Crestview, FL Running Trails and Maps

65 Reviews

Looking for the best Running trails around Crestview?

Find the top rated running trails in Crestview, 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.

  • Relevance
  • Name
  • Length
  • Most Popular
Activities
Length
Surfaces
Type
7 Results
Activities
Length
Surfaces
Type

Blackwater Heritage State Trail

9.6 mi
State: FL
Asphalt

Gulf Breeze Parkway Trail

3 mi
State: FL
Asphalt

Navarre Beach Bike Path

3.6 mi
State: FL
Asphalt

Old Brick Road Trail

5.4 mi
State: FL
Brick, Concrete

Pensacola Beach Trail

9.1 mi
State: FL
Asphalt

Timpoochee Trail

19 mi
State: FL
Asphalt
Trail Image Trail Name States Length Surface Rating
In Milton, just northeast of Pensacola, the nearly 10-mile Blackwater Heritage State Trail is the rewarding result of a partnership between Florida's Departments of Transportation and Environmental...
FL 9.6 mi Asphalt
A sidepath trail that follows a stretch of its namesake roadway south of Pensacola, the Gulf Breeze Parkway Trail offers a useful transportation route for cyclists and pedestrians looking to navigate...
FL 3 mi Asphalt
The L&N Railroad Deport Walking Trail in Geneva, Alabama, is a 0.5-mile trail that follows a short segment of the abandoned right-of-way of the L&N Railroad (Louisville & Nashville). This flat,...
AL 0.6 mi Asphalt
Crystal white beaches and Florida-blue water are all par for the course at Navarre Beach. The Bike Path is a low-stress way to travel along Gulf Boulevard/ CR 399 to through the residential part of...
FL 3.6 mi Asphalt
Following the route of an old red-brick highway constructed in 1921, the Old Brick Road Trail provides over five miles of trail for cyclists and pedestrians on the eastern outskirts of Milton,...
FL 5.4 mi Brick, Concrete
This is a multi-use trail that runs along Via de Luna Drive and Fort Pickens Road in Pensacola Beach, Florida. It mostly runs along the two roads but does offer some great ocean views along the way -...
FL 9.1 mi Asphalt
The Timpoochee Trail traces the Gulf of Mexico shoreline and Scenic Highway 30-A as it travels through beachside communities and state forest lands. Trail-goers will enjoy scenic views of the sea,...
FL 19 mi Asphalt

Now, More Than Ever, Trails Matter!

During COVID-19, trails are being counted on as places where people can find solace and respite and we need your support to keep trails open and provide these critical FREE resources! Please continue to practice physical distancing and check the status of your trail before heading out!

Trails by activity

Recent Trail Reviews

Timpoochee Trail

Great trail, busy beautiful!!

October, 2020 by marysconnor

Great trail, busy beautiful!!

Old Brick Road Trail

Definitely worth a quick visit for photos. Compared to other brick roads I've traveled, it's relatively smooth. I run 23s.

October, 2020 by blkreatta

Definitely worth a quick visit for photos. Compared to other brick roads I've traveled, it's relatively smooth. I run 23s.

Timpoochee Trail

A nice ride

September, 2020 by swgross

We rode the trail on a late September morning and had a great time. We parked on a public beach lot and rode east to Rosemary beach for a total of about 30 miles round trip. The trail is well kept and we had shade for about half of the ride (there was less as the sun went overhead). For the most part, people we encountered on the trail were friendly and courteous but it did get a little congested around Seaside. It’s a nice, relaxing ride on a smooth asphalt trail.

Accordion

Blackwater Heritage State Trail

Nice ride

August, 2020 by curls3510

The most difficult part of the ride is in the town with crossing streets, but only one is really busy. Majority of the ride toward the naval base is quiet. About half of the trail has shade. We drove an hour from AL to ride this trail and we are looking forward to riding again

Blackwater Heritage State Trail

Nice trail me and wife had a great time

July, 2020 by jeffpitterman

Nice trail me and wife had a great time

Timpoochee Trail

Great Trail

June, 2020 by dpettibone

I live in the area. During tourist season it can get quite crowded (as do the highways and grocery stores). During off season it is a pleasant ride. No walkers 3 abreast and not paying attention to your bell. I’ve now just started to shout bike on the left and that helps. The areas this trail follows has a lot of beach rentals and the little towns are just crawling with people. Views are pretty but there are other trailsduring peak season.

Blackwater Heritage State Trail

Nice trail

April, 2020 by mardis5620

Rode this trail Dec 2019. Nice weather, pretty trail that meanders thru the backside of neighborhoods and countryside. Well maintained.

Blackwater Heritage State Trail

Great Trail

March, 2020 by georgimc79

Great trail to ride on. All asphalt and well maintained. One of my favorites so far!

Pensacola Beach Trail

Enjoyable ride!

March, 2020 by chanceyj

Loved the Gulf Islands National Seashore Park section. Stopped along the route to walk the beach and Fort Pickens. Enjoyable afternoon

Navarre Beach Bike Path

Best Bike ride ever!

February, 2020 by wkopp59

Views are amazing! Ride is amazing! The Mardi Gras parade at Navarre was also today so to and from we were driving through crowds to get to the trail but so worth it. We brought our bikes. We always look for potential rental for when family and friends visit but didn’t see rental although there may have been in either Navarre or Pensacola Beach and we just didn’t notice.

Blackwater Heritage State Trail

Worth the Ride.

December, 2019 by 3sportfitness

Black Water Heritage trail in Milton, FL. is a flat, short (10miles - one way) trail that winds through Milton and then ends our near the Naval Aviation area. It’s an easy, fun little paved trail, away from traffic and the noise of the highway.

Blackwater Heritage State Trail

Great Little Trail!

December, 2019 by edmcanally

Very nice ride with well placed benches, and restrooms. Nice way to get outside and stretch a bit.

Find Nearby City trails

Accordion

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 30,000 miles of trail maps and more!

Register with Google

Register with Apple

OR