Upcoming Event: Eastie After Dark public art, water views, urban wilds, and hidden alleys!

2.1 min readBy Maureen DahillPublished On: January 29th, 2025Categories: Features1 Comment

If you love trails, urban adventures, and seeing East Boston from a whole new perspective, mark your calendars! Mike Tormey, a transportation planner with the City of Boston, is leading a special Night Hike through East Boston, venturing beyond the usual Walking City Trail (WCT) routes.

Set for Wednesday, February 12th, this 2.7-mile trek will kick off at 6 PM at Airport Station (Blue Line) and wind through parks, greenways, open spaces, and Eastie’s most intriguing neighborhoods. Expect stunning harbor views, bold street art, hidden urban wilds, and maybe even a secret alleyway or two. The adventure wraps up at Maverick Station, making it easy to hop back on the T.

This isn’t just another hike—it’s a chance to imagine how Eastie could anchor a future Boston trail. Maybe even one that mixes walking with a water taxi connection? (We’re here for it.)

So bundle up, bring a flashlight, and get ready to see Eastie in a whole new light!

RSVP here via Walking City Trail

NIGHT HIKE FAQs

What supplies should I bring for a night hike? We recommend comfortable insulted walking shoes or boots, a headlamp or flashlight (not the one on your phone), and a backpack with water and your favorite snacks. And for upper/lower body warmth, we suggest dressing in the classic “three layer system.” First, wear an insulating base layer like thermal tights. Second, add a second intermediary layer for warmth, such as a vest or a fleece. Finally, slide into a jacket with wind resistance, and you’re good to go. Crucially, bring a warm hat too! Keeping your head warm will help you stay warm in winter conditions for a longer period of time. Finally, if your phone is prone to dying in cold temperatures, consider bringing an external charger too.

Will we really be hiking in the dark…? Generally! There are streetlights, but it’ll be dark out. Headlamps and flashlights with provide luminance whenever we leave the streetlights behind.

How can I get to/from the hike? Airport Station, the meetup point, is serviced by the MBTA Blue Line.What if I’m running late for the hike? Please leave exta time to get to Airport Station by 6:00pm, as we will set off shortly after. If you’re running late, you can try intercepting the group at Maverick Square (maybe around 6:30/6:45). Just bear in mind that you might have to hang out there for a bit before the group arrives. Here’s a Google Maps pin for the interception location.

Maureen Dahill

Maureen Dahill is the editor of Caught in Southie and a lifelong resident of South Boston sometimes mistaken for a yuppie. Co-host of Caught Up, storyteller, lover of red wine and binge watching TV series. Mrs. Peter G. Follow her @MaureenCaught.

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