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9.5

405 reviews

Winchester Inn

Winchester Inn

35 South 2nd Street, Ashland, 97520, Oregon, United States

Reservations:

+1 (888) 385-8465

Choose dates to view prices

Restaurant

Free Private Parking

Free wifi

Spa tub

Air conditioning

Tennis court

Bar

Private entrance

Winchester Inn

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 405 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.

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.

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.

Closest airports

Rogue Valley International - Medford Airport

14.6mi

Grants Pass Airport

40.9mi

Klamath Falls Airport

49.7mi

Most popular amenities

Restaurant

Free Private Parking

Free wifi

Spa tub

Air conditioning

Tennis court

Bar

Private entrance

Parking On Site

Terrace

Mountain view

Non-smoking rooms

Patio

Garden view

Garden

View

Extra long beds (> 6.5 ft)

Free toiletries

Balcony

Bathtub

Rooms

Queen Studio in Winchester Inn

Show 6 photos

Studio, Queen Bed

1 Sofa Bed

1 Queen Size Bed

400 sqft

Spa tub

Garden view

Private Bathroom

Bathtub

+

More details

Deluxe King Suite in Winchester Inn

Show 7 photos

Deluxe Suite

1 King Size Bed

1 Sofa Bed

495 sqft

Spa tub

Garden view

Private Bathroom

Bathtub

+

More details

Two-Bedroom Suite in Winchester Inn

Show 11 photos

Suite, 2 Bedrooms, King Bed

1 Queen Size Bed

1 Sofa Bed

1 King Size Bed

905 sqft

City view

Private Bathroom

Private entrance

Microwave

x4

+

More details

Superior King Suite in Winchester Inn

Show 11 photos

Superior Suite

1 King Size Bed

905 sqft

Mountain view

Spa tub

Garden view

City view

+

More details

Suite with Garden View in Winchester Inn

Show 7 photos

Suite, Garden View

1 Queen Size Bed

1 Sofa Bed

400 sqft

Mountain view

Spa tub

Garden view

Private Bathroom

+

More details

King Room with Balcony in Winchester Inn

Show 6 photos

King Room, Balcony

1 King Size Bed

420 sqft

Mountain view

Garden view

City view

Private Bathroom

+

More details

Deluxe King Studio in Winchester Inn

Show 5 photos

Deluxe Studio, King Bed

1 King Size Bed

450 sqft

Mountain view

Spa tub

City view

Private Bathroom

+

More details

King Room in Winchester Inn

Show 5 photos

King Room

1 King Size Bed

355 sqft

Garden view

Private Bathroom

Private entrance

Minibar

+

More details

Queen Suite in Winchester Inn

Show 5 photos

Suite, Queen Bed

1 Queen Size Bed

1 Sofa Bed

400 sqft

Mountain view

City view

Private Bathroom

Bathtub

+

More details

Double Room with Garden View in Winchester Inn

Show 5 photos

Room, Garden View

1 Queen Size Bed

355 sqft

Garden view

Private Bathroom

Minibar

Coffee machine

+

More details

Comfort Triple Room with Shower in Winchester Inn

Show 4 photos

Standard Room

1 Twin Bed

1 King Size Bed

355 sqft

Garden view

Private Bathroom

Minibar

Coffee machine

+

More details

Queen Room in Winchester Inn

Show 4 photos

Queen Room

1 Sofa Bed

1 Queen Size Bed

355 sqft

Garden view

City view

Private Bathroom

Minibar

+

More details

Guest reviews

9.5

405 reviews

Categories of assessments

Cleanliness

Comfort

Location

Facilities

Staff

Value for money

WiFi quality

Points of Interest Around Winchester Inn

Attractions

Rogue River

14.2mi

Restaurants

Alchemy Restaurant and Bar

Cuisines

  • American
  • French
  • Local
  • International

Ambiances

  • Modern
  • Romantic

Chateaubriand 36

Cuisines

  • French
  • Steakhouse

Ambiances

  • Family Friendly

Amenities of Winchester Inn

Restaurant

Free Private Parking

Free wifi

Spa tub

Air conditioning

Tennis court

Bar

Private entrance

Parking On Site

Terrace

Mountain view

Non-smoking rooms

Patio

Garden view

Garden

View

Extra long beds (> 6.5 ft)

Free toiletries

Balcony

Bathtub

Stay rules - Winchester Inn

  • Check-in / Check-out

  • Pets

  • Internet

  • Age restrictions

  • Curfew

  • Parking

  • Reservations

  • Children and beds

  • Cards accepted at this property

Frequently Asked Questions - Winchester Inn

What's the check-in and check-out schedule at Winchester Inn?

When you book a stay at Winchester Inn, you can access your room from 04:00 PM and should leave by 11:00 AM.

Is there parking at Winchester Inn?

Yes, there is ample free private on-site parking available at the Winchester Inn. No reservation is required for parking.

How much does a stay at Winchester Inn cost?

At Winchester Inn, you can find rates starting from $293. It's important to consider that room type and booking dates can influence the final price. For clarity on rates, please input your dates.

What are the room types available at Winchester Inn?

The Winchester Inn offers a variety of room types including suites, doubles, and triples. The rooms range in size from 301 sqft to 904 sqft. Smoking is not allowed in any of the rooms. The occupancy for most rooms is 2 adults with no children, although some suites can accommodate up to 4 adults and 2 children. The bed sizes include Queen, King, and Twin beds.

Where can guests find entertainment in Winchester Inn?

Guests at the Winchester Inn have a variety of leisure amenities to enjoy. They can unwind and relax in the spa tub or play a round of golf on the hotel's golf course. For those who prefer to stay active, there is a tennis court available. Additionally, guests can take advantage of the hiking trails around the hotel or cozy up by the fireplace. The hotel also offers two on-site restaurants for guests to dine at.

Alchemy Restaurant and Bar provides a modern and romantic ambiance, and offers a range of cuisines including American, French, Local, and International. Chateaubriand 36, on the other hand, has a family-friendly atmosphere and specializes in French cuisine and steakhouse dishes. With these amenities, guests can have a relaxing stay and enjoy delicious meals during their time at the hotel.

Does Winchester Inn feature its own restaurants?

Yes, the Winchester Inn has two restaurants on site. The first one is Alchemy Restaurant and Bar, which offers a modern and romantic ambiance. They serve American, French, Local, and International cuisines. The second restaurant is Chateaubriand 36, known for its family-friendly atmosphere and French and Steakhouse cuisines.

Are both cash and credit cards valid payment options at Winchester Inn?

No, cash is not a valid payment option at Winchester Inn. However, they do accept American Express, Discover, Visa, and Mastercard as payment methods.