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We like to Stay at either the Home2 or Hampton Inn in Clermont because you can ride from the parking lot to the trail. The area around Clermont is hilly which is unusual for Florida, but makes for more interesting rides. If you are not staying close to the trail or traveling in to ride, I would suggest parking/starting at Kilarney Station. Time your rides so you can stop and eat at one of the many eateries in Winter Garden. They have really gone a long way in the past few years updating and adding new places. We especially like Plant Street Market because it has many choices inside to suit the tastes of multiple riders. Something for everyone.