Warm Weather Walks Around Bean-Town

Photo: Jennifer Boyer

From its architecture to its greenspace, this is one of the best times of the year to walk around Boston. In fact, there are several warm weather walks you definitely don’t want to miss.


At more than 40 miles, HarborWalk is one of the longest urban linear parks in the nation. It’s also considered one of the city’s best waterfront parks, and a great place to go for a stroll along the shoreline during the warmer weather months of the year in Boston.

Freedom Trail

Step back in history with a self-guided tour along the Freedom Trail. The 2.5-mile trail winds through some of the city’s oldest neighborhoods. Along the way you’ll see some infamous landmarks and sites, such as Old North Church, Boston Common and the USS Constitution.

Acorn Street

Packed with its own history, Acorn Street is one of the most visited streets in all of Boston. The Beacon Hill cobblestone street showcases Boston during the 18th and 19thcenturies and is one of the city’s most photographed places.  

Rose Fitzgerald Kennedy Greenway 

You’ll walk past fountains, monuments, and memorials when you set out on the Rose Fitzgerald Kennedy Greenway. The 1.5-mile walk along this linear park leads you through several Downtown Boston neighborhoods. 

Monument Square

If you want to take in some of the area’s historic, Federal-style homes, why not take a stroll around Monument Square in Charlestown. If you want a bit more than just a stroll, you can try climbing up the 294 steps of the Bunker Hill Monument to the very top.

Seaport Common

Seaport Common has a walking path and some green space. It’s a good spot to go for a walk yourself, or even take your pet. On the weekends, you can enjoy the walk even more when Boston Public Market sells fresh local produce, prepared foods, and more.

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