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The annual event on Pinehurst Street, featuring all things pirate, kicks off Oct. 1 and runs through the month.

COURTESY PHOTO: MEGAN SWANSON - Pinehurst Street neighbors gather for the annual Pirates of Pinehurst in Sherwood. You may not run into the actual Captain Jack Sparrow, but each October, Pinehurst Street in Sherwood has a very Pirates of the Caribbean feel to it.

The event is technically called Pirates of Pinehurst and is scheduled to kick off Saturday, Oct. 1 and run through the month, with shows made up of animatronics, integrated lighting and video. This year, the event will be in collaboration with the Sherwood Education Foundation.

Sherwood City Councilor Tim Rosener helps organize the event, which is in its third year on Pinehurst, which is a neighborhood located in the Woodhaven subdivision in Sherwood.

"It's a group of about eight families involved, who all live around each other on Pinehurst," Rosener said. "We dress up the whole neighborhood in a kind of Pirates of the Caribbean theme."

The event, with shows running Thursday, Friday, Saturday and Sunday nights, started during COVID, as Rosener recalled.

"It was a way to get people out and do something for the community that people would like and enjoy," he said. "It was a huge hit and it has just grown every year."

The gist of the show is that Sparrow steals the Pinehurst gold and kids are challenged to find the missing gold. Gold doubloons are hidden in trails and parks in Sherwood.

"If kids find one, and bring it back on Halloween night, they get a special treat," Rosener said. "That was a huge hit last year. The parents loved it, the kids loved it. It became quite the deal."

Rosener noted that last year, attendees started offering donations during Pirates of Pinehurst.

"We had people just walking up and saying, 'How can we donate?,'" Rosener said. "I had one Mom bring me a bottle of wine."

That prompted Pirates of Pinehurst to team up with the Sherwood Education Foundation, where Rosener sits on the board, so that donations could help teachers.

"We're partnering with the Sherwood Education Foundation and we're doing sponsorships," he said. "We have a laundry list of businesses who have signed up to sponsor the events."

The education foundation offers grants to teachers in the community. Marie Boatsman, president of the foundation, said there's a grant cycle every year where a teachers can place a grant request for something that otherwise would not be funded by the school.

"Our goal, obviously, is to raise money throughout the year, to be able to fund as many grants as we can," Boatsman said. "We fund grants in the spring that go into effect for the fall."

Over $100,000 worth of grants were donated to teachers in spring, across all schools and all grade levels.

Boatsman was pleased to collaborate with Pirates of Pinehurst.

"When the Pirates of Pinehurst reached out to us about wanting to work with us, team with us and donate to the organization, we thought this was perfect because we can do some fun, specific grant ideas," Boatsman said.

It takes a lot of talented neighbors to put on Pirates of Pinehurst each year.

"There is just an amazing group of talent in these neighbors," Rosener said. "I am more on the technical, animation side. The neighbor across the street went to film school so he's really good with lighting and scripting."

Rosener continued, "We have another neighbor who is a graphic artist and helps with all of our logos and designs. We have all these different folks who kind of come together. It's a lot of fun."

Pirates of Pinehurst is a chance to enjoy the pirate life and mingle with neighbors.

"It's just a blast, seeing the kids enjoy it and, frankly, seeing the parents enjoy it," he said. "It's a bunch of neighbors who just want to do something for the community. We really enjoy doing it."

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