Find the top rated trails in Maitland, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.
This is a paved multipurpose trail connecting two cities in central Florida. The pathway stretches 3 miles from W Main St. in Tavares, parallel to US-441 S, and terminates just after Kinne Pearce Rd....
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...
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 Colonial Town Center (Fashion Square Mall)...
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...
Gertrude’s Walk spans three city blocks in downtown Orlando, providing access to offices and the city’s sports arena not far from its southern end. The trail runs adjacent to an active CSX and Amtrak...
The Chain of Lakes Trail stretches for more than 3 miles along a former railroad bed from downtown Winter Haven to north of Lake Alfred in central Florida. As its name implies, you'll pass numerous...
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...
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...
In northern Orlando, the Gaston Edwards Trail provides a pleasant jaunt of nearly a mile along Lake Ivanhoe's eastern shore. (Hence, the trail is also known as the Lake Ivanhoe Trail.) The paved route...
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...
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...
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...
The Auburndale TECO Trail connects Lake Myrtle in Auburndale with Polk City, where it meets up with the General James A. Van Fleet Trail. The Auburndale TECO Trail is flat and invites walkers,...
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, 14-mile route is...
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...
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...
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After 30 years of planning, the first segment of the Shingle Creek Regional Trail opened in Kissimmee in November 2016. The paved trail spans just over 1 mile, beginning near Steffee Landing, south of...
About 20 miles west of Orlando, the South Lake Trail (also known as Lake Minneola Scenic Trail) takes in some of central Florida's most spectacular prospects. Nowhere in this region will you find more...
When complete, the East Central Regional Rail Trail will extend more than 50 miles between DeBary and Edgewater with another segment to Titusville. The trail will connect urban centers with the...
The Little Econ Greenway trail is just one section of the Orlando area's many fine trails. features riverside recreation, picnicking, wildlife watching, and canoe trails. It also features a canal...
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,...
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...
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....
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...
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...
The Little Econ Greenway trail is just one section of the Orlando area's many fine trails. features riverside recreation, picnicking, wildlife watching, and canoe trails. It also features a canal...
The Chain of Lakes Trail stretches for more than 3 miles along a former railroad bed from downtown Winter Haven to north of Lake Alfred in central Florida. As its name implies, you'll pass numerous...
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...
Opened in 2017, Orange County's Pine Hills Trail spans 1.75 miles from Alhambra Drive to Silver Star Road in a western subdivision of Orlando. In the middle of the north-south route, a spur heads...
About 20 miles west of Orlando, the South Lake Trail (also known as Lake Minneola Scenic Trail) takes in some of central Florida's most spectacular prospects. Nowhere in this region will you find more...
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...
Gertrude’s Walk spans three city blocks in downtown Orlando, providing access to offices and the city’s sports arena not far from its southern end. The trail runs adjacent to an active CSX and Amtrak...
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...
When complete, the East Central Regional Rail Trail will extend more than 50 miles between DeBary and Edgewater with another segment to Titusville. The trail will connect urban centers with the...
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...
This is a paved multipurpose trail connecting two cities in central Florida. The pathway stretches 3 miles from W Main St. in Tavares, parallel to US-441 S, and terminates just after Kinne Pearce Rd....
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 Colonial Town Center (Fashion Square Mall)...
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...
The James A. Van Fleet State Trail runs 29 miles through some of Florida's most scenic rural landscape. If you are looking to immerse yourself in wetlands and wildlife, it will not disappoint; at...
The Lake Apopka Loop Trail is nearly 15-miles. There’s an abundance of nature as well as some background history regarding the lake. Spanning across former farmland along the north shore, Florida’s...
The Lake Apopka Loop Trail is nearly 15-miles. There’s an abundance of nature as well as some background history regarding the lake. Spanning across former farmland along the north shore, Florida’s...
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...
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...
In northern Orlando, the Gaston Edwards Trail provides a pleasant jaunt of nearly a mile along Lake Ivanhoe's eastern shore. (Hence, the trail is also known as the Lake Ivanhoe Trail.) The paved route...
The Little Econ Greenway trail is just one section of the Orlando area's many fine trails. features riverside recreation, picnicking, wildlife watching, and canoe trails. It also features a canal...
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...
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...
The Chain of Lakes Trail stretches for more than 3 miles along a former railroad bed from downtown Winter Haven to north of Lake Alfred in central Florida. As its name implies, you'll pass numerous...
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...
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,...
The Auburndale TECO Trail connects Lake Myrtle in Auburndale with Polk City, where it meets up with the General James A. Van Fleet Trail. The Auburndale TECO Trail is flat and invites walkers,...
About 20 miles west of Orlando, the South Lake Trail (also known as Lake Minneola Scenic Trail) takes in some of central Florida's most spectacular prospects. Nowhere in this region will you find more...
When complete, the East Central Regional Rail Trail will extend more than 50 miles between DeBary and Edgewater with another segment to Titusville. The trail will connect urban centers with the...
This is a paved multipurpose trail connecting two cities in central Florida. The pathway stretches 3 miles from W Main St. in Tavares, parallel to US-441 S, and terminates just after Kinne Pearce Rd....
If you're traveling to central Florida, you won't want to miss the Spring to Spring Trail, which connects a number of small, friendly towns between Orlando and Daytona Beach, as well as many of the...
Gertrude’s Walk spans three city blocks in downtown Orlando, providing access to offices and the city’s sports arena not far from its southern end. The trail runs adjacent to an active CSX and Amtrak...
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...
The James A. Van Fleet State Trail runs 29 miles through some of Florida's most scenic rural landscape. If you are looking to immerse yourself in wetlands and wildlife, it will not disappoint; at...
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....
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...
We are new to riding in Florida, and after searching Trailink, I found that this awesome trail was only a few miles from our place. We decided to park in Osteen and take the south end of the trail, before crossing over the bridge over 415. The trail is well maintained with bathrooms located in all of the parks which the trail rolls through. Our overall experience was a wonderful experience. Meeting a few turtles, road runners and yes, some really nice humans too along the way was pretty cool. The aqua colored Sulphur spring was incredible to see as it seemed to actually glow. When we rolled into Gemini Springs, it was amazing to see the large fish swimming below us in the crystal clear waters. The final destination was the added trail around Lake Monroe, which had it's share of sunlight, and but also had much more of Gods Balconies to shield us from the sun. Because of the weather, we had to cut our ride short on day one as we barely got back to our car before the storm hit. Day 2 was a perfect day with loads of sunshine, so we started at the northern end with plans to cover what we hadn't seen on day one, but ended up riding the entire trail once we got rolling. Thanks to all responsible for this wonderful trail.
WOW I can not say enough about this trail. We rode all 29 miles of it from end point to end point for 60 miles total. The trail is totally flat. No incline at all. The trail wisp through marsh lands, Wooded land, Pasture fields and small towns at each end point trail head. There is plenty of shaded areas however the areas in the sun can get quite hot for long stretches. Lots of water is required for this ride. Along the way we say 6 10 to 12 foot alligators one 4 footer and numerous baby's about 1 to 2 feet long. We saw them from one of the many swamp overpasses. We saw none on the path or near it. The ones we saw were close to us but below us. We saw numerous turtles, pelicans, cows,panther,numerous style birds. The trail is about a 50 minute drive from Clearwater and we did that in rush hour. There were nominal places to eat or water fountains in comparison to typical trails. The trail is maintained well. There are sheltered areas to cool off about every 5 miles. The trail was also pretty well traveled the day we were on it. Still it was a pleasant ride. This is a great trail and I rank it 5 stars. I have traveled across the country on great trails. This is in my top five. Just be prepared for the unexpected and bring water. Limited food too.
We packed lunch and headed-out to the Osteen Community Center on Hwy 415. Parking and restrooms are excellent. We went west over the pedestrian/bicycle bridge and rode approx 6 miles to Green Springs. Easy ride with about half of the trail covered by a canopy of tree limbs. We visited the Springs and then had lunch at a park bench by the boat ramp over-looking Lake Monroe. We then rode the 6-miles back. A very easy-going enjoyable 12-mile ride. I will return to do the complete ride on the east section of Osteen and then turning back west and ride past Green Springs on the one-way 12-mile ride at a higher rate of speed. Must be a great kept secret as there were only a few people out on a Saturday!
Thank you for the trail.
this trail offers a view of nature and wildlife at its best as you ride along the trail. you will need to be on the lookout for snakes and turtle crossing the trail. The trail is clean and well maintained.
Good shade well maintained but mileage is poorly marked. Boombah softball field is a good rest stop with rocking chairs, shade and clean restrooms. Walking is fine not much of bike path due to all the stops.
If you are in to going fast than use the roads, this is for relaxing rides. Not sure why there are so many complaints, I find the trail quite relaxing and very nice. Not sure where people are riding saying they have to stop ever 1/4 mile. I've been riding this trail since it first opened. I remember walking down the railroad tracks that follow the same path when I was a teenager back in the early 70's.
We parked at Thornby Park, Restrooms and water. There were several parking areas also nearby and all marked nicely. We headed east and weren't sure how far the trail went. Some maps I looked at showed all the way to Titusville. It actually ends 8 miles. Five miles in there is a great diner (recommended by another reviewer), Osteen's Diner is a great stop to take a break and grab a bite to eat. This is a beautiful 8 mile, tree shaded trail with lots to see. Head west and you're on the Spring to Spring trail for an additional 8 miles. We'll possibly do that trail another day.
Lake Monroe is around the corner from where we parked, beautiful view.
Not marked very well and lots of stopping for traffic lights
Been on many paved trails from PA to FL. This rates as one of the best. Great scenery and solitude, wildlife everywhere! There are stretches where you will see no other cyclists for miles, especially early in the morning. Make sure to bring a tire repair kit.
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