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Longwood

Longwood

The Top 13 Attractions around Longwood

There are plenty of places to see and visit around Longwood. Whether you love hiking or cycling, Longwood is a region where 13

hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.

Last updated: November 13, 2025

Wekiwa Springs

Highlight • Natural Monument

Wekiwa Spring is a stunning natural attraction where you can cool off in the sparkling water or explore the scenic surroundings by canoe or kayak. Enjoy a picnic, spot wildlife …

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Paint the Trail Artwork [Just past mile marker 7.25 EB]

Highlight • Structure

Some of the works of art are a bit weathered, but that doesn't detract from the experience. Simply great 👏

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Get recommendations on the best single tracks, peaks, & plenty of other exciting outdoor places.

Seminole Bridge

Highlight • Bridge

The Seminole Bridge takes cyclists and pedestrians safely over the Florida National Scenic Trail, also known in this part as the Seminole Trail. Pass over the busy highway 4 and enjoy Oval Park on the west end of the bridge.

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Howell Creek Fishing Pavilion

Highlight • Rest Area

Nice resting spot with benches on a wooden bridge over Howell Creek

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Seminole Wekiva Trail Tunnel at State Road 434

Highlight • Bridge

Tunnel is very narrow with two sharp corners. Some riders go fast around the corners and can stray into your lane. Be cautious.

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Black Hammock Trailhead and Bike Station

Highlight • Rest Area

Trailhead on the Cross Seminole Trail. Enter off State Rd. 434, just west of highway 417 (Central Florida Greeneway, toll road)

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Gee Creek Bridge

Highlight • Bridge

Turning away from the road, you arrive to a pretty portion of the trail. The Gee Creek Bridge in Winter Springs is one of many tree-lined sections of the trail, …

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Cross Seminole Trail

Highlight (Segment) • Trail

A part of the Florida Coast-to-Coast Trail, Cross Seminole Trail is a 23-mile journey. Enjoy park amenities at Big Tree Park and Greenwood Lakes Park. Check out Spring Hammock Preserve for an off-road wilderness experience.

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Wet-to-Dry Trail, Wekiwa Springs State Park

Highlight (Segment) • Trail

Wet-to-Dry Trail is a short and easy loop that showcases the diverse habitats of Wekiwa Springs State Park. Starting from the main trailhead, follow the boardwalk through the shady hydric …

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Seminole Wekiva Trail — Lake Mary Section

Highlight (Segment) • Cycleway

The Seminole Wekiva Trail is a 14-mile multiuse trail. It is a fully paved trail and is part of the Florida National Scenic Trail. The trail is flat, so it …

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Osprey Trail

Highlight (Segment) • Trail

The Osprey Trail is a side trail of the long-distance Florida Trail. It leads from the Spring Hammock Preserve to the scenic Question Pond.

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Still not found the Highlight you’re looking for? See guides of the top attractions in other regions:

Sanford Lake Mary Casselberry Heathrow Winter Springs Goldenrod Altamonte Springs Fern Park Wekiwa Springs Oviedo Black Hammock Forest City Geneva Chuluota Little Big Econ State Forest Midway

The Top 13 Attractions around Longwood

Wekiwa Springs

Paint the Trail Artwork [Just past mile marker 7.25 EB]

Seminole Bridge

Howell Creek Fishing Pavilion

Seminole Wekiva Trail Tunnel at State Road 434

Black Hammock Trailhead and Bike Station

Gee Creek Bridge

Cross Seminole Trail

Wet-to-Dry Trail, Wekiwa Springs State Park

Seminole Wekiva Trail — Lake Mary Section

Osprey Trail

Most popular routes around Longwood

Most popular attractions around Longwood

Get inspired with the komoot mobile app

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