Jamaica Plain is a tranquil and beautiful Boston neighborhood just south of historic Fenway. On the city’s outer edge, the area is blessed with lush wooded retreats and off-the-beaten path culture built around a strong local artist community. For the learning traveler, here are eight ways to enjoy yourself in Jamaica Plain.

Explore the Arnold Arboretum


image via flickr

The 281-acre Arnold Arboretum is an easy place to escape the busy city surrounding with sprawling meadows, and small ponds lined with plants from around the world. Take a walk, or lay out in this vast natural space.

Have a Beer at Doyle’s Cafe

An historic landmark, Doyle’s is the quintessential Irish pub in Boston. The first home of Sam Adams Beer and serving one of the best lobster rolls in town, the bar and restaurant oozes local appeal.

Eat at Ten Tables

Jamaica Plain is filled with critically-acclaimed restaurants, and Ten Tables is among the most respected. The four course tasting menu is dining at its finest with creative dishes like stew of monkfish and scallop mousse.

Go Shopping


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Jamaica Plain has a bohemian flare that resonates in a shopping scene dense with reclaimed and chic merchandise. Explore hand-me-downs at thrift and vintage shops Boomerangs and 40 South Street, or satisfy your inner child at Boing! JP’s Toy Shop and JP Comics and Games.

Catch a Show at Footlight Club

The oldest community theatre in the country, the Footlight Club is a Jamaica Plain landmark. Still producing fun, low-key shows, it’s an affordable place to enjoy a production and experience  the neighborhood’s artistic community.

Take a Tour at Sam Adams Brewery

A premier American beer, Sam Adams’s home is right in the heart of Jamaica Plain. Explore the historic factory and sample classic and new brews for a suggested donation of $2.00, which goes to one of many local charities.

Catch a Sunset at Jamaica Pond

Yet another bit of nature in Jamaica Plain, the pond is a 68-acre oasis surrounded completely by trees (and a 1.5 mile path). The horizon and water glows with warm colors around sunset, a great time to go and take a load off.

Have a Cone at JP Licks


image via flickr

JP Licks helped put Jamaica Plain on the map. Boston’s favorite ice cream shop’s flagship store is right in the neighborhood, serving house-made ice creams and frozen yogurts since 1981. Rotating monthly flavors can be followed on the J.P. Licks Calendar.

cover image via flickr