Crooked Can Tasting
Tu Casa Bar 2100 Tripoli Ct.Crooked Can Event Join us for a Crooked Can poolside tasting event! Try some of our favorite local beers, then head over to Tu Casa Bar and Lounge to continue […]
ACTIVITIES
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Events and Activities
Explore our weekly/monthly calendar filled with a diverse range of events and activities, ensuring your stay at Windsor at Westside Resort is packed with fun and unforgettable moments.
5 events found.
Events
Shark Week
Activities CenterJoin us for a week of fun celebrating Shark Week and get your own Westside Willy Shark Cup, take fun photos, and participate in fun shark themed crafts and activities!
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!!
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 […]
Valentine’s Day
Clubhouse Poolside 2100 Tripoli Court, KISSIMMEE, FL, United States2026 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 […]