Featured Image Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Guestroom Living Area Living Area Living Area Living Area Living Area Living Room Living Room Living Room Living Room Living Room Bathroom Amenities Bathroom Amenities Food and Drink Hotel Bar Hotel Bar Hotel Bar Interior Detail Property Grounds Property Grounds Property Grounds Hotel Front - Evening/Night Terrace/Patio
Featured Image

Book your room at The Winchester Inn

Please enter your travel dates.

Back to top

Ashland bed & breakfast with a complimentary breakfast

Airport nearby

Situated near the airport, in Ashland, this bed & breakfast is close to Oregon Shakespeare Festival, Angus Bowmer Theater, and Elizabethan Stage - Allen Pavilion. Also nearby are New Theater and Southern Oregon University.

Property amenities

Amenities at The Winchester Inn include free parking, a fireplace in the lobby, and wedding services.

Jetted tubs

All guestrooms feature jetted bathtubs, air conditioning, and coffee/tea makers. Other amenities include CD players and bathrobes.

Back to top

At your hotel

A complimentary breakfast is offered. Complimentary parking is available on site.

The Winchester Inn is a smoke-free property.

  • Free breakfast
  • Fireplace in lobby
  • Year Built 1886
  • Total number of rooms - 19
  • Free parking
  • Smoke-free property
  • Wedding services
Show more

Park your car

Free parking


In your room
  • Air conditioning
  • Coffee/tea maker
  • Bathrobes
  • Jetted bathtub
  • Iron/ironing board
  • Phone
  • Turndown service

Eat and drink

Guests are offered complimentary continental and full breakfasts.


Play

The recreational activities listed below are available either on site or nearby; fees may apply.

  • Golfing nearby
  • Skiing - downhill nearby
  • Skiing - cross-country nearby
  • Kayaking nearby
  • Rafting nearby
  • Mountain biking nearby
  • Hiking/biking trails nearby
  • Horse riding/rental nearby
  • Fishing nearby
Back to top

When you arrive

Check-in time starts at 3 PM

Special check-in instructions:

Check-in is at 3 PM. Guests planning to arrive after hours must contact the bed and breakfast at least 48 hours prior to arrival to receive late check-in instructions.

Guests can contact the office using the number on the reservation confirmation received after booking via this Web site.


When you leave

Check-out time is 11 AM


You need to know

Extra-person charges may apply and vary depending on hotel policy.

Government-issued photo identification and a credit card or cash deposit are required at check-in for incidental charges.

Special requests are subject to availability upon check-in and may incur additional charges. Special requests cannot be guaranteed.

Show all policies
Back to top
Sorry, we seem to have had an issue loading our review content. Try again?