Don't miss this opportunity to discover Brewster’s rich past at these historic locations - FREE! The Museum and Woodworking Shop at 739 Lower Road AND the Windmill Village at 51 Drummer Boy Road (adjacent to the Drummer Boy Park) will be open for free tours and demonstrations. In addition to these well-preserved historic buildings artifacts and exhibits from Brewster’s past are on display. Meet our miller and blacksmith at the Windmill Village!

A Brewster Historical Society guide shares highlights of the historic homes and their residents along Main Street.  TICKETS > >

Canceled, to be rescheduled. Monomoy Regional High School social studies teacher John Dickson has been named Teacher of the Year by the American Lawyers Alliance. The national recognition stems from Dickson’s contribution in educating students on law-related education in his civic classes. Learn more »

Weather cancellation - Brewster’s Ancient Burial Ground Tour, September 26, 2025. A Brewster Historical Society guide provides the history of the Brewster Ancient Burial Ground and shares highlights of some of the townspeople buried underneath these centuries’ old headstones. TICKETS > >

The Revolutionary War Experience. The Brewster Colonial Artillery Company will be encamped at the Brewster Historical Society’s Windmill Village at 51 Drummer Boy Road (adjacent to Drummer Boy Park) between 12 and 4 PM on Sundays. Learn more »

SOLD OUT. A Grave Situation Tour, September 17, 2026. A Narrated walking tour of the famous, the infamous, the unknown and ignored – till now! Expect uneven terrain — and “spirited” guests. Tickets must be purchased in advance. TICKETS > >

SOLD OUT. A Brewster Historical Society guide shares highlights of the historic homes and their residents along Main Street.  TICKETS > >