Holly Hill, FL Running Trails and Maps

563 Reviews

Looking for the best Running trails around Holly Hill?

Find the top rated running trails in Holly Hill, whether you're looking for an easy short running trail or a long running trail, you'll find what you're looking for. Click on a running trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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Type
26 Results
Activities
Length
Surfaces
Type

Cady Way Trail

7.5 mi
State: FL
Asphalt

Casselberry Greenway Trail

5 mi
State: FL
Asphalt

Cross Seminole Trail

22.8 mi
State: FL
Asphalt

Cross Volusia Trail

5.3 mi
State: FL
Concrete

East Central Regional Rail Trail

52 mi
State: FL
Asphalt, Concrete

Flagler Trail

14 mi
State: FL
Concrete, Dirt, Grass, Gravel, Sand

Goldsboro Trail

1.1 mi
State: FL
Asphalt

Halifax River Trail

5.9 mi
State: FL
Concrete

Kewannee Trail

1.7 mi
State: FL
Asphalt

Lake Baldwin Trail

2.5 mi
State: FL
Asphalt

Lehigh Greenway Rail Trail

6.9 mi
State: FL
Asphalt

Little Econ Greenway

7.4 mi
State: FL
Asphalt

Orlando Urban Trail

2.6 mi
State: FL
Asphalt, Concrete

Palatka Urban Trail

2 mi
State: FL
Asphalt

Palatka-to-Lake Butler State Trail

30.3 mi
State: FL
Asphalt

Ponce Inlet Trail

3.5 mi
State: FL
Concrete

SR 415 Trail

5.2 mi
State: FL
Asphalt

Sanford Riverwalk

1.8 mi
State: FL
Asphalt

Seminole Wekiva Trail

20 mi
State: FL
Asphalt, Concrete
Accordion

Spring to Spring Trail

22.2 mi
State: FL
Asphalt

Sweetheart Trail

1.5 mi
State: FL
Concrete

Titusville Multi-Use Trail

1.9 mi
State: FL
Asphalt

Tomoka State Park Trail

2.1 mi
State: FL
Concrete

US 92 Trail

2.6 mi
State: FL
Asphalt

West Orange Trail

22 mi
State: FL
Asphalt, Concrete, Dirt, Woodchips
Trail Image Trail Name States Length Surface Rating
The Cady Way Trail runs from the intersection of Aloma Avenue and Howell Branch Road/Hall Road (just east of Goldenrod Park in Goldenrod) west and south to Coy Drive in Orlando, just past the Fashion...
FL 7.5 mi Asphalt
Casselberry Greenway Trail (formerly known as Wirz Trail) is a 5-mile multi-use path zig-zagging through Casselberry, Florida, linking neighborhoods to schools, parks and shopping.  The first segment...
FL 5 mi Asphalt
Stretching from Orlando’s densely populated outskirts to the sleepy bedroom communities of Oviedo, Winter Springs, and Lake Mary, the Cross Seminole Trail provides crucial residential links in this...
FL 22.8 mi Asphalt
The Cross Volusia Trail will one day link the east and west sides of Volusia County, stretching 20 miles from Lake Beresford to the coastal city of New Smyrna Beach. Currently, it runs through the...
FL 5.3 mi Concrete
With a final 3.5 miles paved in between Osteen and Farmton in 2021, the East Central Regional Rail Trail is complete. The trail extends more than 50 miles between DeBary and Edgewater with another...
FL 52 mi Asphalt, Concrete
A rail-trail that's a bit wild and off the beaten path, the Flagler Trail runs for around fourteen miles through rural Seminole County, to the northwest of Orlando. Nearly the entirety of the trail is...
FL 14 mi Concrete, Dirt, Grass, Gravel, Sand
The Goldsboro Trail is approximately a mile long, located in the Goldsboro neighborhood of Sanford, Florida. The neighborhood was one of Florida's first incorporated Black communities but was annexed...
FL 1.1 mi Asphalt
The Halifax River Trail (also known as the Halifax River Greenway) will one day stretch 11 miles from Port Orange to Ormond Beach on Florida’s northeast coast. It’s currently open in two segments...
FL 5.9 mi Concrete
Kewannee Trail is a charming, neighborhood trail in Maitland, Florida. More than just a recreation path, the trail is popular as a connective line from the neighborhood to several destinations...
FL 1.7 mi Asphalt
The Lake Baldwin Trail is a 12-foot wide multi-use trail that circles Lake Baldwin in Orlando Florida. The asphalt trail is wide enough to accommodate different types of users, including older...
FL 2.5 mi Asphalt
The Lehigh Trail is located in Flagler County on a former railroad corridor comprising 195 acres. The railroad spur once carried cement and other materials to and from the Lehigh Portland Cement Plant...
FL 6.9 mi Asphalt
The Little Econ Greenway trail is just one section of the Orlando area's many fine trails. The trail offers riverside recreation, picnicking, wildlife watching, and canoe trails. It also features a...
FL 7.4 mi Asphalt
Orlando Urban Trail offers a pleasant way for pedestrians and bicyclists to reach a number of recreational and cultural attractions in the city's northern neighborhoods. It winds by several lakes,...
FL 2.6 mi Asphalt, Concrete
The Palatka Urban Trail is a connector between the Lake Butler-Palatka section and the Palatka-St. Augustine Trail. It was completed in 2013 and stretches about 2 miles. The western half of the trail...
FL 2 mi Asphalt
Rolling out of the city’s west side, the Palatka-to-Lake Butler State Trail offers a slice of quiet paradise, journeying more than 25 miles to Keystone Heights through well-canopied forests, pine...
FL 30.3 mi Asphalt
The Palatka-to-St. Augustine State Trail currently runs through the communities of Armstrong, Elkton, and Vermont Heights in northeastern Florida. Much of the route follows State Route 207, hence its...
FL 18 mi Asphalt
The Ponce Inlet Trail stretches down Florida's eastern seashore from the southern outskirts of Daytona Beach to the small coastal town of Ponce Inlet. The trail begins at Major Street and follows S....
FL 3.5 mi Concrete
Bike, walk or jog along a safe separated multiuse path along State Route 415 between Osteen and Sanford. Points of interest include the East Central Regional Rail Trail (at the SR 415 trail’s northern...
FL 5.2 mi Asphalt
The Sanford Riverwalk Trail follows the shoreline of Lake Monroe in Sanford, FL, north of Orlando. The riverwalk extends from US 17-92 to Mellonville Avenue and is one of the most scenic paved trails...
FL 1.8 mi Asphalt
Running along the former line of the Orange Belt Railway, the Seminole-Wekiva Trail offers a peaceful alternative to the busy streets of Altamonte Springs. This popular, well-marked, 20-mile route is...
FL 20 mi Asphalt, Concrete
Accordion
The Spring to Spring Trail connects a number of natural springs, parks, and friendly towns between De Leon Springs and Deltona in Central Florida. Although much of the trail is completed (22 of 26...
FL 22.2 mi Asphalt
The Sweetheart Trail offers a paved route nestled between Beach Street and the Halifax River in Daytona Beach. It's named after a yacht owned by Charles Grover Burgoyne, a successful businessman who...
FL 1.5 mi Concrete
The Titusville Multi-Use Trail, also known as the Wuesthoff Trail, is a short and pleasant paved path located in the southern outskirts of the city of Titusville. The trail runs through Wuesthoff Park...
FL 1.9 mi Asphalt
Tomoka State Park Trail offers a short, paved route through the park in northeastern Florida's Ormond Beach (just north of Daytona Beach). The easy-to-ride trail runs through the woods alongside Beach...
FL 2.1 mi Concrete
The US 92 Trail travels across northern DeLand, closely following the north side of the highway known locally as International Speedway Boulevard because it passes the famous racetrack at Daytona...
FL 2.6 mi Asphalt
Connecting small communities and suburban neighborhoods, the 22-mile West Orange Trail is one of Florida's most popular rail-trails, thanks to its reputation and proximity to metro Orlando. Fifteen...
FL 22 mi Asphalt, Concrete, Dirt, Woodchips

Now, More Than Ever, Trails Matter!

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Trails by activity

Recent Trail Reviews

Cady Way Trail

Home Base

January, 2022 by obiratkenobi

I purchased a home that backed up to This trail in 2001. As such, I have walked and biked it thousands of times. It doesn’t get old. Beautiful, not too crowded, wide. The trail was a lot of shade under large old oaks while in the “Pines,” and you can take it East to Oviedo, eating, and a mall or West to Baldwin Park for a quaint downtown bite or drink (brewery, etc.). Further West you can hit another Mall (kind odd…two malls on a trail?) or continue along to downtown Orlando!

Palatka-to-Lake Butler State Trail

Straight, flat, safe

December, 2021 by ethan.avey

‘Nuff said!

SR 415 Trail

done as part of a loop around Lake Monroe

December, 2021 by rick1635

This trail is fine as a connection from Sanford, but isn’t a place to go as a destination ride. It starts at Celery Rd/Lake Mary Rd (SR 415) and terminates in Osteen where it runs into the East Central Regional Rail Trail (ECRRT). The trail is concrete and wide. It goes over the St Johns and loops under the bridge and rides along the northbound side for about 5 miles where it ends under the ECRRT.

Accordion

East Central Regional Rail Trail

Terrific Ride!

December, 2021 by clowdsley

We had a wonderful ride through quiet marshes and natural habitat. Biked 38 miles and enjoyed the whole trip, seeing lots of wildlife including multiple tortoises and viper snake. I highly recommend this ride. Bring plenty of water.

Spring to Spring Trail

Great ride & amenities

December, 2021 by marilynmeeske

We parked in Lake Beresford Park and rode south to the “current” end of the trail which is Rob Sullivan Park. Lots of shade, great parking and amenities (bathroom, water) at both ends. Highly recommend. Round trip is approximately 18 miles. This trail has curves and hills. Felt great!

Spring to Spring Trail

Connector Trail … more like a sidewalk

December, 2021 by marilynmeeske

We rode the northern section of the trail, from DeLeon Springs to W. Minnesota Street. A good portion of this trail is a narrow sidewalk. We had breakfast at Ponce DeLeon State Park (you cook your own pancakes) and then we hit the trail. Next time we will ride the next segment that starts near Lake Beresford Park. We checked it out, lots of amenities.

Palatka-to-St. Augustine State Trail

Great Ride

November, 2021 by loveymac

Rode this today starting on the east end into Palatka and back. Saw maybe 10 people on the trail the whole time. Lots of beautiful canopied sections. Since it was not sunny today the other sections were just fine. Will definitely ride this route again!

West Orange Trail

First Ride in Florida This Fall

November, 2021 by ronbadger66

Rode with 9 other recumbent rides (CRABS) on a beautiful day, starting in Winter Garden to the Horse Park near Apopka, returning to WG, then on to Killarney Station & back to WG for a nice 30+ mile ride. Beat the rain as well.

West Orange Trail

West Orange Trail

November, 2021 by mark527

Besides a deluge of Biblical proportions during our ride, the trail was awesome. Some street curb cuts to negotiate but plenty of shade and plenty of places to get out of the rain, unless you are a ways away. Its Florida, its warm, so getting rained on is not the worst thing in the world when you are hot. Winter Garden is an awesome place to get your lunch or dinner after your ride. Lots of places to part to take your bike on and off the car. The various stations around the trail are also clean and have helpful Staff. Love this trail.

West Orange Trail

Iowa loves this trail

November, 2021 by thm234

When we Winter in the Beautiful State of Florida we try and get to this great trail every year!

East Central Regional Rail Trail

Great Trail in great shape

October, 2021 by sandymo

Rode out and back about 50 miles from the Edgewater Rotary Park towards Titusville. The trail is in near perfect condition with only a few minor surface bumps within the first few miles. This is a great trail for training as it really opens up after the first 1/2 dozen miles or so and you can really roll if you like. The scenery is also pretty good too. No services other than an “honor” station so take what you need unless you’re going all the way to Titusville.

Sanford Riverwalk

Finished

September, 2021 by jack.wilkerson1

This trail now extends to the Spring to Spring trail at Lake Monroe Park. If you go East to Mellonville road then south on the road to route 25, you will find a sidewalk bike trail east to hwy 415. The on the West side of 415 another sidewalk trail extends into a full blown double lane trail at Celery avenue up to Osteen connected to the Rail to Rail trail. Head West and connect to the Spring to Spring south trail back to Lake Monroe Park. Roundtrip is about 30 miles around lake Monroe. Stops at Green Springs park, Gemini Springs park, Debary Hall, and Beck Ranch park.

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