Middle Street Walk

"Where the Past is Present"

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  • 2026 Middle Street Walk Gingerbread House Contest will not be happening this year.
  • Middle Street Walk Sponsors

Middle Street Walk Sponsors

Cape Ann Savings Bank

Bank Gloucester

Institution for Savings

Mr. and Mrs. David Bell

Trinity Congregational – Cape Ann Thrift Shop

Harbortown Cultural District

Gloucester Cultural Council

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Past years

GLOU
Inside the Sargent House
Inside the Sargent House
Sargent House decorated for the Middle Street Walk
Sargent House decorated for the Middle Street Walk
Dancing performance at City Hall's Kyrouz Auditorium
Dancing performance at City Hall’s Kyrouz Auditorium
Bell ringers at Trinity Congregational church
Bell ringers at Trinity Congregational church
Winning child's entry
Winning child’s entry
The year the Greasy Pole fell down
The year the Greasy Pole fell down
Award winning adult entry
Award winning adult entry

Participating Organizations

  • Art Haven
  • Cakes by Barbara – Gingerbread House judge
  • Cape Ann Big Band
  • Cape Ann Museum
  • Cape Ann Transportation Authority
  • Generous Gardeners
  • Gloucester Committee for the Arts
  • Gloucester Trinty Congregational Church
  • Harbortown Cultural District
  • Miss Tina's Dance Studios
  • Sargent House Museum
  • Sawyer Free Library
  • St. John's Episcopal Church
  • Temple Ahavat Achim
  • Unitarian Universalist Church
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