Wednesday, September 16, 2026
After breakfast, we headed to Ashland. We got an early start, and although the forecast called for a warm day, the morning was chilly. After the excessive heat we’d had in Southern California, it felt good to put on long pants and a sweatshirt.
Ashland is a pretty town with picturesque views and gorgeous houses. I can see why people want to live there, though I don’t want to oversell it as a destination. It’s known for its Shakespeare festival, but since I’m not into Shakespeare, there wasn’t a whole lot else on our agenda.
We walked around the park, took in the views, and then headed to Main Street for lunch. Afterward, we returned to the hotel, where I caught up on emails.
On a previous visit, I’d wanted to stop at the Cheese Cave but never got the chance. This time we made it, and we thoroughly enjoyed it. There are actually two shops: one sells wine and cheese, and the other sells baked goods. We enjoyed both.
The woman running the cheese shop is from Europe, and she had us try several European cheeses that were phenomenal. I’d hoped to sample more local cheeses, but I certainly didn’t leave disappointed. I’d brought a small cooler because I knew I’d want to take some cheese home, and I fell in love with a few of her recommendations.
Near our hotel was a Harry & David store. I’d also noticed a large building nearby with the Harry & David logo. I’ve received their catalogs and gift baskets for years, but I had no idea they were based in Medford.
The store was more fun than I expected, and there were plenty of samples. At one point, I saw a woman pick up at least ten bags of Moose Munch. Then I tried a sample and understood why—it could be addictive. Needless to say, we didn’t leave empty-handed. Good thing I had extra room in my luggage.
Afterwards, we drove around Medford. I was suprised to see that they have an original Woolworth building.












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