The Minute Man National Historical Park offers free, self-guided tours of the battlefields and historic homes. The park is lovely in the fall, with its winding trails and peaceful landscapes.
As you drive back into Boston, take one last look at the vibrant colors that have accompanied you throughout your journey. New England in the fall is a place of unparalleled beauty, and this road trip offers a taste of everything the region has to offer—history, nature, and a sense of timelessness that’s hard to find anywhere else.
Tips For A Successful Trip
- Timing: Peak foliage varies depending on the year and specific location, but mid-October is usually a safe bet for the best colors.
- Packing: Layers are essential, as New England weather can be unpredictable in the fall. Don’t forget a good pair of walking shoes for the hikes.
- Driving: Some roads, like the Kancamagus Highway and the Stowe Scenic Auto Road, can get crowded, especially on weekends. Start your days early to beat the rush.
- Accommodations: While this guide focuses on accessible attractions, consider booking accommodations in advance, as hotels and inns can fill up quickly during the fall season.
This 1-week New England fall road trip itinerary offers a perfect blend of history, nature, and small-town charm. With so many free attractions to explore, it’s an affordable way to experience one of the most beautiful seasons in one of the most beautiful regions in the country.