4.3
(8)
158
riders
18
rides
Touring cycling around Medford offers diverse landscapes within the Rogue Valley, characterized by rolling hills, lush forests, and the Rogue River. The region provides a mix of paved pathways and routes with significant elevation gains. Cyclists can explore areas ranging from creek-side woods to oak woodlands and scenic byways.
Last updated: June 23, 2026
4.3
(3)
22
riders
37.0km
02:07
150m
150m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
36.0km
02:03
100m
100m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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8.94km
00:30
30m
30m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
34
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
riders
16.2km
00:55
40m
40m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Medford
This small street is named after Guanajuato in Central Mexico. Ashland and Guanajuato have had a Sister City & Sister University relationship for over 50 years. Each year, students from each city go on a cultural & educational exchange, as both cities are known for their artistic nature and universities. The street itself is tucked between Ashland Creek and the Downtown commercial district. Numerous restaurants offer outdoor seating by the creek.
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The name Oregon Shakespeare Festival can be a bit confusing as it is a repertory theatre that stages hundreds of performances between May & December, not just a handful over a week or two. While Ashland is known for its University, stunning mountain setting, and budding wine industry the Shakespeare Festival is without a doubt its most famous attraction.
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The Oregon Fallen War Heroes Memorial, located inside Don Jones Park, is a tribute to all Oregon military service members killed in the line of duty since 1859. Dedicated on November 11, 2015, the memorial features separate monuments from each military branch of service arranged in a circular walkway. In the center of the memorial, there is a bronze sculpture of two fighting eagles in flight, symbolizing the bravery and sacrifice of those who served.
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This iconic Oregon creamery has been open for nearly 90 years and is a must-stop if you are a cheese lover. It is a fantastic opportunity to get some of their well-known blue cheese, which has won multiple awards. In 2019, the company's Rogue River Blue cheese became the first American-made cheese to be named the World Champion at the World Cheese Awards in Bergamo, Italy. There is a restaurant and a nice shop inside, making it an excellent stop on a long ride!
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The Bear Creek Greenway is a multi-use paved pathway that spans 18 miles, connecting Phoenix, Medford, and Central Point. Along the way, you will find several community parks with restrooms, drinking water, playgrounds, and picnic areas. The path provides easy access to many local restaurants, coffee shops, and bike shops, making it a perfect route for a day out with friends or family.
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Scenic Avenue is a popular route for cyclists to enjoy beautiful rides in the area, with an upgrade including new bike lanes added as of August 2023. Prior to that, the road was known as an accident hot spot area, especially at the Hwy 99 intersection. It now boasts better lane configuration and wider shoulders for safer travel.
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The Holly Theater is a magnificent building constructed in 1930 and was the second movie house to open in Medford. The construction of the building began in 1929, but due to the Great Depression, it was halted and resumed later that year. The theater hosted vaudeville and films and, with a seating capacity of 1,200, was large enough to accommodate ten percent of Medford's population when it was built. The Holly Theater closed in 1986 and has been added to the National Register of Historic Places as part of the Medford Downtown Historic District.
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This family-owned café is a great place to stop for locally roasted coffee and a pastry. It has a nice, cozy atmosphere with a lovely view of the park!
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Medford offers a diverse selection of 15 touring cycling routes. These range from easy paved paths to more challenging rides with significant elevation gains, catering to various skill levels.
The Rogue Valley generally offers pleasant cycling conditions for much of the year. Spring is particularly beautiful with wildflowers, while summer provides warm, sunny days. Fall brings vibrant foliage. Always check local weather forecasts, especially for summer heat or potential winter rain.
Yes, Medford has several easy routes perfect for beginners and families. The Bear Creek Greenway is an excellent choice, offering a paved, multi-use pathway that winds through scenic creek-side woods. Other easy options include the Bear Creek Greenway – Bear Creek Greenway loop from Rogue Valley Mall.
Medford's touring cycling routes feature diverse terrain. You'll find flat, paved paths like sections of the Bear Creek Greenway, as well as routes with rolling hills and significant elevation gains through lush forests and oak woodlands. The region's location in the Rogue Valley ensures a mix of landscapes.
Many routes offer stunning natural scenery. You can cycle alongside the iconic Rogue River, through creek-side woods, and past rolling hills. Distinctive volcanic plateaus like Upper Table Rock offer panoramic views, and areas like Prescott Park provide forested trails and meadows.
Yes, some routes provide access to charming historic areas. The Oregon Shakespeare Festival – Ashland Historic District loop from Pacific Hwy - North of South Stage Rd takes you towards Ashland, a town known for its vibrant cultural scene and historic district. You might also pass by the historic Holly Theatre in Medford.
The Rogue Valley is renowned for its wine country, with over 150 wineries. While not all are directly on dedicated cycling routes, many are accessible by bike, especially along scenic roads. Some trails, like the Applegate Valley Wine Trail, are designed for scenic rides through vineyards, offering a unique touring experience.
Yes, Medford offers several excellent circular routes. Popular options include the Bear Creek Greenway Loop and the Central Point Loop via Scenic Avenue and Bear Creek Greenway, both providing diverse scenery and convenient starting and ending points.
Many popular cycling routes, especially those utilizing the Bear Creek Greenway, have designated parking areas at various access points and parks along the trail. For specific routes, it's advisable to check the route details on komoot for recommended starting points and parking information.
Medford's public transport system, Rogue Valley Transportation District (RVTD), operates bus services that may offer access to areas near some cycling routes. Many buses are equipped with bike racks, making it possible to combine cycling with public transport for longer distances or to reach trailheads.
Yes, particularly along the Bear Creek Greenway, you'll find sections that pass through or near Central Point and Medford, offering access to local restaurants, coffee shops, and bike shops. Historic towns like Jacksonville, accessible via some routes, also boast a vibrant culinary scene.
The touring cycling routes in Medford are highly regarded by the komoot community, with an average rating of 4.7 out of 5 stars from 4 reviews. Cyclists often praise the diverse landscapes, from creek-side woods to rolling hills, and the well-maintained paths that cater to various skill levels.


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