Bring warm clothes and a raincoat for exploring Jacksonville in winter. Most holiday activities take place during the Victorian Christmas Celebration (11:30–4:30 p.m. Dec 4–5, 11–12, and 18–19). The Jacksonville Chamber of Commerce (www.jacksonvilleoregon.org or 541/899-8118) can provide details about all events, including the parade and tree lighting (6 p.m. Dec 3) and the Historic Home and Church Tour (1–4 p.m. Dec 11–12; $5).
Ambus Art. A co-op gallery with an excellent holiday all-member show. Closed Mon–Tue. 150 S. Oregon St.; www.ambusart.com or 541/899-4477.
Gussied Up. Browse reproduction Victorian and Old West clothing, plus gifts including the proprietor’s own handmade hats. Closed Sun–Mon. 150 S. Oregon; 541/899-7877.
Jacksonville Museum and Children’s Museum. Both are in historic buildings and are run by the Southern Oregon Historical Society. Closed Mon–Tue; $3 for both. 206 N. Fifth St.; www.sohs.org or 541/773-6536.
Valley View Wine Tasting Room. Try wines from nearby Valley View Winery. 125 W. California St.; www.valleyviewwinery.com or 541/899-1001.
Bella Union. Pizza, pasta, and dinner specials off the grill make this a good choice for families. $$. 170 W. California; www.bellau.com or 541/899-1770.
Gogi’s Restaurant. The winter menu at this graceful dinner house might include satsuma-and-hazelnut-garnished salmon or wild mushrooms with filet mignon. $$$; closed Mon–Tue. 235 W. Main St.; www.gogis.net or 541/899-8699.
McCully House Inn. Stop by the 1860 home for dinner; in December, a luncheon known as the Jane McCully Tea ($$; reservations required) is served Dec 4, 11, and 18 on the main floor. Upstairs are three guest rooms ($125). $$$. 240 E. California St.; www.mccullyhouseinn.com, 800/367-1942, or 541/899-1942.
Bybee’s Historic Inn. The elegantly refurbished 19th-century country home a mile out of town has six guest rooms; a full from-scratch breakfast includes the inn's signature granola. From $124. 883 Old Stage Rd.; www.bybeeshistoricinn.com, 877/292-3374, or 541/899-0106.
Historic Orth House Bed and Breakfast. Antique furnishings in an 1880 brick home; rooms come with teddy bears, in case you forgot yours. Full breakfast included. From $95. 105 W. Main; www.orthbnb.com, 800/700-7301, or 541/899-8665.
Jacksonville Inn. Eight cozy guest rooms are furnished with antiques and patchwork quilts complementing the 1861 building’s exposed brick walls; full breakfast is served in the inn’s downstairs dining room. From $145. 175 E. California; www.jacksonvilleinn.com, 800/321-9344, or 541/899-1900.
Jacksonville’s Magnolia Inn. Each of the nine rooms in this Victorian-style B&B has a private bath and is individually appointed with antiques, faux antiques, and charmingly reused found objects. From $85. 245 N. Fifth; www.magnolia-inn.com, 866/899-0255, or 541/899-0255.