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Pool Membership | Double $ 50.00 - $ 260.00_Country Club Membership Enhancements & Executive Trail Pass Log in to enhance or manage your Country Club Membership for even more access and benefits. And, purchase your Executive Golf Trail Pass for golf car use on any executive course."FAQ - Country Club Membership Enhancements & Executive Trail Pass`Trail Fee Archives - Country Club Membership Enhancements & Executive Trail Pass$Home Golfing in The Villages Executive Golf Championship Golf Retail Golf Academy Custom Club Shop Tennis Pools © Holding Company of The Villages, 2026. All Rights|Requesting Tee Times How do I get a tee time? Tee times are assigned three days in advance of the day of play via our Automated Tee Time System. There are three ways residents can obtain tee times: By making a tee time REQUEST through the automated tee time system 4-7 days in advance. For additional information you can click here to view the Request Worksheet. By making a tee time RESERVATION!Tennis Membership Archives - Country Club Membership Enhancements & Executive Trail Pass