Pilgrim Progress

Reenactment of a description of the Pilgrims walking to church given by Isaac DeRaisiers, a Dutch trader, in 1627. Costumed actors parade from the Mayflower Society House, down Water Street past Plymouth Rock, and up Leyden Street to Burial Hill. Organized by the Plymouth Rock Foundation and occurs on Friday evenings during the month of August and on Thanksgiving Day.

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Listing from Wikivoyage: Plymouth (Massachusetts), CC BY-SA 4.0.

Updated 28 Sept 2026. Something wrong? Tell us.

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Brewster Gardens and Town Brook
Created in the early 1920s, the park covers the original garden plot that was granted to Elser William Brewster in 1620. Located in the park are several historical monuments, as well as a pretty nature walk along Town Brook, which originally supplied water to the colony. Events are held here often, including a rubber ducky race down the brook.
Free
Eat
Cafe Strega
Authentic Italian restaurant overlooking Brewster Gardens.
Entrees $15-38
Do
Plymouth Center for the Arts: Annual Juried Art Show
Held annually late September-October. Features an art stroll, live poetry performances, concerts, and viewing of the accepted entries and winners of the annual exhibition in painting, drawing, photography, and other media. Artwork submissions for the show are typically submitted in late August for review. Accepted entries are displayed in the show and considered for prizes.
See
Old County Courthouse & Museum
Built in 1749, the two-story wood frame building is believed to be the oldest wooden courthouse in the United States; it stands on the site of the first (1620) courthouse built by Plimoth Colony settlers, and may incorporate elements of a 1670 building. Vintage firetruck inside.