1. West Orange Trail

    1. West Orange Trail

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    Winter Garden, FL

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    West Orange Trail

    4.7 (65 reviews)

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    Robert H.

    Absolutely superb bike path, right up there with the Minuteman in Cambridge MA and the Withlacoochee here in Florida. Nice and safe, with enough others using it that one does not feel isolated, but not so many that one feels crowded. Nicely kept, no potholes, they were trimming the trees back when I was there as well. Nice scenery. Passes through Oakland Park, which looks like a nice place to live, houses with porch swings etc. I only did one section of this, I would certainly do it again I parked at the wildlife refuge and went towards Winter Garden ), but there is alot more of this path to do, and I eagerly look forward to riding it.

    Wild animals
    Eric W.

    Love the trail... I prefer to start and finish my ride in Winter Garden. I try to ride it 5 to 6 times a week...it's a Great Way to clear your heart mind and soul. You never know what may see along the trail which makes it a pleasure to walk, run, or ride. After an hour ride ending back in Winter Garden on a Saturday I hit the farmers market and the one of the great eateries it has to offer.

    Rhonda G.

    Bike riding after a long hiatus, first time riding on this trail and we couldn't stop smiling. We felt like kids again as we strolled thru the beautiful area of Winter Garden. This day couldn't of been better. We had the friendliest cashier at the rental location providing all the beginner tips she could. Everyone we encountered were very pleasant and Florida was on its best behavior as far as weather. We can't wait to go back before it gets too hot and now, Hubby is ready to purchase his own bike so we can make this a weekly event. We completed 10 miles and it was the best workout day ever!

    Angel G.

    This trail is by far THE BEST I have ever taken. It's an easy ride with a few subtle hills. The atmosphere from the start is great and so were the people that greeted you along the way. The area of Oakland is everything you see on television of a small modern town. We wished we knew of this area before purchasing our home. The downtown area of Winter Garden was a great spot to take a break and get something to eat or drink. We'll for sure be back for further exploration on the trail.

    Holly Whelden C.

    This is THE way to spend a fall/spring day in Central Florida! This trail is stunning to say the least! Start in Winter Garden and either rent or bring your own bike to take a few solid hours of time to explore this beautiful neighborhood. Bike rentals at the Winter Garden station run about $7/hr for the comfort seat bikes. The trail is deceptively hilly, so you will get quite the workout from this ride. Over 20 miles of total trail! Your legs will feel like noodles by the end. For all ages, there's plenty of stops along the way near lakes, playgrounds and all of beautiful downtown Winter Garden. This is a MUST DO for all Central Floridians

    Good jumping off point for the South & Minneola Lake Trails
    Bobbi S.

    Too bad we chose such a hot day to bike this trail; it started out being by almost-jungle-like trees, but eventually opened up to sun, sun, and more sun. Not great for a 90 degree bike ride. Nevertheless, it's a great workout, lots of hills (who knew there are so many hills in Florida?!), good views of lakes, lots of home developments, well maintained and well marked and offers good side trips to Winter Garden. The West Orange Trail Bikes & Blades is a good start point, both because of its equipment rental, advice, and rest room facilities. Oh, and the rocking chairs on its porch!

    Rachel S.

    Thank you Orange County for this bike trail! Please make more! I'm writing this review after our third attempt at the West Orange Trail. Third time is a charm. The first time we came it was end of June. Was it hot? Uh yeah. So hot that I almost fainted and had to cool down inside Axium while my boyfriend got the car. Second attempt was on New Years Day. It was pa-acked! It's a well known fact gyms are packed after New Years. Any fitness related activity is no exception. Everyone and their mother was on the trail. So third time, we went this past weekend. A much better experience. We started at Chapin Station. I liked that there was an air pump and tools provided. Quite handy. The bf used the wrench to make an adjustment to the bike. We biked our way through downtown Winter Garden and then into Oakland. It was a beautiful day and we had an enjoyable time. The trail is nicely paved. It was busy again. There were points I felt like I was on the bike version of I4, having to pass and be passed. But overall, a pleasant experience. Next time we do the trail we are planning to go early morning and bike longer. If you don't have a bike, you can rent one. Definitely a must to Central Florida activity.

    Chapin Station (Winter Garden) playground
    Janene H.

    The West Orange Trail is a great multiuse trail in many ways. Certain parts are absolutely gorgeous with lots of places to explore. I love the stretch through downtown Winter Garden all the way through Oakland. You pass through quaint downtowns with nice shops and bike-friendly eateries as well as rolling pastures, oak canopies and cute little houses. There are nice stops with playgrounds, benches and bathrooms. The only reason I'm not giving the trail 5 stars is because the northern section, through Apopka, is in an unsafe neighborhood. I'm not even sure I'd feel safe riding my bike through here with another person. It's really a shame because I live in North APK and could conceivably ride my bike to the trail from my house. Too bad I wouldn't do it because it would require that ride through South APK. Better to drive the bike and catch the trail closer to Ocoee/Winter Garden.

    Beautiful trails
    Elisa R.

    Calling all outdoorsy people, attention, attention, you MUST go to West Orange Trail!! Came here on a Wednesday during the day and had the time of my life! You can either bike, walk, or even roller blade this trail. We started at Killarney Station, where we rented bikes from Bikes and Blades. It was $7 an hour for each bike and included helmet. The trail itself is very wide and spacious and completely paved throughout the whole way. Very rarely are you crossing a major street, only really occurs right in the beginning of the trail, but for the rest of the trail to Winter Garden the streets you cross cut through neighborhoods, so you don't see many cars at all. The trail itself is absolutely beautiful, you see everything from beautiful Florida foliage, small orange groves, to a butterfly garden, to passing past the Oakland Nature Preserve, to a private home who owns zebras and antelopes that you can see through the fence, to passing through beautiful Oakland. We decided to go biking to Winter Garden and stop there for lunch at Plant St. Market and then head back to Killarney Station. It is about 5 miles to Winter Garden, and let me tell you as a bicyclist who hasn't ridden since middle school and do not work out that much, the 5 miles there was not too tough. It was the perfect leisurely ride with the perfect little stop for lunch. Everyone on the trail is so friendly and helpful. I am so thankful I found this little gem and cannot wait to explore more of the trail. It's about 26 miles long and I only saw 5 miles of it, so I know there's plenty of more beauty to see! Also side tip** You will pass through a beautiful lake that is part of a neighborhood in Oakland, here at this lake is a beautiful massive tree that is the perfect tree to climb!!! I suggest that you park your bike here and take in all the beauty that Florida has to offer and while you are at it, I recommend that you let your inner child shine and attempt a climb at the beautiful tree!

    Natalie C.

    Being an avid runner and biker, I was tickled pink upon the discovery of this outdoor trail. From start to end, the trail stretches across 22 miles of West Orange County. It takes you through wooded areas, downtown Winter Garden and Apopka. It's the perfect place for joggers, cyclists, horseback riders and rollerbladers; a nice change from most areas where anything with wheels are prohibited. The course had a few small hills, but overall very manageable whether you are riding a bike or using your own two feet. There was also a nice mix of shaded and exposed parts. I would bring sunscreen next time though if that helps any. Each mile was clearly marked so you always knew how far you had gone. There are also well kept stations all along the trail's path. Some have playgrounds, full restrooms, equestrian facilities water fountains, benches, etc. It was a wonderful place to spend a Sunday!

    Crystal R.

    Biking and Beautiful Trails. I love the fact that you can rent a bike from the Winter Garden Station. The Scenery along the trail is incredible. What a great way to workout while simultaneously enjoying Nature at it's finest. The trail is spacious and makes for a nice smooth ride. I love being surrounded by a mass of beautiful trees. This trail is perfect for any day.

    Bike trail runs through Historic Winter Garden (pit stop on the swing benchs by the fountain)

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    Great scenery and trail! You can map it out so you grab lunch in winter garden on your way back or a coffee.

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    Ask the Community - West Orange Trail

    Is this a good trail to run?

    A very good trail

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    Review Highlights - West Orange Trail

    I walked from the bike rental spot to all the way to Oakland nature preserve and back which ended up being a ~ 7k/5.

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    Chapin Station

    Chapin Station

    5.0
    (8 reviews)
    0.0 mi

    This really is a pretty amazing park that provides such a tranquil and peaceful setting that does…read morecreep into your soul and brings a measure of serenity. That serenity is definitely needed in the hustle and bustle of modern life. We need parks in our communities and this park is a great park. It is not too big, but has a children's playground, tennis courts, a basketball court, a nice pavilion and more. I would definitely recommend here and give it five stars.

    A hidden gem park that's perfect for families!…read more We always love a good park, and Chapin Station Park absolutely takes the cake. We had a free Saturday with perfect weather and wanted a great spot to take our son -- this park delivered in every way. Just a stone's throw from downtown Winter Garden, it's a hidden gem connected to the West Orange Trail, ideal for bike rides, stroller walks, or just a peaceful stroll under the shaded trees. The park itself is spotless and beautifully maintained, with plenty of open space and a relaxing atmosphere. It's a little big for our son right now, but we found a baby swing he loved, and exploring the mini garden with its pond and waterfall was such a nice touch. You can tell this park was thoughtfully designed for both kids and parents to enjoy. We'll definitely be returning for years to come as our son grows -- it's the kind of place that makes you want to spend all day outside. If you're looking for a true oasis in the heart of Winter Garden, strap on your helmet and ride over to this beautiful park! ‍

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    Chapin Station
    Chapin Station
    Chapin Station

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    West Orange Trail - bikerentals - Updated July 2026

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