♥ Editor’s picks in Ashland
A hand-picked starting point — the most welcoming, iconic, or just plain great outdoor groups in Ashland.
♥ FeaturedWednesday Group Ride
RVRogue Valley Mountain Bike Association
Wednesdays, 5:30pm · steep climbs & descents
📍 Cycle Sport, 191 Oak St, Ashland
FreeSummer
A one- to one-and-a-half-hour watershed loop with real climbing; lights required late October through early March, helmets always.
Trail Run✓ Verified 2026-06-25
♥ FeaturedWednesday Group Run
RVRogue Valley Runners
Wednesdays, 5:30pm · 60–75 min, all levels
📍 Rogue Valley Runners, 161 E Main St, Ashland
Beginner-friendlyNo-dropFree
Ashland’s flagship shop run — a mixed-pace 60-to-75-minute loop on the trails right from the store; on nice nights 30 runners turn out.
Cycling⚠ Needs verification ♥ FeaturedClub Group Rides
SVSiskiyou Velo
Year-round rides, EZ to Brisk — see calendar
📍 Rotating Rogue Valley start points
Beginner-friendlyFree
Rides are graded EZ, Velo Melo, Moderate, Brisk-Lite, and Brisk so every speed has a group; guests can join a ride on club insurance before joining.