Staying on my current obsession with small towns in the Pacific NW, I don’t think this series would be complete without mentioning Ashland, Oregon. When living in Medford (about 10 minutes North of Ashland), the town of Ashland was always synonymous with the college (Southern Oregon University) and it was known as sort of a “hippy” area. But after years of visiting the region, Ashland is now my go-to spot in the area, with a unique vibe, an amazing food scene and a gorgeous historic main downtown as well as historic old houses all over the downtown area. From the Oregon Shakespeare festival to shops and restaurants galore, Ashland, Oregon is definitely one of the best small towns in the Pacific NW and a must see while in the Southern Oregon area!