With a stay at Winchester Inn, you'll be centrally located in Ashland, within a 5-minute walk of Oregon Shakespeare Festival and Oregon Cabaret Theatre. This inn is 0.2 mi (0.3 km) from Ashland Library and 0.2 mi (0.3 km) from Lithia Park.

In Ashland (Historic Downtown District) A stay at Winchester Inn places you in the heart of Ashland, steps from Oregon Cabaret Theatre and 3 minutes by foot from Ashland Library. This inn is 0.2 mi (0.3 km) from Lithia Park and 0.2 mi (0.3 km) from Oregon Shakespeare Festival. Make yourself at home in one of the 21 individually decorated guestrooms, featuring minibars and flat-screen televisions. Your pillowtop bed comes with down comforters and Egyptian cotton sheets. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers. At Winchester Inn, enjoy a satisfying meal at the restaurant. Quench your thirst with your favorite drink at the bar/lounge. A complimentary cooked-to-order breakfast is served daily from 8 AM to 9:30 AM.