Valentine’s Day
Clubhouse Poolside 2100 Tripoli Court, KISSIMMEE2026 Valentines Day Event Flyer Join us this Friday for a poolside event! Enjoy games, Valentine’s Day crafts, and even buy gifts for your loved ones. We're excited to have […]
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Latest Past Events
Fall Festival
Activities CenterJoin us for our 4th annual Fall Festival and participate in our Annual Pie Eating Contest! Poolside activities will be held 11 am-3pm. Please note, the entire Windsor at Westside […]
Trunk or Treat!
A free event for all ages! Grab a candy bag, or bring your own and join us for a day of fun and trick or treating at the clubhouse, complete with pumpkin decorating, a visit from the fire truck, and lots of candy stations!!