Winchester Inn

Self Rated: 3.5 out of 5
35 S. 2nd St., Ashland, OR, 97520, United States of America
4.7 out of 5 rating 84 reviews TripAdvisor Rating: 4.7

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Property Details

Property Location

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 (0.4 km) from Thomas Theatre and 0.2 mi (0.4 km) from Angus Bowmer Theatre.


Make yourself at home in one of the 21 air-conditioned rooms featuring 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.


Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless Internet access. Additional amenities at this Victorian inn include concierge services and gift shops/newsstands.


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.

Business, Other Amenities

Featured amenities include complimentary newspapers in the lobby, dry cleaning/laundry services, and luggage storage. Free self parking is available onsite.


Distances are displayed to the nearest 0.1 mile and kilometer.

Oregon Cabaret Theatre - 0.2 km / 0.1 mi
Ashland Library - 0.3 km / 0.2 mi
Thomas Theatre - 0.4 km / 0.2 mi
Angus Bowmer Theatre - 0.4 km / 0.2 mi
Allen Elizabethan Theatre - 0.4 km / 0.2 mi
Lithia Park - 1.3 km / 0.8 mi
Southern Oregon University - 1.7 km / 1.1 mi
North Mountain Park - 2 km / 1.3 mi
Schneider Museum of Art - 2.2 km / 1.4 mi
ScienceWorks Hands-On Museum - 2.4 km / 1.5 mi
Talent Library - 9.1 km / 5.6 mi
Paschal Winery - 10.4 km / 6.5 mi
Emigrant Lake - 10.9 km / 6.8 mi
Cascade Range - 11.1 km / 6.9 mi
Phoenix Library - 13.2 km / 8.2 mi

The preferred airport for Winchester Inn is Medford, OR (MFR-Rogue Valley Intl.) - 25.3 km / 15.7 mi

Check-in time starts at 3pm. Check-out time is 11am.
Property Policies

Extra-person charges may apply and vary depending on property policy.
Government-issued photo identification and a credit card, debit 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.

The front desk is open daily from 7:30 AM - 8 PM.
The check-in location differs from the property location. To check in, go to The check-in is at Winchester Inn for both properties
If you are planning to arrive after 9 PM please contact the property in advance using the information on the booking confirmation.

Important Information

Please note, there is important information about this property to know before you arrive.

  • Only registered guests are allowed in the guestrooms.

You'll be asked to pay the following charges at the property:

  • City/local tax: USD 9.0

We have included all charges provided to us by the property. However, charges can vary, for example, based on length of stay or the room you book.

The following fees and deposits are charged by the property at time of service, check-in, or check-out.

  • Late check-in fee

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

  • -Free self parking
  • -In-room accessibility
  • -Roll-in shower
  • -Accessible bathroom
  • -Free WiFi
  • -Smoke-free property
  • -Dry cleaning/laundry service
  • -Gift shops or newsstand
  • -Concierge services
  • -Bar/lounge
  • -Free breakfast
  • -Free newspapers in lobby
  • -Terrace
  • -Tours/ticket assistance
  • -Front desk (limited hours)
  • -One meeting room - 1
  • -Restaurant
  • -Luggage storage
  • -Garden
  • -Wheelchair accessible parking