Skip to main content
Voyay walking tour

Rails, Beer, and Reinvention

Trace Jamaica Plain’s brewing past and community-built transportation future

  • Boston, United States
  • 11 stops
  • 161 min
  • 5.2 km
  • History

Free in the Voyay app

Get it in the app

Already have Voyay? Open this tour in the app

Rails, Beer, and Reinvention1234567891011
This walk reveals a side of Jamaica Plain built around industry, transit, and organized resistance. Beginning at Jackson Square, you will trace land once cleared for an expressway that residents defeated, then see how rapid transit, public paths, and community institutions emerged from the contested corridor. The route moves through Egleston Square’s old streetcar landscape and into the former Haffenreffer brewery, where brick industrial buildings now support brewing, workshops, artists, nonprofits, and small businesses. Along the way, pocket gardens and Spontaneous Celebrations show that reinvention happened through local stewardship and cultural organizing as much as through construction. Farther south, Green Street, Southwest Corridor Park, and the Arborway Bus Yard reveal both achievements and unfinished arguments about equitable transportation. Forest Hills provides a fitting finale, gathering trains, buses, bicycles, and pedestrians at a hub shaped by more than a century of change. This tour is ideal for urban-history enthusiasts, transit fans, architecture lovers, and travelers curious about how communities influence city planning. It is worth the walk because preserved factories and active infrastructure become evidence of who built Jamaica Plain, what was lost, and how residents fought to shape what came next.

Try the first stop

Jackson Square Station
Photo: Wikimedia Commons
Free sample · Stop 1

Jackson Square Station

A transit gateway where canceled highway plans became trains, paths, and possibility.

Begin above the Orange Line trench, where trains, buses, bikes, and pedestrians reveal several transportation eras at once. The 1987 station replaced service on the Washington Street Elevated, but the new corridor occupies land cleared for an expressway residents defeated. It is an immediate lesson in progress, loss, and neighborhood power.

The route

11 stops, in order.

  1. Stop 1 · Free sample

    Jackson Square Station

    A transit gateway where canceled highway plans became trains, paths, and possibility.

  2. 2
    Stop 2

    Spontaneous Celebrations

    A joyful arts center born from Jamaica Plain’s successful anti-highway movement.

  3. Stop 3

    Stony Brook Station

    Modern rapid transit meets a buried brook and an industrial neighborhood.

  4. 4
    Stop 4

    Samuel Adams Boston Brewery

    Modern craft brewing brings an old industrial district back to life.

  5. 5
    Stop 5

    The Brewery Complex

    A German brewing landmark reborn for small businesses, artists, and nonprofits.

  6. 6
    Stop 6

    Egleston Peace Garden

    A small community garden transforms neighborhood hardship into care and remembrance.

  7. 7
    Stop 7

    Egleston Square

    A lively crossroads shaped by streetcars, elevated trains, and immigrant enterprise.

  8. Stop 8

    Green Street Station

    A neighborhood station where rail infrastructure, parkland, and public art converge.

  9. Stop 9

    Southwest Corridor Park

    A canceled expressway became community parkland, rapid transit, and neighborhood connections.

  10. Stop 10

    Arborway Bus Yard

    An active bus yard preserves the unresolved story of vanished streetcars.

  11. Stop 11

    Forest Hills Station

    Streetcars, elevated trains, buses, and modern rail meet at journey’s end.

The app guides you from stop to stop with GPS and plays each story when you arrive.

Walk Rails, Beer, and Reinvention

Free in the Voyay app

Get it in the app

Already have Voyay? Open this tour in the app