How many trails are near Winter Haven?

We list 96 trails within 30 miles of Winter Haven, Florida. This page shows the 60 closest.

What is the longest trail near Winter Haven?

Shingle Creek Regional Trail is the longest on this page at about 41 miles, 25 miles from Winter Haven.

Are there dog-friendly trails near Winter Haven?

Yes. Map data lists 1 trail on this page as open to dogs, including Hollway Park 3k. Most trails have no dog rule in our data yet, so check signs at the trailhead.

Trails near Winter Haven, FL

96 trails within 30 miles of Winter Haven, for hiking, biking, horseback riding and off-road riding. Tap a trail for its map, trailhead and directions.

Hiking trails (85) Walking trails (82) Bike trails (33) Mountain bike trails (13) Paved trails (25) Horse trails (11) Dog-friendly trails (8) Greenways (5)

Quick picks

Closest: Inwood Walking Path 0.9 mi, 2.8 mi away
Longest: Shingle Creek Regional Trail 41 mi, 25 mi away
Easy walk: Chain of Lakes Trail 3.9 mi, 3.6 mi away
Paved: Chain of Lakes Trail 3.9 mi, 3.6 mi away
Dog friendly: Hollway Park 3k 1.8 mi, 11 mi away
Mountain biking: Pleasant Hill Road Pathway 10 mi, 25 mi away
Horseback riding: Trail 6.1 mi, 21 mi away

All nearby trails

Inwood Walking Path

2.8 mi away

0.9 mi long · Easy · Inwood

Hiking Paved

Chain of Lakes Trail

3.6 mi away

3.9 mi long · Easy · Winter Haven

Hiking Biking Paved

Luther Parrott Trail

4.0 mi away

0.9 mi long · Easy · Green Horizon Land Trust

Hiking

Chain of Lakes Trail

4.8 mi away

2.7 mi long · Easy · Winter Haven

Hiking Biking Paved

TECO Auburndale Trail

6.9 mi away

0.6 mi long · Easy · Auburndale

Hiking Biking Paved

Lake Menzie Fitness Trail

6.9 mi away

0.7 mi long · Dundee

Hiking

Lake Marie Bike Trail

7.5 mi away

1.3 mi long · Easy · Dundee

Hiking Biking Paved

Fort Fraser Trail

10 mi away

8.3 mi long · Easy · Highland City

Biking Paved

TECO Auburndale Trail

11 mi away

4.8 mi long · Easy · Polk City

Hiking Biking Paved

Holloway Park Hiking Trail

11 mi away

1.2 mi long · Crystal Lake

Hiking

Holloway Park Hiking Trail

11 mi away

1.4 mi long · Crystal Lake

Hiking

Hollway Park 3k

11 mi away

1.8 mi long · Dogs on leash · Crystal Lake

Hiking Dogs allowed

Lake Wilson Trail

12 mi away

0.5 mi long · Easy · Bartow

Hiking Biking Paved

Lake Wales Trailway

12 mi away

2.0 mi long · Easy · Lake Wales

Hiking Biking Paved

Van Fleet Trail Extension

12 mi away

1.9 mi long · Easy · Polk City

Hiking Biking Paved

Lake Bonny Path

13 mi away

1.3 mi long · Easy · Lakeland

Hiking Paved

Lake Hollingsworth Park & Trail

13 mi away

2.9 mi long · Easy · Lakeland

Hiking Biking Paved

Three Parks Trail

13 mi away

0.7 mi long · Easy · Lakeland

Hiking Biking Paved

Ivy

15 mi away

0.5 mi long · Lakeland Highlands

Hiking Biking Mountain biking

Enzor Loop Road

16 mi away

1.0 mi long · Babson Park

Golf Car Path

18 mi away

1.8 mi long · Four Corners

Hiking

Golf Car Path

18 mi away

1.8 mi long · Four Corners

Hiking

Golf Car Path

18 mi away

2.9 mi long · Four Corners

Hiking

Deer Run Trail

18 mi away

3.0 mi long · Polk County FL

Hiking

Scrub Trail

18 mi away

1.6 mi long · Crooked Lake Park

Hiking

Lakeview Trail

18 mi away

1.2 mi long · Crooked Lake Park

Hiking

Sandhill Trail

18 mi away

0.5 mi long · Babson Park

Hiking

Gator Creek Loop

19 mi away

0.8 mi long · Polk County FL

Hiking

Golf Car Path

19 mi away

1.7 mi long · Citrus Ridge

Hiking

Piney Wood Trail

19 mi away

2.1 mi long · Polk County FL

Hiking

Cypress Loop

19 mi away

0.6 mi long · Easy · Polk County Florida

Hiking Paved

Golf Car Path

19 mi away

1.0 mi long · Four Corners

Hiking

Golf Car Path

19 mi away

3.2 mi long · Four Corners

Hiking

Meadow Way

20 mi away

0.8 mi long · Crooked Lake Park

Trail

21 mi away

6.1 mi long · Kathleen

Hiking Horses

Central Loops

21 mi away

4.2 mi long · Hillsborough County, FL

Hiking Horses

Creek Bluffs Loop Trail

21 mi away

2.2 mi long · Babson Park

Hiking

Northeast Loop

22 mi away

2.7 mi long · Kathleen

Hiking

Southeast Loop

22 mi away

1.6 mi long · Hillsborough County, FL

Hiking Horses

Trail

22 mi away

1.2 mi long · Gibsonia

Hiking

Northwest Loops

23 mi away

3.2 mi long · Kathleen

Hiking Horses

Southwest Loops

23 mi away

5.2 mi long · Plant City

Hiking Horses

Blue Trail

23 mi away

3.2 mi long · Babson Park

Hiking

Northwest Loops

23 mi away

2.3 mi long · Kathleen

Hiking Horses

Blue Trail

24 mi away

0.6 mi long · Babson Park

Hiking

Buster Island Loop

24 mi away

6.4 mi long · Babson Park

Hiking

North Loop Trail

24 mi away

6.1 mi long · Babson Park

Hiking

Gobbler Ridge Trail

24 mi away

1.8 mi long · Babson Park

Hiking

Red Trail

24 mi away

0.8 mi long · Frostproof

Hiking

Red-Blue Trail

24 mi away

2.4 mi long · Frostproof

Hiking

Bay Trail

24 mi away

1.5 mi long · Frostproof

Hiking

Red Trail

24 mi away

1.8 mi long · Frostproof

Hiking

Florida National Scenic Trail

24 mi away

1.0 mi long · Polk City

Hiking

Pleasant Hill Road Pathway

25 mi away

10 mi long · Poinciana

Biking Mountain biking

Live Oak Loop

25 mi away

1.1 mi long · City of Plant City, FL

Hiking

Loblolly Loop

25 mi away

0.4 mi long · City of Plant City, FL

Hiking

Pickerelweed Path

25 mi away

0.7 mi long · City of Plant City, FL

Hiking

Scrub Jay Trail

25 mi away

2.5 mi long · Frostproof

Hiking

Shingle Creek Regional Trail

25 mi away

41 mi long · Easy · Hunters Creek

Hiking Biking Paved

Yellow Trail

25 mi away

5.0 mi long · Zephyrhills North

Hiking Horses

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Nearby cities

All trails in Florida

Common questions

How many trails are near Winter Haven?: We list 96 trails within 30 miles of Winter Haven, Florida. This page shows the 60 closest.
What is the longest trail near Winter Haven?: Shingle Creek Regional Trail is the longest on this page at about 41 miles, 25 miles from Winter Haven.
Are there dog-friendly trails near Winter Haven?: Yes. Map data lists 1 trail on this page as open to dogs, including Hollway Park 3k. Most trails have no dog rule in our data yet, so check signs at the trailhead.