Boston's Best Running and Walking Trails: Our Top 3 Picks

Whether you're a fitness enthusiast or simply seeking a picturesque stroll, Boston offers an array of stunning walking and running trails to explore during your vacation. So, why not lace up your sneakers and hit the pavement? To help you make the most of your visit, we've handpicked the top 3 city routes that combine exercise with scenic beauty.

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​1. Charles River Loop

Distance : Distance: ~ 2.6 miles - 4.3 miles 
For a truly breathtaking run or walk, look no further than the Charles River Loop. Beginning at the Charles River Esplanade, you'll enjoy stunning views of Cambridge's cityscape and the tranquil flow of canoes and kayaks along the river. You can opt for a shorter loop by crossing the Mass Ave Bridge, or extend your journey by continuing to the BU Bridge crossover. With its perfect combination of distance and panoramic views, the Charles River Loop is an experience not to be missed.

If you choose to take the Mass Ave Bridge, you'll be rewarded with a refreshing breeze as you cross the Charles River and catch a glimpse of Cambridge's Museum of Science and Boston's iconic North End buildings. Turn right onto Memorial Drive and revel in the stunning view of Boston's glittering skyline. On your left, you'll spot some of MIT's educational and dorm buildings. To complete the loop, cross the Longfellow Bridge and enjoy the rare opportunity to run alongside the Red Line train, as this is one of the few areas where it runs above ground. This route promises a memorable blend of scenic beauty and urban charm.
Distance: ~ 2.6 miles

If you're up for a longer loop, head towards the BU Bridge, where you'll be treated to stunning views of the Charles River and a glimpse into the heart of Boston University. Be sure to pause on the BU Bridge for another  view of the city's skyline. Turn right onto Memorial Drive and choose between running on the sandy path next to the river or on the designated runners/bikers pathway. You can either pass by the Mass Ave Bridge or keep going towards the Longfellow Bridge. No matter which path you choose, you're in for an unforgettable experience .
Distance: ~ 4.3 miles

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​2. Commonwealth Avenue Mall

Distance: ~1.72 miles
Named for the elegant brownstones that line its route, the Back Bay Mall Loop is a must-do for runners and walkers alike. Bask in the cool shade of the tree canopy on hot summer days and take in the historical statues along the way. Don't miss the chance to stroll through the iconic Boston Public Garden, where you can rest beneath the shade of majestic willow trees. For a livelier atmosphere, continue through the Boston Common and soak up the energy of the bustling city. This loop offers a unique blend of urban excitement and natural tranquility, making it a favorite among Bostonians and visitors alike

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​3. Back Bay Fens

Distance: ~1.62 miles
For those seeking a peaceful escape on their run or walk, we recommend the Back Bay Fens Loop. This serene route offers glimpses of the renowned Museum of Fine Arts, the picturesque Rose Garden, and the tranquil Fenway Garden Society. And if you're looking for a track to hone your skills, you're in luck—Clementine Field is situated right in this area. Take a break from the bustling city and lose yourself in the natural beauty of the Fens, where you'll find plenty of space to breathe and relax. The Back Bay Fens Loop is a hidden gem that you won't want to miss.