Winchester Inn

Hotel Checkout

Reservations:

+1 (888) 385-8465

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From

$293

Reservations:

+1 (888) 385-8465

Hotel Highlights

Winchester Inn is a 5-star hotel in Ashland, Oregon, located at 35 South 2nd Street, just 0.1mi from the city center. The inn has 423 reviews and offers a blend of classic elegance with modern comforts. Price starts from $293.

On-site amenities cover a complete experience: a restaurant, bar, and free Wifi, plus Private Parking (free) and Parking On Site (free). Relaxation comes easy with a Spa tub, Tennis court (free), and Golf course (extra charges). Rooms feature Air conditioning, Private entrance, and options like Non-smoking rooms, Balcony, Patio, Mountain view, Garden view, Extra long beds (> 6.5 ft), along with Free toiletries and Bathtub.

Rooms

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1 Queen Size Bed

Studio, Queen Bed

Private Bathroom

Free wifi

Minibar

Flat-screen TV

Along with a sofa bed, private entrance, and spa bath, this suite features bathrobes, imported toiletries, and a hairdryer.

This room is located on the main property.

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1 King Size Bed

Deluxe Suite, King Bed

Private Bathroom

Minibar

Flat-screen TV

Air conditioning

Along with a fireplace, spa bath, sofa bed, and private entrance, this suite features bathrobes, imported toiletries, and a hairdryer.

This room is located on the main property.

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1 King Size Bed

Superior Suite, King Bed

Private Bathroom

Minibar

Flat-screen TV

Air conditioning

Along with a fireplace, spa bath, and balcony, this suite features bathrobes, imported toiletries, and a hairdryer.

This room is located on the main property.

Discover More

Terrace spaces and garden settings invite outdoor moments, with mountain or garden views highlighting each stay, and features like non-smoking rooms, free toiletries, and bathtubs enriching comfort. A stylish, five-star escape in Ashland, Winchester Inn invites travelers to unwind and linger a little longer.

Two on-site dining options bring evenings to life: Alchemy Restaurant and Bar offers a modern, romantic setting with a menu that blends American, French, Local, and International cuisines. For a more casual family-friendly vibe, Chateaubriand 36 serves French flavors and steakhouse fare in a welcoming atmosphere.

Experience the Best

Terrace spaces and garden settings invite outdoor moments, with mountain or garden views highlighting each stay. Sunlit terraces and winding garden paths provide a relaxing backdrop for a pre-dinner stroll or a quiet moment to sip a drink and unwind.

Payment options include Visa, Mastercard, Discover, and American Express; cash is not accepted. A range of rooms is available, from Standard and Queen Rooms to King Rooms and multiple suites, many offering balconies or patios and views of the mountains or the gardens.