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Routes
Road cycling routes
United States
Florida
Polk County
Lake Alfred

Winter Haven Chain of Lakes loop via the Chain of Lakes Trail

Routes
Road cycling routes
United States
Florida
Polk County
Lake Alfred

Winter Haven Chain of Lakes loop via the Chain of Lakes Trail

Moderate

4.7

(8663)

18,170

riders

Winter Haven Chain of Lakes loop via the Chain of Lakes Trail

02:04

49.7km

100m

Road cycling

This moderate 30.9-mile road cycling loop on the Chain of Lakes Trail offers diverse scenery and unique landmarks in Winter Haven.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

3.87 km

Chain of Lakes Trail

Highlight (Segment) • Trail

The Chain of Lakes Trail runs for nearly 5 miles through the Winter Haven Chain of Lakes. It's an excellent way to ride through the area and discover many of the beautiful lakes around Winter Haven.

Tip by

2

14.7 km

Legoland Florida

Highlight • Structure

Legoland is the place to go for all things Lego. In addition to many Lego block sculptures, the theme park also has rides, a water park, and the preserved botanical …

Tip by

3

29.0 km

Lake Hamilton

Highlight • Lake

Though Lake Hamilton is one of the largest lakes in the Winter Haven Chain of Lakes, it has very limited public access. In fact the only public access is at …

Tip by

B

49.7 km

End point

Parking

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Way Types & Surfaces

Way Types

20.0 km

16.1 km

7.13 km

6.47 km

106 m

Surfaces

38.9 km

10.7 km

181 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

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Today

Thursday 28 May

32°C

23°C

83 %

Additional weather tips

Max wind speed: 15.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does it typically take to complete the Winter Haven Chain of Lakes loop by road bike?

The full loop, which is about 49.75 kilometers (30.9 miles) long, typically takes around 2 hours and 4 minutes to complete on a road bike. This duration can vary based on your cycling speed and how often you stop.

Is the Chain of Lakes Trail suitable for beginner cyclists?

Yes, the trail is largely flat and considered a good option for beginners. While there are some slight inclines over bridges, the overall experience is accessible for cyclists of all fitness levels.

Where can I park to access the Chain of Lakes Trail?

Convenient parking is available at Downtown Trailhead Park in Winter Haven. This location also offers restrooms, a playground, and a splash pad, making it a great starting point.

What is the terrain like on this cycling route?

The route is predominantly flat and paved, following an abandoned rail corridor. You'll encounter dedicated bike bridges over busy streets, contributing to a mostly relaxed cycling experience. Some sections have slight inclines due to these bridges.

What kind of scenery and landmarks will I see along the route?

You'll enjoy views of several lakes in the Chain of Lakes, including Lake Silver, Spring Lake, Lake Ida, and Lake Conine. The trail passes through a mix of parks, residential areas, and some industrial sections. A unique feature is a section that runs directly under and through the Chamber of Commerce building in Winter Haven. You'll also pass near Legoland Florida and Lake Hamilton.

When is the best time of year to cycle the Winter Haven Chain of Lakes loop?

While the trail can be enjoyed year-round, the cooler, drier months from late fall to early spring (roughly November to April) are generally preferred for cycling in Florida to avoid the peak heat and humidity of summer.

Is the Winter Haven Chain of Lakes loop dog-friendly?

The trail itself is generally dog-friendly, but dogs should always be kept on a leash. Be mindful of other cyclists and pedestrians, and ensure you clean up after your pet.

Are there any permits or fees required to use the trail?

No, there are no specific permits or entrance fees required to access and cycle on the Chain of Lakes Trail.

Are there places to eat or get refreshments near the trail?

Yes, the trail connects to downtown Winter Haven, offering various dining options. At the Lake Alfred end, you can find amenities like a Dunkin' Donuts, 7-11, and a diner for refreshments.

Are there any sections of the trail that require extra caution?

While dedicated bike bridges handle most major road crossings, there are still some street crossings. One notable section at Avenue T in Winter Haven requires careful navigation of traffic. Some users have also noted concerns regarding safety in less-developed or industrial sections, particularly after dark.

Can I spot any wildlife along the way?

While the Chain of Lakes are known for water activities, the area is quite developed, so opportunities for natural wildlife viewing are less common. You might see some birds or small animals in the park sections or near the lakes, but it's not primarily a wildlife-spotting trail.

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