Winchester Inn

Winchester Inn, Ashland, puts you in downtown Ashland just a 4-minute walk from the Oregon Shakespeare Festival, which makes the location especially useful for visitors coming for theater and restaurants. This is a 5-star hotel in a Victorian building surrounded by gardens, with Oregon Cabaret Theatre steps away and Lithia Park about 0.2 miles from the inn.

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The rooms are individually decorated, with pillowtop beds, down comforters, Egyptian cotton sheets, minibars, and en suite bathrooms. Some rooms have fireplaces or balconies, and suites add separate living areas or whirlpool tubs. Guests praise the bathrooms, and the hotel pairs the historic feel with polished, traditional rooms rather than a chain-hotel setup.

Breakfast is complimentary and cooked to order, and parking is free. Alchemy Restaurant and Bar is onsite, with Chateaubriand across South 2nd Street as a sister restaurant. The inn also has a terrace, gardens, a bar, room service, concierge service, luggage storage, and air conditioning.

Winchester Inn in 360°