Ashland
Ashland is one of Oregon's most cultured small cities — home to the Oregon Shakespeare Festival, excellent restaurants, a vibrant arts scene, and proximity to the Rogue Valley's wine country including the Applegate Valley wine producers.
Wineries to Visit
Where to Eat
Ashland's most celebrated restaurant — farm-driven cuisine with an outstanding regional wine list.
Farm-to-table in a lovely space — creative Pacific Northwest cuisine and excellent Southern Oregon wine selections.
Ashland institution for breakfast pastries and coffee before a day of wine country exploration.
Things to Do
- ✓ Oregon Shakespeare Festival performances (February–November) — book tickets well in advance
- ✓ Cowhorn Vineyard appointment tasting (25 min north)
- ✓ Jacksonville historic district visit (20 min north)
- ✓ Mount Ashland skiing (winter) or hiking (summer)
- ✓ Lithia Park — the city's extraordinary 93-acre park along Ashland Creek
Oregon Shakespeare Festival, Rogue Valley wine country access, culinary scene, outdoor recreation
The grande dame of Ashland hotels — beautifully restored 1925 landmark with an excellent restaurant.
Victorian B&B within walking distance of the Shakespeare Festival theaters.
Modern boutique hotel with pool — comfortable and well-located for festival and wine country visitors.