09/01/2026
Are you heading to New England this fall? 🍁
Steal my epic itinerary for New Hampshire, Vermont & Boston!
The full guide is on my blog!
💚Make sure to leave no trace when you visit! Stay on the trails, pack out all of your trash, follow rules on drone usage and parking, and respect those around you.
Day 1: Fly into Boston and drive to the New Hampshire White Mountains. If you have time, Mt Willard is a great hike to start with! (3.1 miles)
Day 2: Explore the New Hampshire White Mountains. I recommend hiking to Artist’s Bluff at sunrise, driving the Kancamagus Highway and driving to the top of Mt Washington (the highest point in the Northeast)
Day 3: Drive to Stowe Vermont and explore the area. I recommend Cold Hollow Cider Mill, Percy Farm Corn Maze, Moss Glen Falls & Mt Mansfield (the highest point in Vermont. You can drive, hike or take a gondola).
Day 4: Drive to Woodstock, Vermont and explore the area. Take a tour of Baird Farm, hike or take the gondola to the top of Mt Killington and explore the town of Woodstock
Day 5: Drive back to Boston and explore. Visit Quechee State Park on the way, walk the Freedom Trail in Boston and have dinner in the North End.
Have you done a New England fall road trip? If so, what was your favorite part?