Winston, FL Snowmobiling Trails and Maps

640 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.

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Recent Trail Reviews

Shingle Creek Regional Trail (FL)

Now open from Tapestry to 192 - January 2019

January, 2019 by ctamplin

They have opened the section that joins the two pieces shown on the map. Thus one can join the trail at the Tapestry development off Dyer Blvd and go all the way to Kissimmee Lakefront or to Pioneer Village. Great addition. Looking forward to them finishing off the northern section up to Osceola Parkway next as they acquired the easement rights in 2018.

Fred Marquis Pinellas Trail

enjoyable!

January, 2019 by walker9323

Nice trail! North of Tarpon Springs is a bit boring, but the entire trail is very well maintained!

Flatwoods Park Trail

Neat place

January, 2019 by tcreevanrn

I’ve been quite a few times, always nice. Lots of wildlife even saw a gator off the trail a few 100 feet or so. Not a place to go if not biking or riding something, few picnic tables. It’s somewhere I go without my kids and take them to other parks that are more kid friendly. Water stations along way, air pump and clean bathrooms

Accordion

General James A. Van Fleet State Trail

Outstanding Beauty with much wildlife sightings!

January, 2019 by utpaduke

This beautiful trail has 4 parking lots @ the 0-10-20-29-mile markers. On 1Jan, Tom and I rode from Mile 0 @ the Polk city parking lot to Mile-15 out and back. We saw several box turtles and a few Gators in the water! On 2Jan we parked @ the Mile-20 Parking lot. Rode out and back to the 29-mile marker, then back to the 15-mile mark out and back! We saw quite a few more box turtles sitting out front of their burrows; if I parked bike and tried to get close for pic, they would quickly scurry back into the burrow! We enjoyed watching one cross as fast as she could from the opposite side of the trail back to her burrow... Saw a gator happily sunning self on side of trail! This trail rides primarily alongside a swamp on both sides... it is awesome if you like a natural setting with only 3-4 total rural road crossing. All mile markers are painted on middle of the pavement! We came from NC to get away from cold Jan weather---this trial was a perfect choice for two days of riding. Benches with bike tools and Trash cans are provided along trail. It was extremely clean! Although trail has some age, the pavement is not "rooty" I highly recommend this gorgeous 29-mile rail-trail ride! I just might come next winter for another two-day out-back ride on this trail!

Good Neighbor Trail

A Short But Nice Trail

December, 2018 by tonyjeeratuntasit

Nice well paved trail. The new extension is particularly pretty.

Lake Apopka Loop Trail

no asphalt that I saw

December, 2018 by chemmenway

We came in on the north spur and headed east. If I knew how bad the road was I would have been better prepared. We started out on hard-packed gravel which wasn’t too bad, but as we traveled east, the road deteriorated to a bumpy semi-paved trail. This was much worse than the gravel. We had to slow to 10-12 mph. After we let some air out of our tires, it was a little better but had to closely watch the road for bumps and holes.

West Orange Trail

Almost perfect

November, 2018 by buffettbike

Rode various portions of the trail over the course of three visits to complete the whole trail. From Killarney Station to Vineland-Apopka Station is still the best bike trail in Florida. Skip the part from Vineland-Apopka Station to Lester Road. Even so, this trail deserves 5 Stars

Ream Wilson Clearwater Trail

Hidden Gem

September, 2018 by virgil2

The Eastern part of this trail is paradise lost - some really spectacular views - it slowly becomes ugly the farther west you travel. Has some hills (for Florida lol) - it's nice to go in here to the shade after the Courtney Campbell. The only thing lacking is a water fountain and restroom. I'll do this trail over and over and enjoy the views everytime!

General James A. Van Fleet State Trail

Nice Bike Ride

September, 2018 by kirby.lastinger

Rode from Green Pond trailhead and except for a few rain showers it was a great ride.

West Orange Trail

Great trail

September, 2018 by markbarndollar

Beautiful trail. Started in Apopka and ended in Winter Garden where my girlfriend and I grabbed lunch and rode back to Apopka. Not many bikers for a Sunday afternoon.

Lake Apopka Loop Trail

Wilderness galore

August, 2018 by janskinj

Let's clarify - the name is a misnomer, it is not a loop. It is out and back on same path. Plentiful gators, up close and personal. We planned to stop at covered picnic area to find it populated by a few 4 footers. Fortunately, they scattered as we approached on our bikes. Needless to say, we sat atop the table back to bak to ensure a 360 view. Much larger gators in water and crossing path.
Love that there are long stretches to allow you to gain speed or cruise and take in scenery. We spotted an owl, soft side turtle, cougar prints and more.
Nice place to get out int he wilderness without travelling far.

Good Neighbor Trail

Someday has arrived

August, 2018 by rclvnv

The trail now runs the 10 miles from Brooksville to the Withlacoochie. Paving is complete but not officially open. Rode on Sunday but were not allowed when workers present, today. Expect that will end soon. Inaugural Ride set for Oct 14, an event following the annual Withlacoochie ride on Oct. 7

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Accordion

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