Quick Answer
The West Orange Trail is a 22.26 mile paved trail run by Orange County Parks. It starts at Killarney Station near Oakland, runs through downtown Winter Garden at Winter Garden Station, 455 E. Plant Street, and extends north to Apopka. It is open sunrise to sunset, and bike rentals are available at both stations.
West Orange Trail at a glance
- Length: 22.26 miles, the longest trail in the Orange County parks system, 10 miles of it equestrian.
- Route: Killarney Station on Old State Road 50 near Oakland, through downtown Winter Garden, north into Apopka.
- Hours: sunrise to sunset.
- Access: five trailheads and five outposts along the route.
- Bike rentals: Killarney Station and Winter Garden Station.
- Dogs: welcome on a leash of 6 feet or less.
Is the West Orange Trail just a weekend attraction, or part of daily life?
Morning runners before the heat. Parents walking kids toward downtown. Cyclists rolling down Plant Street with coffee stops built into the route. The West Orange Trail is not an attraction on the edge of Winter Garden. It runs straight through the middle of daily life, and once you live here, you plan around it the way other towns plan around a main street.
If you are visiting, this guide gets you on the trail the easy way. If you are thinking about moving here, read it twice. This trail is a big reason people choose this side of Orlando.
How long is the West Orange Trail, and where does it go?
Orange County Parks puts the trail at 22.26 miles, the longest trail in the county system.
It begins at Killarney Station on Old State Road 50, at the west end near Oakland, and extends north into Apopka. Ten miles of the trail are equestrian, so do not be surprised to share part of your ride with horses.
Along the way there are five trailheads and five outposts, so you never have to ride the whole thing. Jump on, ride a section, jump off for lunch. That is how most people actually use it. The county keeps the official details on its West Orange Trail page, and it is worth pulling up before a first ride.
Where should I start my ride on the West Orange Trail?
There are two natural home bases.
Winter Garden Station, at 455 E. Plant Street in downtown Winter Garden, is the easiest start for first timers. You are right in the historic downtown, the station grounds have a playground and picnic space, and when the ride is done, the restaurants and coffee shops of Plant Street are steps away. Ride first, eat second. That order matters. Saturday ride? Pair it with the Winter Garden Farmers Market, which runs in downtown Winter Garden.
Killarney Station, at the trail's starting point on Old State Road 50, is the pick for a longer day. It is also the connection point west into Lake County, where the route links to the South Lake and Lake Minneola Scenic Trail for riders who want to keep going.
A good rule: pick your distance before you start, not after. The trail is flat and friendly, and it will happily talk you into five more miles than your legs budgeted for.
Can I rent a bike on the West Orange Trail?
Yes. Orange County lists bike rentals at both stations, so you do not need to own a bike to ride.
- Killarney Station: West Orange Trail Bikes and Blades, 407-877-0600. Monday to Friday, 9 am to 5 pm. Saturday, Sunday, and holidays, 7:30 am to 5 pm.
- Winter Garden Station: Wheelworks, 407-877-7433, at 455 E. Plant Street. Sunday to Friday, 10 am to 5 pm. Saturday, 9 am to 5 pm.
Hours are as listed by Orange County on October 25, 2026. Rental shops set their own prices and hours can change, so call ahead before you drive over. A two minute call beats a disappointed Saturday.
What are the rules on the West Orange Trail?
The county's trail guidelines are common sense, but a few are worth knowing before you go:
- The trail is open from sunrise to sunset.
- Helmets are required by law for bicyclists under age 16, and the county recommends them for everyone.
- Stay to the right except when passing, give a clear warning signal when you pass, and yield at crossings and intersections.
- Dogs are welcome but must be on a leash no longer than 6 feet, and owners must clean up after their pets.
- Class 1 and Class 2 e-bikes are allowed on Orange County paved trails. Class 3 e-bikes are not.
- No motorized vehicles on the trail, and speeds over 20 miles per hour are discouraged.
- Yellow Emergency Response System markers are posted along the trail. Use the nearest marker to give your location, call 911 for emergencies and 311 for non-emergencies.
None of this is hard. It is just shared space etiquette, and it is why walkers, runners, kids, and serious cyclists can all use the same trail without it turning into chaos.
What does living near the West Orange Trail mean if you are house hunting?
More than most listing photos will ever show.
Homes near the trail in Winter Garden and Oakland come with a lifestyle built in. A morning ride before work. A walk to downtown instead of a drive. Kids with somewhere real to ride. When the goal is an active, outdoors daily life, proximity to this trail is one of the first filters to use. Oakland communities with their own pages include Trailside Station and the Historic Town of Oakland, and the trail continues north toward Apopka.
If you are relocating, ride the trail during your visit. Do not just drive the neighborhoods. Twenty minutes on a bike tells you more about living here than two hours in a car. You feel the pace of the place, and that is what you are actually buying.
Thinking about Winter Garden, Oakland, or anywhere along the trail? Message me. Tell me how you like to spend a Saturday morning, and I will point you at the streets that fit.
Share this one: Know someone who just moved to Winter Garden or Oakland and has not ridden the trail yet? Send them this. Their weekends are about to change.
Frequently asked questions
How long is the West Orange Trail?
22.26 miles, according to Orange County Parks. It is the longest trail in the county parks system, and 10 miles of it are equestrian.
What are the West Orange Trail hours?
Sunrise to sunset, every day.
Where does the West Orange Trail start and end?
It begins at Killarney Station on Old State Road 50 near Oakland and extends north into Apopka, passing through downtown Winter Garden along the way. There are five trailheads and five outposts along the route.
Are dogs allowed on the West Orange Trail?
Yes. Dogs must be controlled on a leash no longer than 6 feet, and owners are required to clean up after their pets.
Are e-bikes allowed on the West Orange Trail?
Class 1 and Class 2 e-bikes may be used on Orange County paved trails. Class 3 e-bikes are prohibited on all Orange County trails.
Sources: Orange County Parks, West Orange Trail and Winter Garden Station pages. Length, hours, rules, and rental hours checked October 25, 2026. Hours and rules can change.
Mike Vein | Orlando | REALTOR
eXp Realty
(407) 612-2722
Realty@MikeVein.com
Mike Vein, REALTOR® | eXp Realty | Florida license SL3610199
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