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Cypress Knee Online NewsletterAugust 26, 2026 |
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It's time to plan your vacation!
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Wednesday, August 26 Thursday, August 27 Sunday, August 30 *Weather Permitting For future events at Cypress Cove, check out our online calendars page! Club Activities - Visitors Welcome!Maybe your idea of a fun vacation is learning a new skill or meeting new people.
Cheeks Dining This WeekClick Here for this week's menuCheeks Kitchen Hours Breakfast: Cheeks Kitchen Hours Lunch/Dinner: Cheeks Bar Hours: *Menu Subject to Change Due to Availability* Next Week's Entertainment & Events:
Wednesday, September 2 Thursday, September 3 Sunday, September 6 (*Weather Permitting) |
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Toga Party Weekend: When in Rome…Grab a sheet, channel your inner Roman god or goddess, and get ready for a weekend worthy of the history books! Toga Party Weekend is coming to Cypress Cove, bringing plenty of opportunities to eat, drink, dance, laugh, and enjoy a little ancient-Rome-inspired revelry with your Cove friends. The weekend flyer has the full lineup, but there’s one event you’ll definitely want to plan ahead for: the Toga Costume Contest! Whether you keep it classic with a simple white toga or go all-out with gold, laurels, accessories, and your own creative twist, we want to see what you come up with. Prizes and bragging rights are on the line, so don’t wait until the last minute to figure out how you’re wrapping that sheet! Of course, wearing a toga is completely optional—but joining in on the fun is highly encouraged. Come for your favorite weekend activities, stay for the laughs, and see just how creative your fellow Covers can get when we turn Cypress Cove into our own little Roman retreat. Check out the attached flyer for the complete schedule, start planning your toga, and get ready to party like it’s 44 B.C.!
We Did It Again! Cypress Cove Named Best Kept SecretWe have some exciting news to share... Cypress Cove has been named Orlando Weekly’s Best Kept Secret for the second year in a row! Winning once was an incredible honor. Winning again makes it even more meaningful, because this recognition came from the people who took the time to nominate us, vote for us, and show their support. To everyone who cast a vote for Cypress Cove: thank you! We truly appreciate every nomination, every vote, and every person who encouraged a friend to show the Cove some love. Of course, those of us who spend time here know the real secret isn’t simply the beautiful lake, the sunshine, or everything there is to do. It’s the people. It’s the friendships formed around the pool, familiar faces at events, conversations over dinner, and that unmistakable feeling of being somewhere you can relax and simply be yourself. That’s what makes Cypress Cove special, and we’re incredibly grateful that so many of you think it’s worth celebrating. Being named Best Kept Secret two years running does present us with one small problem, though… We’re apparently getting pretty bad at keeping the secret. Thank you to our members, residents, guests, friends, and everyone who voted. This one belongs to the entire Cove community. Here’s to another year of being one of Central Florida’s favorite not-so-secret places!
Osceola County Clerk of the Court opens Satellite OfficeOsceola Clerk of the Court has opened a new satellite office, sharing a building with the Osceola County Sheriff's Satellite office, located at 4547 Pleasant Hill Road, Poinciana. This office is for traffic offenses only, but hopes to offer other services soon. The office will be open Monday through Friday, 8 a.m. to 5 p.m.
Fresh Updates Coming to the VillasExciting improvements are underway at the Villas! As part of our ongoing commitment to keeping Cypress Cove welcoming, comfortable, and looking its best, our villa buildings are currently undergoing a remodel. These updates will give the buildings a fresh new look while bringing them in line with the style and appearance of our previously renovated buildings. The project includes both exterior and interior enhancements designed to provide a more modern, inviting experience for our guests. Construction is expected to continue through the coming months, with an anticipated completion date sometime in the mid-to-late fall. We appreciate everyone's patience while this work is underway and know the finished results will be well worth the wait. Thank you for supporting the continued improvements that help keep Cypress Cove a place we're all proud to call home or our favorite getaway. We look forward to welcoming guests to these refreshed villas later this year!
Labor Day 5KLace up (or… don’t) and join us for one of Cypress Cove’s most spirited traditions, the 13th Annual Labor Day 5K! Ever wanted to experience the freedom of a clothing-optional run? Now’s your chance. On Saturday, September 5, 2026, runners and walkers alike are invited to “bare it all” (or keep it minimal!) as they make their way through our beautiful 300-acre property in Kissimmee. Whether you’re chasing a personal best or just here for the fun, this is a race unlike any other. Your registration includes day fees, and all pre-registered participants are guaranteed commemorative race swag and a finisher’s medal, so don’t wait! After you cross the finish line, keep the good vibes going at our poolside after-party featuring music, awards, great food, and drink specials. Pro tip: Skip the Saturday morning rush! Early check-in returns on Friday, September 4, from 7:00-8:00 PM, a huge hit last year and the perfect way to ease into race day.Race Day Schedule (Saturday, September 5):
Come for the run, stay for the fun and celebrate Labor Day weekend the Cypress Cove way!
Wigs for Kids EventCrossed Oaks Haven will host the 6th Annual Wigs for Kids Benefit at Cypress Cove on Saturday, September 5, 2026, from 10 am to 3 pm, with a booth located beside the pool. Nature Hair will be on-site providing cuts and styling for hair donors. Hair donations must be at least 12 inches long. The event will also include a silent auction, raffle items, cookie sales, and more. Raffle tickets are $5 each or 5 for $20, and XL cookies will be available for $5 each. Preorders are available for cookies and raffle tickets. Silent auction bids and sales close at 2:30 pm, and guests must be present to win raffle items. Donations may be made by cash, check, Cash App, PayPal, or Venmo at 352-817-2987. See a list of raffle and auction items here. For more information, contact crossedoakshaven@aol.com.
Serve Up Some Fun This Labor Day!Labor Day Weekend wouldn’t be complete without a little friendly competition on the pickleball courts! Join us Monday, September 7, for the Labor Day Pickleball Tournament and put your skills to the test. Whether you’re a seasoned player or simply looking for a fun way to spend the morning, come ready for good rallies, great company, and plenty of laughs. Sign-ups begin at 9:00 am, with play starting promptly at 9:15 am. Grab your paddle, lace up your court shoes, and squeeze in one more round of Labor Day Weekend fun before the holiday comes to a close. Who knows, you might even leave with bragging rights! Monday, September 7 | Sign-ups: 9:00 am | Play: 9:15 am
1st Sunday Brunch at Lakeside
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Questions, comments or submissions? E-mail us at newsletter@CypressCoveResort.com or call 888-683-3140 |
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