This wonderful booth, selling fantasy costumes for children, was at the foot of Main Street, just above the bridge in my Ashland intro. Eager kids and their parents looked through displays of frothy concoctions, while the owner offered helpful suggestions.
Stop by and choose something for your little Titania or your tiny Puck.
On E Main St near Oak St at the western end of downtown is a small street-front store selling "Organic Kettle Corn" of various types. It is identified by that sign and is simply a window on the sidewalk as shown in my picture. You simply walk up and order. It is very good.
What to buy: Organic kettle corn.
On Siskiyou Boulevard is a Safeway store well stocked with a large selection of wine, beer, and a everthing a camper or budget minded traveler would need in terms of groceries. Prices are not a huge bargain but are lower than the specialty shops and restaurants. Next door is the pioneer cemetary, which appeared poorly maintained at the time I had visited.
Just off Main Street, behind Lithia Plaza and the entrance to the park is a narrow alley of handicraft vendors known as Calle Guanajuato. The residents of Ashland are proud of the sister city relationship Ashland has with Guanajuato, Mexico. I can't speak to the similarities, but to browse the handicrafts along Guanajuato is pleasure enough for those who like to shop.
Between Main Street and the creek there's a long, umbrella-shaded walkway where street vendors sell their wares. I caught a glimpse of some interesting jewelry, pottery, and carvings, but it was too hot that day to linger -- you could almost fry an egg on the sidewalk, and I even heard one of the vendors say, "It's really too hot to be here."