No photo yetCannonball Cafe
A neighbourhood café on Dorchester Avenue with a front patio of umbrella-shaded tables where leashed dogs are welcome. The wall of polaroids of canine regulars tells you how the place feels about dogs.

Photo: Daderot — CC0, via Wikimedia Commons. View the original file · Licence. Used under an open licence; the photographer and Wikimedia do not endorse this site or the venue.
Parks · Jamaica Plain, Boston
Harvard's free, 281-acre public arboretum designed by Frederick Law Olmsted, holding more than 15,000 woody plants, hilltop views of the skyline from Peters Hill, and miles of paved and unpaved paths. Leashed dogs are welcome throughout the landscape, making it one of Boston's best on-leash walks.
A world-class living museum that doubles as Boston's most beautiful long on-leash dog walk, free every day of the year.
The official visitor guidelines state 'Dogs must be leashed at all times' and that owners are responsible for removing and disposing of their dogs' waste. The Arboretum's own page does not publish exact daily hours, so check the site before visiting; the landscape is free and open to all. Hours were not published in the material reviewed.
The pet policy above is summarised from the venue’s own published information and cross-checked against public listings. Last checked: against the source on . Policies change without notice anyway, so confirm the current one with the venue before you travel, and keep your dog leashed anywhere that is not a signed off-leash area. Read the full disclaimer.
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No photo yetA neighbourhood café on Dorchester Avenue with a front patio of umbrella-shaded tables where leashed dogs are welcome. The wall of polaroids of canine regulars tells you how the place feels about dogs.
No photo yetA brewery that runs an official dog programme, DOG-chester. Dogs are welcome on two outdoor levels — the ground-floor patio and the roof deck — with tents up in drizzle.
No photo yetA waterfront hotel a short walk from the Harborwalk, with pet rooms that come with bowls and toys and grassy areas outside for on-leash walks. Leashed dogs are allowed through most of the hotel and campus.