Looking for the best trails around Portland?

Explore the best rated trails in Portland, TN, whether you're looking for an easy walking trail or a bike trail like the Mill Creek Greenway (TN) and Murfreesboro's Stones River Greenway System . With more than 27 trails covering 110 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Brentwood Parks Trail System

bike

October, 2023 by anne.snearly

Markings for trail not there. We just looped the park. More signs are needed.

Richland Creek Greenway

Bad for inline skating / rollerblading

September, 2023 by vanantwj

This trail is listed as good for in-line skating, but a large section of the trail is very rough / old pavement, and much of the rest of it has long hills and sharp turns.

Cumberland Riverwalk

Connects you to other unique trails!

August, 2023 by nadia9

We love to bike the Riverwalk. This trail is actually connected by Austin Peay Greenway on one end, and Upland trail on the other end. If you start at Austin Peay Greenway trailhead, you can walk/bike through the Riverwalk and connect to Upland trail. There are swings and picnic tables along the way, and even on a busy day you can find somewhere to stop have lunch. Last weekend we biked all three trails and I was amazed at how beautiful, accessible, and clean everything was.

Accordion

Upland Trail

One of our favorites!

August, 2023 by nadia9

We love Upland trail for our family. It is a short, easy, and secluded trail. You will see parts of the city you don’t otherwise pay attention to. Eventually this trail will be continued, and will connect to Valleybrook park. I cannot wait for that final phase to be completed! Walking takes about 30-40 minutes, and biking takes about 15.

Murfreesboro's Stones River Greenway System

Historical ride along the river

July, 2023 by eric420

Fun paved pave along the Stones River thru Civil war battle sites. Ride thru shaded canopies, under bridges over bridges, winding thru field. Deer jumping across the trails. Bunny rabbits hopping around in the fields. Great ride at sunset to dark. Enjoy!

Murfreesboro's Stones River Greenway System

Great Trail

June, 2023 by caldwellws

Took the opportunity to ride this trail and glad I did. This greenway is wide, shady with lots of nice scenery. I looped it end to end with the connecting trail for a 25 mile ride. It is now on my list of favorites in the Middle Tennessee area.

Mammoth Cave Railroad Bike & Hike Trail

Sloan Crossing pond to the park visitor center and back.

June, 2023 by fqthewench711

We only did the short section due to the heat, but it was actually really pleasant underneath the green shaded path! We did run into two downed trees that required going around as they were pretty big. (There was a big storm two nights ago and lots of cleanup going on in the area.). Took a few detours to the campground and the green river ferry crossing. We also ended up on a road that was closed off to cars but a national park bus came down and dropped off some serious cavers. We watch them gear up and go down into the bowels of the earth. Not for the faint of heart! I believe it was called the wild cave tour. Total of 9.6 miles over 2 1/2 hours for a wonderful morning ride! Loved it all.

Mammoth Cave Railroad Bike & Hike Trail

Fun trail!

June, 2023 by robertforeeowens

If you enjoy getting of the roads and paved trails, and ride trails through the woods, but don't like narrow, technical, dangerously unkempt trails, this is the trail for you! Nice wide, easy going in most sections, with a couple of steeper sections (which can be ridden easily on an e-bike...otherwise walked, as they recommend). Surface is hard-packed dirt, but with a layer of pretty course gravel (trap rock, etc.), so definitely best for fat tire bikes. As for the starting point, no need to start in town (not that interesting anyway, unless you need to go to a store, or something like that). As others have said, best option is to start on the southern end, if you can get one of those couple of gravel parking spaces on Zion Cemetery Road, right off of the Mammoth Cave Parkway...otherwise, you can go up the Parkway just a little ways to the paved lot near the big Mammoth Cave Park sign, where there are 4-5 spaces (but you'll miss a couple of cool sections of the trail that start on the cemetery road). Enjoy!

Mammoth Cave Railroad Bike & Hike Trail

Pretty awful

June, 2023 by joglazewski

Lousy, traprock surface, twisty, steep hill that require walking bikes, unmarked dead end fork. Rode on hybrid with 28 mm tires. Took road back. Never again.

White House Greenway

Drove from BG, Ky., and it's better bike ride than anything here. Wish it was longer. Gas was at least 20 cents cheaper, so the drive was worthwhile.

May, 2023 by ohbarryrose

Drove from BG, Ky., and it's better bike ride than anything here. Wish it was longer. Gas was at least 20 cents cheaper, so the drive was worthwhile.

Cumberland River Greenway

Trail Needs Some Maintenance

May, 2023 by bcrinehart735

We rode this trail in May 2023. We accessed the northwest end of the trail via Freeland Station Road. It appears that the trail continues past this point but it is not shown on the map. We followed the trail northeast, east and southeast towards downtown Nashville. After a few miles we passed several homeless encampments in the wooded areas. When we reached the downtown area near 2nd St and Cement Plant Road we were met with construction debris. We found no clear description of where we were, where we might go and what we might see. We returned to the trailhead.

Prior to reaching the homeless encampment, the paved trail follows the curve of the river. Wildlife is visible on and along the river.

It would have been great if the trail were marked and we would have been able to ride the trail into the Broadway downtown area, Ryman Auditorium, etc.

Clarksville Greenway

I absolutely love this trail I ride on it and it is so beautiful and fun and it is nice to see others people on it too

May, 2023 by traillink user

I absolutely love this trail I ride on it and it is so beautiful and fun and it is nice to see others people on it too

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