The Ultimate New England Road Trip: Top Places to See When Driving From Belmont, Massachusetts to Manchester Center, Vermont

There’s nothing quite like a road trip during the fall season in New England. With cool crisp air, stunning foliage, and cozy small towns, the region is a traveler’s paradise for those who love scenery, nature, and history. And what better way to experience all of these things than by taking a road trip from Belmont, Massachusetts to Manchester Center, Vermont?

In this blog, we’ve curated a list of must-visit places that will guarantee an unforgettable adventure. Ahead are some top picks for your journey, from classic New England attractions to hidden gems. Buckle up and let's hit the road!

1. Walden Pond State Reservation, Concord, Massachusetts

Start your journey by heading to Concord, Massachusetts, home of Walden Pond – the site of Henry David Thoreau’s two-year experiment in personal freedom and self-reliance. A visit to Walden Pond is a must for literature enthusiasts and nature lovers alike. The pond is surrounded by walking trails that offer an oasis of calm and a chance to reflect. Explore the replica of Thoreau’s cabin, dive into the pond for a refreshing swim, and snap a few pictures with the surrounding foliage. Fall is the perfect time to visit and meander around the pond, as the foliage is breathtakingly beautiful.

2. The Clark Art Institute, Williamstown, Massachusetts

A two-hour drive from Concord will bring you to Williamstown, Massachusetts, home to one of the most stunning art museums in the world: The Clark Art Institute. This magnificent institution is home to one of the most significant and extensive collections of Impressionist art paintings, as well as paintings from different eras. Make a stop here and experience world-class exhibitions, galleries, and event programming in an idyllic setting. The Clark Art Institute’s collection of American and European paintings are something to behold—with paintings of iconic artists Vincent Van Gogh, Pierre-Auguste Renoir, and Claude Monet, the Clark Art Institute is truly a world-renowned destination for art lovers.

3. Old Bennington, Vermont

Continuing your journey for about an hour and a half, you'll reach the charming town of Old Bennington, Vermont. The town is steeped in history and charm, with many colonial-era homes and picturesque churches. Take a stroll on the town's main street and visit the Old First Congregational Church, which dates back 1805. The church is a stunning example of classic New England architecture, and the burial grounds of many revolutionary war heroes can be found here. When you visit Old Bennington, make sure to stop by the famed Bennington Monument, which stands tall as a proud reminder of Vermont’s role in the American Revolution. Touted as the tallest human-made structure in the state of Vermont, this monument boasts panoramic views of the surrounding Green Mountains that you won't forget.

4. Hildene, The Lincoln Family Home, Manchester, Vermont

After a short drive of around twenty minutes from Old Bennington, arrive at Hildene, The Lincoln Family Home. This elegant mansion was once home to Robert Todd Lincoln, son of President Abraham Lincoln. Hildene is a magnificent example of colonial-style architecture and is set amongst the rolling mountains of Vermont, offering breathtaking vistas and natural wonders. Visit the formal gardens, which were designed by the influential landscape architect, Frederick Law Olmsted. During fall, Hildene’s garden is a beautiful place to visit, due to the bright foliage of the stunning trees that are found all around the property. Step back in time and explore the house’s meticulously-preserved rooms and admire the antique furnishings.

5. Equinox Mountain, Manchester, Vermont

At the foot of the Green Mountains lies Equinox Mountain, offering you the perfect opportunity to hike, climb or cycle. If you’re looking to get your heart rate up and capture some stunning views, Equinox Mountain is a must-visit destination in southern Vermont. Hike to the summit and enjoy the views at the top of this iconic mountain, or embark on a more leisurely hike on one of the many trails that are available throughout the area. The breathtaking scenery and natural wonders of this mountain are something you won’t forget after your journey is over.

Final Thoughts

The road trip from Belmont, Massachusetts, to Manchester Center, Vermont, is a must-see experience, with something for every type of traveler, from history buffs to art lovers and outdoor enthusiasts. You will enjoy stunning scenery, delicious local cuisine, and some of the best cultural landmarks of the United States. The trip time is just right, and the destinations that we've listed are some of the best attractions that New England has to offer. So pack your bags, buckle up, and head out on a road trip that is sure to create lifelong memories!