Winston, OR Hike Trails and Maps

48 Reviews

Looking for the best Hike trails around Winston?

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

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4 Results
Activities
Length
Surfaces
Type

Rogue River Greenway

9.8 mi
State: OR
Asphalt

Row River Trail

16.4 mi
State: OR
Asphalt

I-5 Trail

4.1 mi
State: OR
Asphalt

Roseburg Park Loop

5.1 mi
State: OR
Asphalt
Trail Image Trail Name States Length Surface Rating
This scenic, paved trail along Oregon’s Rogue River is currently open in three disconnected segments totaling nearly 10 miles between Grants Pass and Gold Hill. Long-term plans call for the Rogue...
OR 9.8 mi Asphalt
Overview The 16.4-mile Row River Trail is part of the Covered Bridges Scenic Bikeway. Small-town charm, a lake at the foot of the Cascades, and a mostly flat path escort trail users past Dorena Dam...
OR 16.4 mi Asphalt
The I-5 Trail is available in two disconnected segments that are roughly equivalent in size with each being about 2 miles long. The northern segment begins in Roseburg’s busy shopping area along...
OR 4.1 mi Asphalt
Surrounded by mountains and resting along the banks of the South Umpqua River, Roseburg is truly a beautiful city. Like a string of green beads on a necklace, a trail system forms a figure-eight loop...
OR 5.1 mi Asphalt

Recent Trail Reviews

Row River Trail

Scenic ride

October, 2023 by larry.ehl_tl

Very scenic and pleasant route. Benches in a number of places. Surface is good except for a few places with cracks that are bike-tire wide. They are marked with spray paint. Parking lots in town were a bit sketchy, I parked just outside of town at Row River Nature Park.
Wildwood Falls is about 1 1/2 miles past the trail's end. That's on a road; I encountered practically zero traffic, but in summer it could be a busier road.

Rogue River Greenway

A wonderful ride.

June, 2023 by durrick

We rode recumbents from the Day Use lot in the Valley of the Rogue State Park. It was well maintained, but the trucks are alarming at times. The trail ends before Gold Hill, but you can follow 99 through the village. Then follow signs towards the falls. The trail begins again beside the railroad tracks and goes up to the falls. The Del Rio Winery is on the trail and is accessible by bike Ti’lmathFalls

Row River Trail

Great Trail

February, 2023 by vidmar

From the parking lot at the park in Cottage Grove to the "Stand By Me" covered bridge to Dorena Lake, this path is fantastic! Gentle uphill to Dorena Lake through the woods and wonderful views of the lake. 17-mile one-way of great riding!

Accordion

Rogue River Greenway

bear creek greenway

July, 2022 by willizilkey

From Ashland or to central point or. approx. 18 miles. Hard surface, no gravel, no dirt. Partly shaded. Flat. Scenic, except last few miles, near Central Point. Homeless camped near path around Medford but no hassle. Rating should be
4 1/2 rather than 5, due to homeless.

Roseburg Park Loop

Simple ride-sketchy @ times

June, 2022 by krgscb

The trail had none of the issues the last reviewer stated from 2016. The ride around the park had a nice wide paved trail with no weeds, grass, etc. The city maintenance crew was out mowing and crawling brush/weeds. This part of the trail was just flat and boring. The views were of golfers and people enjoying the park. I didn’t like the fact many people allowed their dogs to run free regardless of the fact all dogs were to remain on a leash. My wife and I also took the connecting trail to downtown along the river. We DO NOT recommend doing this section. In the short one mile section there were over a dozen homeless camps, dogs running free and the smell of trash everywhere. At one point we had two dogs charge at us. Sad the city hasn’t done something about all this as the trail has lots of potential to be a beautiful trail.

Row River Trail

Trail is in desperate need of an upgrade.

June, 2022 by thomas60

There are many places where a bike tire could go right into a crack in the pavement, causing severe injuries. It would be wonderful if Rails to Trails could put some pressure on BLM to fix — rather than just mark — the many places in which repair is really needed.

This is one of the most beautiful bike trails around. It is a shame that the paved surface is in such terrible condition.

Row River Trail

Trail is in desperate need of an upgrade.

June, 2022 by thomas60

There are many places where a bike tire could go right into a crack in the pavement, causing severe injuries. It would be wonderful if Rails to Trails could put some pressure on BLM to fix — rather than just mark — the many places in which repair is really needed.

This is one of the most beautiful bike trails around. It is a shame that the paved surface is in such terrible condition.

Row River Trail

Mosby Creek trailhead to Dorena Lake and back

August, 2021 by shannon110406

Was about a 7 mile ride round trip from Mosby creek trailhead to Dorena lake and back . It is completely paved but there were areas where a horse can comfortably walk on the grass next to the trail . Yummy apple trees adorn the trail side to compete with you for your horses attention . Rode down to the water carefully avoiding the wet spots (slippery mud) . Let the horses drink a bit from the rocky dry part . It was pretty neat to see the huge dam and lake . Only one boat was out becuase it was freakin hot and Smokey - but still beautiful . One of those trails that u wouldn’t necessarily seek out unless u live near it - but if u have to go to the neighborhood for some reason might as well saddle up ! There are a lot of bikes and most just zip by - with no understanding to be cautious of the horses . But that’s ok . It works !

Row River Trail

Beautiful Trail

June, 2021 by upbosh12

Enjoyed this trail from beginning to end. Well maintained with beautiful views of wooded hillsides, covered bridges, old barns, river, flowers, farmland, and the lake. Stayed in Schwarz Park campground about MP 6 of the trail. Accessed the trail about 1/2 mile from campground. First day rode from camp to top end of trail around the lake and up through the farmlands. Second day from camp to town for coffee and baked goodies at the brewery. Afternoons spent exploring the wineries. Very much enjoyed this trail.

Rogue River Greenway

Not the Bear Creek Greenway Trail... this is BETTER!

April, 2021 by sd9e1

Some of the reviews are talking about the Bear creek greenway trail... this is the Rogue River Trail and it is a quiet, beautiful ride along the river. You can easily connect to the bike path at the south end of this trail and ride into the town of Gold Hill. The entire trip from the town of Rogue River, through Valley of The Rogue State Park (camping available) to Gold Hill is an excellent biking/waking route.

Rogue River Greenway

Ashland-Phoenix

January, 2021 by krgscb

Rode the 7.5 miles from start of trail in Ashland to Phoenix and back. The trail itself is great. Nice and wide, place to pull off and rest if desired, nice views of the creek and hills. Can still see the devastation from the Alameda fire that took place in August 2020. Sad to see all the house destroyed but nice to see the new construction taking place. When the vegetation and trees come back the trail will be even nicer. Did not encounter any homeless camps on this section of the trail. Saw lots along sections of the trail in Medford and Central Point areas. Look forward to going back when the weather warms up.

Row River Trail

picture perfect

July, 2020 by debimiller91

Beautiful shady trail lined with wildflowers. Nice flat trail with lots of pretty scenery.

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