Events
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🎄 Get Ready for the Holidays! Carols & Cocoa is Back!
Hey Longwood friends! The Longwood Historic Society is so excited to announce that our favorite holiday tradition, “Carols & Cocoa, Presented by AC Cowboys,” is officially returning on Saturday, November 29, 2025! Mark your calendars! This is the official way we kick off the Christmas season in Longwood, featuring a special historic tour and a heartwarming community tree lighting. New member, Eric Becker, will serve as event coordinator for this third annual holiday event. A Special Gift to the Community from AC Cowboys We are thrilled to acknowledge the incredible support from our Presenting Sponsor, AC Cowboys. They have stepped up significantly…
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Carols & Cocoa Welcomes Record Crowd
The second annual Carols & Cocoa on November 30, 2024 was a huge success! The festivities kicked off with a historic “open house” walking tour. Historic Society President Jason Byrne led the large crowd to stops at the Longwood Inn, Bradlee-McIntyre House, Clouser House, Christ Episcopal Church, the Inside-Outside House, and the Historic Civic Center. After the tour wrapped, hot cocoa, apple cider, and cake pops were served by the Rotary Club, Cottage Gift Shop, and Pixie’s Magical Corner Bakery. The evening concluded with a tree-lighting ceremony, a holiday blessing by Sanlando United Methodist Church pastor Jonathan Tarman, and singing…
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Monster Dash is Big Success
Last Saturday, the seventh annual Longwood Monster Dash 5K was another big success. We sold out the 400 participant slots and had support from over two dozen sponsors. Over 50 volunteers from the Historic Society, One F1tness, Rotary Club, the City of Longwood, and Lyman High School’s Men & Women of Excellence were there to ensure it was successful. We set an ambitious goal of raising $20,000 this year (after making $18K last year). You all helped us exceed that goal, earning an estimated $21,192 that will pay for roughly half of the funds needed for the new upper roof…
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Origins of the Longwood Art Festival
The Longwood Arts & Crafts Festival has been a staple in the town for decades. It began as a fundraiser for the Longwood Historic Society (then called the Central Florida Society for Historic Preservation) in 1977. The first event was held on December 3-4, 1977 during the afternoon on both days. Besides the art vendors there were food booths and music performers. It was a huge success! The historic society continued the event as its primary fundraiser for the next 40 years. It was a lot of work! The festival committee worked on it almost year-round, using a second-floor office…
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Third Annual Poker Tournament a Success
What a fun night! We want to thank all of those who came to participate this year. It was another great year at the Longwood Poker Tournament. Our participants and sponsors were awesome, and they will help us pay the bill to Hi-Lo Roofing for the new metal roof on the Inside-Outside House! We appreciate Commissioner Tony Boni and his dedicated crew at Be The Change Today Foundation for organizing this fundraiser for the society. We also could not have pulled it off without our volunteers. Shout out to Nan and Pops Ice Cream Shop, our title sponsor. Thank you…
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Inaugural Carols & Cocoa is a Success
The idea was born just a month ago, during and ad hoc discussion between Lori Rice (City of Longwood), Matt Morgan, Traci Putnam (LHS President), and Jason Byrne at the the All Hallows in Old Longwood. Could the Longwood Historic Society create a fun new event around the lighting of the new Christmas tree in front of the Longwood Inn? Answer: YES! With not much time to prep and promote, we got to work. The event started with a historic walking tour, with a twist: we’d work with each stop to go into the buildings. A rare opportunity! The tour…

