The Windham Inn
4 Scotland Road · c. 1783
A Flemish-bond brick landmark that was once taller; structural problems in the 1800s led to its present two-and-a-half-story form.
WPI WalksWindham Preservation Inc.
Map 1 · 11 stops
Historic homes and public buildings clustered around the lower Windham Center Green.

Interactive map unavailable? The numbered stop list and WPI map above still work offline.
Original WPI order
4 Scotland Road · c. 1783
A Flemish-bond brick landmark that was once taller; structural problems in the 1800s led to its present two-and-a-half-story form.
4 Windham Center Road · Congregation 1692; current building c. 1886
The congregation dates to 1692. After an 1886 fire, the current Queen Anne-influenced church rose with Gothic arches and a shingled spire.
8 Windham Center Road · c. 1798; remodeled c. 1823
A Greek Revival showpiece with a broad Ionic portico; the house was substantially rebuilt in the early 1800s.
10 Windham Center Road · c. 1860
An Italianate villa dominated by a three-story tower, bracketed cornices, rope molding, and arched window hoods.
14 Windham Center Road · c. 1750
A compact gambrel-roofed home with later Victorian windows and a decorative porch featuring fleur-de-lis-inspired brackets.
19 Windham Center Green · c. 1755
An eighteenth-century house-and-shop complex with later changes, plus a notable carriage house behind it.
17 Windham Center Green · c. 1765
A Georgian-era house later altered with Victorian windows and twentieth-century entrance changes; associated with civic leader Shubael Abbe and Dr. Chester Hunt.
11 Windham Center Green · c. 1783
A late-Georgian residence with a long kitchen ell and a particularly strong doorway framed by fluted pilasters and a triangular pediment.
9 Windham Center Green · c. 1832
Built for the Windham National Bank in a temple-like Greek Revival style. The bank famously lost $23,000 in an 1854 robbery before the thieves were caught.
7 Windham Center Green · c. 1790
A rare surviving professional building with a gambrel roof, Palladian window, and Georgian detailing; it was moved twice before reaching this location.
3 North Road · c. 1885
An Italianate house with deep bracketed cornices, a round-headed central window, and a wraparound porch on the former courthouse site.
Sources & further reading
Stop-specific descriptions are adapted from Windham Preservation Inc.’s published tour materials. Supplemental links add context where a reliable external source is available.