The Portsmouth Historical Society’s Historical Trolley Tour of Portsmouth was a tremendous success, bringing together a full group of history lovers, community members, and curious visitors for an afternoon dedicated to the stories, landmarks, and lasting legacy of Portsmouth, Rhode Island.
Held on Sunday, May 3, 2026, the guided trolley tour offered guests a comfortable and engaging way to experience several important places tied to Portsmouth’s past. The event began and ended at the beautiful Greenvale Vineyards, with featured stops at Prescott Farms, Founders Brook, and Greenvale Vineyards itself. With limited seating available for only 32 participants, the tour filled quickly and proved once again that there is strong interest in preserving and sharing Portsmouth’s history.
The afternoon began at Greenvale Vineyards, where guests gathered before the trolley departed promptly at 1 p.m. From the start, there was a sense of excitement and appreciation among attendees. The trolley format created a relaxed and welcoming atmosphere, allowing guests to enjoy the scenery while learning about the people, places, and events that helped shape Portsmouth into the community it is today.
One of the highlights of the tour was the opportunity to visit Prescott Farms, a site that connects visitors to Portsmouth’s colonial and agricultural past. The farm setting offered an ideal place to reflect on the town’s long relationship with the land, early settlement, and the everyday lives of those who lived and worked here generations ago. For many guests, seeing the site in person helped bring local history to life in a way that books and photographs alone cannot fully capture.
The tour also included a stop at Founders Brook, one of Portsmouth’s most meaningful historic locations. Founders Brook holds a special place in the story of Portsmouth’s beginnings and remains a powerful reminder of the town’s early settlers, their courage, and their pursuit of a new community. For those familiar with Portsmouth history, the stop provided a chance to reconnect with an important landmark. For those learning about it for the first time, it offered a deeper understanding of why Portsmouth’s history deserves continued attention and care.
The return to Greenvale Vineyards gave guests another opportunity to appreciate one of Portsmouth’s most scenic properties. At the conclusion of the trolley tour, attendees enjoyed a brief talk from the vineyard owner, who shared insight into the history and legacy of the property. This added a personal and memorable ending to the afternoon, connecting Portsmouth’s agricultural heritage with the continued stewardship of historic land.






The Portsmouth Historical Society was especially pleased by the strong turnout and enthusiastic response from guests. The event was well-attended and widely considered a huge success. Many participants expressed appreciation for the chance to experience Portsmouth’s history in such an enjoyable format. The trolley tour made it possible to visit multiple historic places in one afternoon while also creating time for storytelling, conversation, and community connection.
Events like this play an important role in the mission of the Portsmouth Historical Society. They do more than simply highlight historic sites. They help people understand why local history matters. They remind residents and visitors that Portsmouth’s story is not something distant or forgotten. It is present in the roads we travel, the farms and fields we pass, the landmarks we preserve, and the stories we continue to tell.
The success of this year’s Historical Trolley Tour also reflects the community’s growing appreciation for meaningful local experiences. In a time when so much information is available online, there is still something special about gathering in person, visiting historic places, and hearing stories where they actually happened. The tour gave guests a chance to slow down, look around, and see Portsmouth through a historical lens.
The Portsmouth Historical Society extends its sincere thanks to everyone who attended the tour and helped make the event such a success. The Society is also grateful to Greenvale Vineyards for serving as the start and end point of the tour and for helping create such a welcoming setting for the day. Special thanks are also due to the guides, organizers, volunteers, and supporters who helped bring the event together.
The strong response to the tour is an encouraging sign for future Historical Society programming. Last year’s event sold out, and this year’s tour continued that tradition of strong interest. Most importantly, the event helped support the ongoing work of preserving Portsmouth history. Every ticket, every attendee, and every shared conversation contributes to that larger mission. By taking part in events like the Historical Trolley Tour, community members are truly playing their part in keeping Portsmouth’s history alive for future generations.
The Portsmouth Historical Society looks forward to offering more opportunities for the public to explore, learn, and connect with the remarkable history of Portsmouth. The success of the Historical Trolley Tour is a reminder that local history continues to inspire people of all ages, and that Portsmouth’s story remains worth discovering, preserving, and celebrating.



