Winston, FL Snowmobiling Trails and Maps

1134 Reviews

Looking for the best Snowmobiling trails around Winston?

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

  • Relevance
  • Name
  • Length
  • Most Popular
Activities
Length
Surfaces
Type
0 Result
Activities
Length
Surfaces
Type
Trail Image Trail Name States Length Surface Rating

Recent Trail Reviews

General James A. Van Fleet State Trail

BORING

January, 2026 by jcparker914

The trail was about 10’ wide And definitely no bathrooms. Very desolate very very few people around we went on a Saturday afternoon. Cloudy it probably would’ve been hot if the sun was out it was 75 and cloudy if you like cows and trees you would enjoy it. We went about 7 miles and turned around. We sort of liked this path but other than that it was boring I thought and so did my wife. We started on the south end by Auburndale Trail and continued on to this trail about

Auburndale TECO Trail

RELAXING

January, 2026 by jcparker914

¿. You can ride along The path and see the huge sports complex. Beautiful dog park fenced in and playgrounds - all types of stuff for people to do - benches for sitting on the sides of the trail. The trail is blacktop about 10 foot wide very smooth besides some spots. We started at the south end and went north to General James A. Vann Fleet State Trail and continued on that trail for another 15 miles then turned around and came back

Lake Jackson Trail

I didn't care for this trail. Its all on uneven sidewalks in front of houses and you never know when someone pulls out and stops in the bike lane.Then you have to ride on route 98 which is also on sidewalks with busy ass traffic.

December, 2025 by psbugman18

I didn't care for this trail. Its all on uneven sidewalks in front of houses and you never know when someone pulls out and stops in the bike lane.Then you have to ride on route 98 which is also on sidewalks with busy *** traffic.

Accordion

West Orange Trail

Central FL gem

December, 2025 by trailsforall

After years of traveling to Central Florida to visit theme parks, this December I convinced my family to spend a day on bikes as a break. We rented four bikes from Bikes and Blades at the Killarney Station and rode almost halfway (10 miles) down the trail towards Apopka. The width of the trail was superb for family bike riding, with a smooth asphalt surface throughout. Signage was clear and easy to follow. Downtown Winter Garden is a true gem. We stopped on the way back, parked our bikes and explored the many restaurant and shops. I plan to come back and ride the full length of the trail, including the connections to Lake County to the west.

Starkey Wilderness Park Paved Trail

such a good skate trail

December, 2025 by brookeypav

I’ve skated this trail so many times. Brought my speed teammates out here and they enjoyed it. Seen a bobcat before. Lots of deer. Such a smooth and fun trail

North Bay Trail

Etiquette

December, 2025 by dohubb

It's a beautiful ride, however the lack of trail etiquette is something to behold. Everyone is on their own planet and never heed any announced warnings. I almost hit or ran over three dogs and two people due to no situational awareness or didn't know their right from their left. Again, beautiful ride but frustrating.

Starkey Wilderness Park Paved Trail

Starkey Wilderness Trail

November, 2025 by rockieslights

Not the longest trail (about 6.5 miles) but a really enjoyable one. Starts in Starkey Wilderness Park, which is worth a visit on it's own. The trail runs from the park and eventually through some scrub. Watch for deer, fox squirrels and even alligators. At the end of the trail is a nice surprise...a new bathroom and water station (built in 2023). The trail ends at this station as it intersects with the Suncoast Trail. You'll be out in the sun for much of the ride, but the surface is smooth and the further you get from the park, the fewer people you will see.

Coastal Anclote Trail

Pleasant enough with access to multiple parks

November, 2025 by rockieslights

We rode this trail for the first time today and enjoyed it. Not too many road crossings and a nice, wide paved trail. As others have mentioned, it's really a conglomeration of multiple shorter trails, but that works out fine. The best part is access to Anclote River Park, Anclote Gulf Park, and Key Vista Nature Park, all directly connected to the trail. It's not a terribly long trail, so you won't rack up a big mileage numbers, but each park is enjoyable, making it a very interesting ride.

Upper Tampa Bay Trail

do not skate here

October, 2025 by a.vela0419

This trail is destroyed and needs to be repaved. Impossible to skate safely

Fred Marquis Pinellas Trail

Plenty to see, plenty of nearby stops if you desire

October, 2025 by ljarrington

Easygoing, well traveled trail through beach cities with easy access to barrier Island causeways. Plenty of places to grab a meal near the trail. We tried and enjoyed Salty, Lime Cantina. Causeways provide stunning views of the harbor and were a highlight when we left the trail.

Neptune Road Recreational Pathway

disappointed

October, 2025 by 75qq8tsxxv

Me and my family drove an hour to get there for the bike trail. We parked by the dock parking which was beautiful to see. Lots of scenic views. When we start to ride the trail it took us out on the main road, about 2mins in the ride we end up on a road closer that we could not go around. That was the end of our ride.

Coastal Anclote Trail

Wide paved trail

October, 2025 by kippmich

Nice trail connecting 3 parks. One park has a nice fishing pier and another one has a beach. The beach park has big covered area with a bunch of picnic tables underneath. Nice ride through oak trees.

Find Nearby City trails

Accordion

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.