Historic Main Street Walking Tour, Wed 9:30 - 11:00 AM, September 10. A Brewster Historical Society guide shares highlights of the historic homes and their residents along Main Street.  TICKETS > >

A Grave Situation Tour, September 18, 2025. 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 > >

Brewster’s Ancient Burial Ground Tour, September 20, 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 > >

Tours SOLD OUT. Now privately owned, this is a rare opportunity to experience a guided tour through the rooms of this historic c.1660s homestead and feel the voices of the past speak softly to you. TICKETS »

Annual Meeting of Brewster Historical Society – Guest Speaker: Beth Stein
Howard Gibbs and Eugene Fitsch: Together Again. Howard Gibbs was born in New Bedford, Massachusetts in 1904; Eugene Fitsch was a painter, printmaker, and stage designer, born in Alsace-Lorraine, France in 1892. Their respective career paths brought them both to Brewster, where Gibbs lived in the Cobb House, Fitsch in a house that he built on Setucket Road.  DETAILS > >

The Brewster Colonial Artillery Company will be encamped at the Brewster Historical Society Windmill Village at 51 Drummer Boy Road (adjacent to Drummer Boy Park).
Saturdays 12 - 4 pm: Sep 28, Oct 19, and Nov 16. DETAILS >>

Brewster’s Ancient Burial Ground Tour, October 4, 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 > >

Historic Main Street Walking Tour, Wed 9:30 - 11:00 AM, October 8. A Brewster Historical Society guide shares highlights of the historic homes and their residents along Main Street.  TICKETS > >

The Brewster Colonial Artillery Company will be encamped at the Brewster Historical Society Windmill Village at 51 Drummer Boy Road (adjacent to Drummer Boy Park).
Sundays 12 - 4 pm: Oct 19, and Nov 16. DETAILS >>

A Grave Situation Tour, October 30, 2025. 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 > >

Darius Coombs is also a Mashpee Wampanoag tribal citizen and is the Cultural Outreach Coordinator for the Mashpee Wampanoag Education Department. Darius is the former Director of the Wampanoag Indigenous Program at Plimoth/Patuxet Museums for over 30 years. Over his career Darius has worked with Smithsonian, History Channel, National Geographic, and Scholastic to name a few. His teaching of Wampanoag and other Indigenous cultures in the history of the northeast is recognized throughout the country. DETAILS > >

The Brewster Colonial Artillery Company will be encamped at the Brewster Historical Society Windmill Village at 51 Drummer Boy Road (adjacent to Drummer Boy Park).
Sunday 12 - 4 pm, Nov 16. DETAILS >>