Dog-friendly walks in Boston and beyond

Boston is a very walkable city and there are countless routes to take with your furry friend. A few of our favorites within and outside of the city are included below.

Castle Island

For water views and ocean breezes, check out Castle Island in South Boston. This two-mile loop is flat and offers great views of the city. It gets very busy on nice days, so go out early in the morning or later in the day with your dog. We highly recommend grabbing a hot dog at Sully’s after!

Arnold Arboretum

The Arnold Arboretum is beautiful all year round but especially in May when the lilacs are blooming. There are endless paths to explore and plenty of room to roam. If you’re feeling extra adventurous, check out nearby Jamaica Pond, too.

Charles River Esplanade

The Charles River Esplanade has gorgeous views of both the river and city. It’s particularly fun in the warmer months when you can watch kayakers and sail boats on the Charles. If you’re visiting in the summer, grab a drink at Night Shift Brewing’s Owl’s Nest on the Esplanade.

Lower Neponset Trail

As the name suggests, the Lower Neponset Trail takes you along the Neponset River with highlights including Pope John Paul II Park in Dorchester. This trail is popular with runners and cyclists so be prepared for larger crowds on nice weather days. If you take the trail down to Lower Mills, grab lunch to go from Bred and get a special treat for your pup at The Pooped Pooch!

Blue Hills Reservation

If you’re in the mood for a hike, look no further than Blue Hills Reservation. Just south of the city, Blue Hills has more than 125 miles of trails that are great to explore year-round. Two favorites are the Skyline Loop trail (3 miles – challenging), and Ponkapoag Pond (3.75 miles – easy).

We hope you enjoy exploring Boston with your dog and let us know about your favorite walks below! And be sure to follow @sophie.le.chien on Instagram!

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