Before breakfast at Nunan Estate, saunter over to the Panorama Point Trail, an easy one-third-mile loop with views of the Siskiyou and Cascade mountains. Closer to the Nunan is the town’s sprawling 21-acre pioneer cemetery. Download audio tours for each walk at the chamber of commerce’s website, jacksonvilleoregon.org/audiosite.
You can’t leave the Rogue Valley before sampling the wines at RoxyAnn, particularly the intense claret, the winery’s claim to fame. Housed in a historic barn, the tasting room doubles as a high-end grocery store with freshly baked baguettes, local cheeses, and other picnic provisions. Friday nights, there’s live music in the garden. 3285 Hillcrest Rd, Medford; 541-776-2315; roxyann.com; $3 tasting fee
Newly expanded, the cult restaurant New Sammy’s Cowboy Bistro now serves lunch as well as dinner. The food is as sublime as it’s always been—from sourdough bread to a salad topped with broccoli, potatoes, a farm egg, and grilled organic chicken to the Umpqua Valley lamb meatballs with spinach, shiitakes, and orzo. And trust us, you’ll enjoy wading through the 135-page list of eclectic European wines. Wed–Sun; 2210 S Pacific Hwy, Talent; 541-535-2779