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Hiking in Orlando - Winter Park: trails, map and practical info

Central Florida • Florida

Orlando - Winter Park (Central Florida, Florida) : hard hike, 12.1 km, 792 m of elevation gain, summit at 3,879 m, about 4h45.

12.1 km
Distance
4h45
Duration
792 m
Elevation
Difficulty
Hard
Max altitude
3,879 m
Recommended for :
Intermediate hikers

Ready to explore Orlando - Winter Park? Here's everything you need to know before you go!

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Trail description

Green Spaces and Parks in the Area

The Orlando–Winter Park area has a solid network of parks and natural areas that reward exploration. Many of these spaces are managed by the City of Orlando, the City of Winter Park, or Orange County, and they range from small neighborhood green spaces to more substantial natural areas with dedicated trail systems.

  • Mead Botanical Garden (Winter Park): A peaceful spot with walking paths through native plantings, wetland areas, and a community garden. It's free to enter and well-maintained, making it a go-to for a relaxed walk among local flora.
  • Fleet Peeples Park and Lake Baldwin: Popular with locals for its lakeside loop, this park offers a straightforward walk around Lake Baldwin with good shade and water views throughout.
  • Bill Frederick Park at Turkey Lake: One of the larger green spaces within Orlando proper, this park has trails that move through pine flatwoods and along the lake edge. It's a good option if you want a bit more nature and a bit less urban feel.
  • Kraft Azalea Garden (Winter Park): A small but beautiful lakeside garden on Lake Maitland. Known for its azaleas, this garden offers a peaceful waterfront setting perfect for a memorable short walk.
  • Cady Way Trail: A paved multi-use trail that connects Winter Park to the broader Orlando trail network. It's a practical option for longer outings on foot or by bike, passing through residential neighborhoods and alongside natural areas.
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The Essential Hiking Checklist

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Recommended gear for this trail

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LGPO Pick
Elixir Tour Mid WP
Salomon
Elixir Tour Mid WP
4.5 (2847 reviews)
Waterproof mid-height boot ideal for rocky terrain
203.38 $
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Best Value
Trail Ergo Cork
Black Diamond
Trail Ergo Cork
4.4 (1456 reviews)
Comfortable cork grip for long ascents
69.99 $
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Actik Core 625
Petzl
Actik Core 625
4.6 (1893 reviews)
USB rechargeable with 600 lumens for early starts
103.95 $
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Most Popular
Wide Mouth 1L
Nalgene
Wide Mouth 1L
4.8 (12540 reviews)
Unbreakable and BPA-free — a hiking essential
23.11 $
See price
Daylite Plus 20L
Osprey
Daylite Plus 20L
4.7 (3215 reviews)
Lightweight and versatile for day hikes
109.99 $
See price
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Ready to go?

Everything you need to know before you go

Where?

Address
Not available
GPS coordinates
28.5403, -81.3649132
Phone
Not available

When?

Opening hours
No information
Varies by season
Best season
Fall
Spectacular colors
Best time
Early morning
Less crowded
Weather (next days)
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How much?

Entry fees
Adult
Not available
Child
—
What to bring?

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Gear
Download the PDF checklist
Water & food
2L minimum
No water point on the trail
Bring energy snacks for a 4h+ hike
Good to know
Safety
Download the GPX before you go
Limited cellular coverage on the trail
Slippery after rain
Be careful on rocky sections
In an emergency
Emergency
911
Parking GPS
28.5403, -81.3649132
Center
Not available

Hikers' opinions

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FAQ - Frequently asked questions

Everything you need to know
Orlando - Winter Park is rated hard.
The elevation gain of Orlando - Winter Park is 792 m.
The summit of Orlando - Winter Park is at 3,879 m.
Allow about 4h45 for Orlando - Winter Park (12.1 km).
No, Orlando - Winter Park has no visitor centre on site.
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Update : October 2026