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CrossFit Trailside Dump Truck Logo


CrossFit Trailside offers boutique group fitness at its finest, suitable for people of all fitness levels. Conveniently located off Florida’s Turnpike at SR 50 (Exit 272) and serving Oakland, Winter Garden, and Clermont Florida, CrossFit Trailside features direct access to the West Orange Trail (within a half mile of Killarney Station) and a kid-friendly lobby. 

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HSA Eligibility Questionnaire
crossfit trailside
CrossFit Trailside


All plans are month-to-month. NO LONG-TERM CONTRACTS. Ask about punch card options and discounts for couples, first responders, veterans, teachers, and students!

Did you know that you may be eligible for discounted membership via employer benefits? Click here to see if you are eligible to use your HSA/FSA for membership and save 30%. If you have Gympass through your employer, click here, login and navigate to CrossFit Trailside to reserve your class. 






200 Countyline Ct, Unit 7

Oakland, FL 34787

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