WINCHESTER INN

Alchemy Restaurant and Bar holds a Best of Award of Excellence from Wine Spectator and has been named one of the Great Bourbon Bars in America. Guests can order dinner with French, American, and local cuisines, including options for vegetarian, gluten-free, and dairy-free diets. Each morning, the inn serves a complimentary two-course gourmet breakfast with choices like smoked salmon benedict, meat lover's skillet, and steel-cut oats with fresh fruit.

The inn offers 21 rooms, including spacious suites and cottages with private entrances for couples or families needing privacy. Rooms are equipped with premium bedding, air conditioning, and feature romantic fireplaces or scenic garden views. The Courtyard Suite has French doors facing the garden, while the Queen Anne Room includes a king bed and a twin, making it suitable for small families.

Winchester Inn sits within a four-minute walk of the Oregon Shakespeare Festival theaters and a two-minute walk from the Oregon Cabaret Theatre. Downtown Ashland's shopping, art galleries, and Lithia Park are accessible on foot from the inn. Free private parking is provided on site for guests who arrive by car.

The inn features a garden with outdoor seating, a bar with a wide selection of beverages including bourbon, and themed dinner nights. A concierge service helps with performance tickets and local recommendations, while daily housekeeping delivers fresh cookies and a bucket of ice to each room each afternoon. The property includes meeting and banquet facilities for business travelers.

Awards: Wine Spectator Best of Award of Excellence

Dining: Alchemy Restaurant with gourmet two-course breakfast

Bar: One of the Great Bourbon Bars in America

Location: 4-minute walk to Oregon Shakespeare Festival

Rooms: Cottages with privacy features

Parking: Free private parking on site